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Assignment on CARBOXYLIC ACID with answers., Assignments of Organic Chemistry

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Carboxylic acids and Their derivatives 1337
General Introduction of Carboxylic Acids and
Their Derivatives
1. Identify the wrong statement from the following
[Tamil Nadu CET 2002]
(a) Salicylic acid’s a monobasic acid
(b) Methyl salicylate is an ester
(c) Salicylic acid gives violet colour with neutral
ferric chloride as well as brisk effervescence
with sodium bicarbonate
(d) Methyl salicylate does not occur in natural
oils
2. Which of the following is optically active[BHU 1997]
(a) Ethylene glycol (b) Oxalic acid
(c) Glycerol (d) Tartaric acid
3. Palmitic acid is [BHU 1997]
(a)
COOHHC 3116
(b)
COOHHC 3517
(c)
COOHHC 3115
(d)
COOHHC 3117
4. Which one among the following represents an
amide
[MP PMT 1993]
(a) (b)
(c) (d)
5. The name of the compound having the structure
COOHCHClCH 22
is [MP PET 1993]
(a) 3-chloropropanoic acid (b)2-chloropropanoic acid
(c) 2-chloroethanoic acid (d)Chlorosuccinic acid
6. Fats and oils are mixture of [CPMT 1993]
(a) Glycerides and saturated fatty acids
(b) Glycerides and unsaturated fatty acids
(c) Glycerides of saturated and unsaturated fatty
acids
(d) Only saturated and unsaturated fatty acids
7. Which one is not a glyceride [CPMT 1994]
(a) Fat (b) Oil
(c) Phospholipid (d) Soaps
8.
NHRCO 2
)(
is
(a) Primary amine (b) Secondary amine
(c) Secondary amide (d) Tertiary amide
9. Which of the following is the formula of
tartaremetic
[Manipal MEE 1995]
(a)
COOKOHCH
COOHOHCH
)(
)(
|
(b)
)()(
)(
|
SbOCOOOHCH
COONaOHHC
(c)
COOKOHCH
COOKOHCH
)(
)(
|
(d)
10. Which compound is known as oil of winter green
[MP PET/PMT 1998; CPMT 2002]
(a) Phenyl benzoate (b) Phenyl salicylate
(c) Phenyl acetate (d) Methyl salicylate
11. Which of the following structure of carboxylic
acid accounts for the acidic nature [JIPMER 1997]
(a)
OH
O
CR
(b)
OH
OH
CR
(c)
H
O
CR
(d) None of these
12. Acetoacetic ester behaves as [CPMT 1988]
(a) An unsaturated hydroxy compound
(b) A keto compound
(c) Both of these ways
(d) None of these
13. The general formula
ORCO 2
)(
represents
[CPMT 1974; DPMT 1982; MP PMT 1996]
(a) An ester (b) A ketone
(c) An ether (d) An acid anhydride
14. A tribasic acid is
(a) Oxalic acid (b) Tartaric acid
(c) Lactic acid (d) Citric acid
15. Amphiphilic molecules are normally associated
with
[Orissa JEE 1997]
(a) Isoprene based polymers
(b) Soaps and detergents
(c) Nitrogen based fertilizers e.g. urea
(d) Pain relieving medicines such as aspirin
16. Wax are long chain compounds belonging to the
class
[CPMT 1982, 93]
(a) Acids (b) Alcohols
(c) Esters (d) Ethers
17. Glycine may be classed as all of the following
except
[JIPMER 1997]
(a) A base (b) An acid
(c) A zwitter ion (d) Optically active acid
18. Which of the following is not a fatty acid[CPMT 1988]
(a) Stearic acid (b) Palmitic acid
(c) Oleic acid (d) Phenyl acetic acid
19. Vinegar obtained from canesugar contains
[CPMT 1980; DPMT 1982; KCET 1992;
MP PMT 1994; AIIMS 1999]
(a) Citric acid (b) Lactic acid
(c) Acetic acid (d) Palmitic acid
20. The general formula for monocarboxylic acids is
[CPMT 2003]
(a)
COOHHC nn
(b)
COOHHC nn 12
OH
2
NH
COOH
2
CONH
pf3
pf4
pf5
pf8
pf9
pfa
pfd
pfe
pff
pf12
pf13
pf14
pf15
pf16
pf17
pf18
pf19

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Download Assignment on CARBOXYLIC ACID with answers. and more Assignments Organic Chemistry in PDF only on Docsity!

General Introduction of Carboxylic Acids and

Their Derivatives

1. Identify the wrong statement from the following [Tamil Nadu CET 2002] (a) Salicylic acid’s a monobasic acid (b) Methyl salicylate is an ester (c) Salicylic acid gives violet colour with neutral ferric chloride as well as brisk effervescence with sodium bicarbonate (d) Methyl salicylate does not occur in natural oils 2. Which of the following is optically active [BHU 1997] (a) Ethylene glycol (b) Oxalic acid (c) Glycerol (d) Tartaric acid 3. Palmitic acid is [BHU 1997]

(a) C 16 H 31 COOH (b) C 17 H 35 COOH

(c) C 15 H 31 COOH (d) C 17 H 31 COOH

4. Which one among the following represents an amide [MP PMT 1993]

(a) (b)

(c) (d)

5. The name of the compound having the structure

ClCH 2 CH 2 COOH is [MP PET 1993]

(a) 3 - chloropropanoic acid (b) 2 - chloropropanoic acid (c) 2 - chloroethanoic acid (d)Chlorosuccinic acid

6. Fats and oils are mixture of [CPMT 1993] (a) Glycerides and saturated fatty acids (b) Glycerides and unsaturated fatty acids (c) Glycerides of saturated and unsaturated fatty acids (d) Only saturated and unsaturated fatty acids 7. Which one is not a glyceride [CPMT 1994] (a) Fat (b) Oil (c) Phospholipid (d) Soaps

8. ( RCO ) 2 NH is

(a) Primary amine (b) Secondary amine (c) Secondary amide (d) Tertiary amide

9. Which of the following is the formula of tartaremetic

[Manipal MEE 1995] (a)

CHOHCOOK

CHOHCOOH

| ( ) (b)

CHOHCOO SbO

CHOHCOONa

(c) CHOHCOOK

CHOHCOOK

(^) | ( ) (d)

CHOHCOONa

CHOHCOOK

10. Which compound is known as oil of winter green [MP PET/PMT 1998; CPMT 2002] (a) Phenyl benzoate (b) Phenyl salicylate (c) Phenyl acetate (d) Methyl salicylate 11. Which of the following structure of carboxylic acid accounts for the acidic nature [JIPM (a) RC OHO (b) R C OHOH

 

(c) RC HO (d) None of these

12. Acetoacetic ester behaves as [CPMT 1988] (a) An unsaturated hydroxy compound (b) A keto compound (c) Both of these ways (d) None of these

13. The general formula ( RCO ) 2 O represents

[CPMT 1974; DPMT 1982; MP PMT 1996]

(a) An ester (b) A ketone (c) An ether (d) An acid anhydride

14. A tribasic acid is (a) Oxalic acid (b) Tartaric acid (c) Lactic acid (d) Citric acid 15. Amphiphilic molecules are normally associated with [Orissa JEE 1997] (a) Isoprene based polymers (b) Soaps and detergents (c) Nitrogen based fertilizers e.g. urea (d) Pain relieving medicines such as aspirin 16. Wax are long chain compounds belonging to the class [CPMT 1982, 93] (a) Acids (b) Alcohols (c) Esters (d) Ethers 17. Glycine may be classed as all of the following except [JIPMER 1997] (a) A base (b) An acid (c) A zwitter ion (d) Optically active acid 18. Which of the following is not a fatty acid [CPMT 1988] (a) Stearic acid (b) Palmitic acid (c) Oleic acid (d) Phenyl acetic acid 19. Vinegar obtained from canesugar contains [CPMT 1980; DPMT 1982; KCET 1992; MP PMT 1994; AIIMS 1999] (a) Citric acid (b) Lactic acid (c) Acetic acid (d) Palmitic acid 20. The general formula for monocarboxylic acids is [CPMT 2003]

(a) Cn HnCOOH (b) C nH 2 n  1 COOH

OH NH 2

COOH CONH 2

(c) C nH 2 n  1 COOH (d) C nH 2 nO 2

21. Number of oxygen atoms in a acetamide molecule is (a) 1 (b) 2 (c) 3 (d) 4 22. Urea is [CPMT 1984] (a) Monoacidic base (b) Diacidic base (c) Neutral (d) Amphoteric 23. Fats and oils are [CPMT 1990] (a) Acids (b) Alcohols (c) Esters (d) Hydrocarbons

24. The general formulas C nH 2 nO 2 could be for open

chain [AIEEE 2003] (a) Diketones (b) Carboxylic acids (c) Diols (d) Dialdehydes

25. Cl

O

H  C 

|| is called (a) Acetyl chloride (b) Formyl chloride (c) Chloretone (d) Oxochloromethane

26. Urea (a) Is an amide of carbonic acid (b) It is diamide of carbonic acid (c) Gives carbonic acid on hydrolysis (d) Resembles carbonic acid 27. Which of the following acids is isomeric with phthalic acid (a) Succinic acid (b) Salicylic acid (c) 1, 4-benzene dicarboxylic acid (d) Methyl benzoic 28. The ester among the following is [Kerala PMT 2003] (a) Calcium lactate (b) Ammonium acetate (c) Sodium acetate (d) None of these 29. Sodium or potassium salts of higher fatty acids are called [MP PET 2003] (a) Soaps (b) Terpenes (c) Sugars (d) Alkaloids 30. Formamide is

(a) HCONH 2 (b) CH 3 CONH 2

(c) HCOONH 4 (d)( HCHO  NH 3 )

31. Oleic, stearic and palmitic acids are [CPMT 1997] (a) Nucleic acids (b) Amino acids (c) Fatty acids (d) None of these 32. Which one is called ethanoic acid [CPMT 1997]

(a) HCOOH (b) CH 3 COOH

(c) CH 3 CH 2 COOH (d) CH 3 CH 2 CH 2 COOH

33. Vinegar is [CPMT 1997]

(a) HCHO (b) HCOOH

(c) CH 3 CHO (d) CH 3 COOH

34. Which of these do not contain  COOH group

[CPMT 1997]

(a) Aspirin (b) Benzoic acid

(c) Picric acid (d) Salicylic acid

35. Vinegar obtained from sugarcane has [AFMC 2005]

(a) CH 3 COOH (b) HCOOH

(c) C 6 H 5 COOH (d) CH 3 CH 2 COOH

36. Carbolic acid is [AFMC 2005]

(a) C 6 H 5 CHO (b) C 6 H 6

(c) C 6 H 5 COOH (d) C 6 H 5 OH

37. The most acidic of the following is [J & K 2005]

(a) ClCH 2 COOH (b) C 6 H 5 COOH

(c) CD 3 COOH (d) CH 3 CH 2 COOH

38. Which is most reactive of the following [J & K 2005] (a) Ethyl acetate (b) Acetic anhydride (c) Acetamide (d) Acetyl chloride

Preparation of Carboxylic Acids and Their

Derivatives

1. Hydrolysis of CH 3 CH 2 NO 2 with 85% H 2 SO 4 gives

[KCET 1996]

(a) CH 3 CH 2 OH (b) C 2 H 6

(c) CH 3 CH  NOH (d) CH 3 COOH

2. When formic acid reacts with PCl 5 it forms [MNR 1982]

(a) Formyl chloride (b) Acetyl chloride (c) Methyl chloride (d) Propionyl chloride

3. Laboratory method for the preparation of acetyl chloride is [RPMT 2003]

(a) CH 3 COOH  SOCl 2  CH 3 COCl

(b) CH 3 COOH  PCl 3  CH 3 COCl

(c) CH 3 COONa  PCl 3  CH 3 COCl

(d) All of these

4. Tischenko reaction yields ester in the presence of catalyst which is

(a) LiAlH 4 (b) N- bromosuccinamide

(c) Al ( OC 2 H 5 ) 3 (d) Zn^  Hg / HCl

5. Acetic acid is obtained when [NCERT 1975; CPMT 1977] (a) Methyl alcohol is oxidised with potassium permanganate (b) Calcium acetate is distilled in the presence of calcium formate (c) Acetaldehyde is oxidised with potassium dichromate and sulphuric acid (d) Glycerol is heated with sulphuric acid 6. Acetic acid is manufactured by the fermentation of [CPMT 1985] (a) Ethanol (b) Methanol (c) Ethanal (d) Methanal 7. CONaOH[CPMT 1997; KCET 1999]

(a) HCOONa (b) C 2 H 2 O 4

(c) HCOOH (d) CH 3 COOH

(c) Esterification (d) Williamson's synthesis

26. Product formed by heating a mixture of ammonium chloride and potassium cyanate is

(a) N 2 O (b) NH 3

(c) CH 3 NH 2 (d) H 2 NCONH 2

27. Rearrangement of an oxime to an amide in the presence of strong acid is called [Kerala CET 2000] (a) Curtius rearrangement (b)Fries rearrangement (c) Backman rearrangement (d)Sandmeyer reaction 28. Which reagent will bring about the conversion of carboxylic acids into esters [CBSE PMT 2000]

(a) C 2 H 5 OH (b) Dry HCl  C 2 H 5 OH

(c) LiAlH 4 (d) Al ( OC 2 H 5 ) 3

29. The acid formed when propyl magnesium bromide is treated with carbon dioxide is [CPMT 1982, 84, 86; Pb. PMT 1998]

(a) C 3 H 7 COOH (b) C 2 H 5 COOH

(c) Both (a) and (b) (d) None of the above

30. CO 2 on reaction with ethyl magnesium bromide

gives [BHU 1983] (a) Ethane (b) Propanoic acid (c) Acetic acid (d) None of these

31. Acetic anhydride is obtained from acetyl chloride by the reaction of [CPMT 1985, 93]

(a) P 2 O 5 (b) H 2 SO 4

(c) CH 3 COONa (d) CH 3 COOH

32. Hydrolysis of acetamide produces [DPMT 1984; MP PMT 1994; MP PET 2001] (a) Acetic acid (b) Acetaldehyde (c) Methylamine (d) Formic acid 33. Ethyl acetate is obtained when methyl magnesium iodide reacts with [Tamil Nadu CET 2002] (a) Ethyl formate (b) Ethyl chloroformate (c) Acetyl chloride (d) Carbon dioxide 34. Sodium acetate reacts with acetyl chloride to form [BIT 1992] (a) Acetic acid (b) Acetone (c) Acetic anhydride (d) Sodium formate 35. Ammonium acetate reacts with acetic acid at 110 oC to form [MP PET 1991] (a) Acetamide (b) Formamide (c) Ammonium cyanate (d) Urea 36. Tischancko reaction is used for preparation of (a) Ether (b) Ester (c) Amide (d) Acid anhydride 37. The silver salt of a fatty acid on refluxing with an alkyl halide gives an [KCET 2004] (a) Acid (b) Ester (c) Ether (d) Amine

38. Which reaction is used for the preparation of

Bromoacetic acid? [MP PET 2004; MP PET/PMT 1998] (a) Kolbe’s Reaction (b) Reimer-Tiemann Reaction

(c) Hell volhard Zelinsky Reaction (d) Perkin’s Reation

39. Tertiary alcohols (^3 )having atleast four carbon atoms upon drastic oxidation yield carboxylic acid with [MH CET 2004] (a) One carbon atom less (b) Two carbon atoms less (c) Three carbon atom less (d) All the above three options are correct 40. When succinic acid is heated, product formed is [Pb. CET 2000] (a) Succinic anhydride (b) Acetic acid

(c) CO 2 and methane (d) Propionic acid

41. In the reaction, C^ 6 H 5 OH  NaOH^ ^ ( A )

 140  CO  C 2 ,^ ( 4   7 atm )( B )   HCl  ( C ), the compound ( C ) is [Pb. CET 200

(a) Benzoic acid (b) Salicylaldehyde (c) Chlorobenzene (d) Salicylic acid

42. When an acyl chloride is heated with Na salt of a

carboxylic acid, the product is [DCE 2003] (a) An ester (b) An anhydride (c) An alkene (d) An aldehyde

43. The compound X ,in the reaction, is X  CH  3 MgI^  Y hy droly sis ^  Mg ( OH ) ICH 3 COOH [Pb. CET 2003]

(a) CH 3 CHO (b) CO 2

(c) ( CH 3 ) 2 CO (d) HCHO

44. CH (^) 3 CONH 2  NaNO ^^2 / HCl  X [Pb. CET 2003]

(a) CH 3 COOH (b) 

CH 3 CONH 3 Cl

(c) CH 3 NH 2 (d) CH 3 CHO

45. Primary aldehyde on oxidation gives [DPMT 20004] (a) Esters (b) Carboxylic acid (c) Ketones (d) Alcohols 46. Toluene is oxidised to benzoic acid by [BHU 2004; CPMT 1985]

(a) KMnO 4 (b) K 2 Cr 2 O 7

(c) H 2 SO 4 (d) Both (a) and (b)

The compound ( X ) is [IIT 2005]

(a) CH 3 COOH (b) BrCH 2  COOH

(c) ( CH 3 CO ) 2 O (d) CHO  COOH

48. Salicylic acid is prepared from phenol by [AFMC 2005] (a) Reimer Tiemann reaction (b) Kolbe’s reaction (c) Kolbe-electrolysis reaction (d) None of these 49. Acetic acid will be obtained on oxidation of [J & K 2005]

MeO  CH  HCOONaO  

3

CHO+ ( X )^3 CH=CHCOOH

(a) Ethanol (b) Propanal (c) Methanal (d) Glyoxal

Properties of Carboxylic Acids and Their

Derivatives

1. Which of the following acids has the smallest dissociation constant [IIT-JEE (Screening) 2002]

(a) CH 3 CHFCOOH (b) FCH 2 CH 2 COOH

(c) BrCH 2 CH 2 COOH (d) CH 3 CHBrCOOH

2. What is obtained, when propene is treated with N - bromo succinimide [MP PMT 2003] (a) (^3) | CH 2 Br

CH  C  (b) BrCH 2  CH  CH 2

(c) BrCH 2  CH  CHBr (d) CHBr

Br

BrCH (^) 2  CH |  2

3. What will be the product, when carboxy phenol, obtained by Reimer Tiemann’s process, is deoxidised with Zn powder [MP PMT 2003]

(a) (b)

(c) (d)

4. The vapour of a carboxylic acid HA when passed

over MnO 2 at 573 K yields propanone. The acid

HA is (a) Methanoic acid (b) Ethanoic acid (c) Propanoic acid (d) Butanoic acid

5. Which acid is strongest or Which is most acidic [CPMT 1982, 89; BIT 1992; MP PET 1996; MP PMT/PET 1988; MP PMT 1995, 97;RPMT 1997]

(a) Cl 2 CH. COOH (b) ClCH 2 COOH

(c) CH 3 COOH (d) Cl 3 C. COOH

6. Ethyl acetate at room temperature is a (a) Solid (b) Liquid (c) Gas (d) Solution 7. Urea is a better fertilizer than ammonium sulphate because (a) It has greater percentage of nitrogen (b) It is more soluble (c) It is weakly basic (d) It does not produce acidity in soil 8. The reaction of acetamide with water is an example of [Kurukshetra CEE 1998; RPMT 2000]

(a) Alcoholysis (b) Hydrolysis (c) Ammonolysis (d) Saponification

9. The acid which reduces Fehling solution is [KCET 1998] (a) Methanoic acid (b) Ethanoic acid (c) Butanoic acid (d) Propanoic acid 10. 2 2

2 CH

CH O

O CH O

The above shown polymer is obtained when a carbon compound is allowed to stand. It is a white solid. The polymer is [CBSE PMT 1989] (a) Trioxane (b) Formose (c) Paraformaldehyde (d) Metaldehyde

11. What will happen if LiAlH 4 is added to an ester

[CBSE PMT 2000]

(a) Two units of alcohol are obtained (b) One unit of alcohol and one unit of acid is obtained (c) Two units of acids are obtained (d) None of these

12. When anisole is heated with HI , the product is [CET Pune 1998] (a) Phenyl iodide and methyl iodide (b) Phenol and methanol (c) Phenyl iodide and methanol (d) Methyl iodide and phenol

13. When CH 3 COOH reacts with CH 3  Mg  X [BVP 2003]

(a) CH 3 COX is formed (b) Hydrocarbon is

formed (c) Acetone is formed (d) Alcohol is formed

14. Which class of compounds shows H - bonding even more than in alcohols (a) Phenols (b) Carboxylic acids (c) Ethers (d) Aldehydes

15. When propanamide reacts with Br 2 and NaOH

then which of the following compound is formed [Manipal 2001] (a) Ethyl alcohol (b) Propyl alcohol (c) Propyl amine (d) Ethylamine

16. Hydrolysis of an ester gives a carboxylic acid which on Kolbe’s electrolysis yields ethane. The ester is [EAMCET 1997; Manipal PMT 2001] (a) Ethyl methonoate (b) Methyl ethanoate (c) Propylamine (d) Ethylamine 17. On prolonged heating of ammonium cyanate or urea, we get [DPMT 1982; CPMT 1979; MP PMT 1996]

(a) N 2 (b) CO 2

(c) Biurette (d) Ammonium carbonate

18. In the Gabriel's phthalimide synthesis, phthalimide is treated first with

(a) C 2 H 5 I / KOH (b) Ethanolic Na

(c) Ethanol and H 2 SO 4 (d) Ether and LiAlH 4

19. Which of the following is the strongest acid [NCERT 1984]

COOH

OH CHO

CHO

OH

(c) Acetic acid (d) Both (a) and (b)

39. Acetic acid dissolved in benzene shows a molecular mass of [MP PET 1993] (a) 30 (b) 60 (c) 120 (d) 240 40. The reaction

O

CH C OCH CHONa ||

2 3   2 5 ^2 ^5 

OCH CHOH O

CH C O

CH (^) 3  C || 2 || 2 5  2 5

is called [MP PMT 2003; KCET 1996] (a) Etard reaction (b) Perkin’s reaction (c) Claisen condensation (d)Claisen Schmidt reaction

41. Which is the strongest acid? ( pKa value is given in the bracket) [MP PMT 1997; BHU 2003]

(a) HCOOH ( 3. 77 ) (b) C 6 H 5 COOH ( 4. 22 )

(c) CH 3 COOH ( 4. 71 ) (d) CH 3 CH 2 COOH ( 4. 88 )

42. In the presence of iodine catalyst, chlorine reacts with acetic acid to form [MP PMT 1997]

(a)

O

CH C Cl

|| 3   (b)

O

CH Cl C OH

|| 2  

(c)

Cl

Cl

CH C OH

| 3 | (d)

O

CH C O Cl

|| 3   

43. The acid showing salt-like character in aqueous solution is [MP PET/PMT 1998] (a) Acetic acid (b) Benzoic acid

(c) Formic acid (d) amino acetic acid

44. X

PO

CHCOOH

2 5

. Identify X

[JIPMER 2000; CPMT 2003]

(a) CH 3 COCH 3 (b) CH 3 CHO

(c) ( CH 3 CO ) 2 O (d) CH 4

45. Formic acid [MP PET/PMT 1988] (a) Is immiscible with water (b) Reduces the ammonical silver nitrate (c) Is a weak acid nearly three and a half time weaker than acetic acid (d) Is prepared by heating potassium hydroxide 46. Given below are some statements concerning formic acid, which of them is true [CPMT 1983] (a) It is a weaker acid than acetic acid (b) It is a reducing agent (c) When its calcium salt is heated, it forms a ketone (d) It is an oxidising agent

47. Which decolourises the colour of acidic KMnO 4

[CPMT 1991]

(a) CH 3 COOH (b) CH 3 CH 2 COOH

(c) COOH. COOH (d) CH 3 COOC 2 H 5

48. A colourless water soluble organic liquid decomposes sodium carbonate and liberates carbon dioxide. It produces black precipitate with Tollen's reagent. The liquid is [KCET 1989] (a) Acetaldehyde (b) Acetic acid (c) Formaldehyde (d) Formic acid 49. The end product B in the sequence of reactions RX  CN ^  A  NaOH   B is [CPMT 1985] (a) An alkane (b) A carboxylic acid (c) Sodium salt of carboxylic acid (d) A ketone

50. CH 3 CH 2 COOH  Cl^2  / Fe  X  AlcoholicKO  4  Y

Compound Y is [DPMT 1981; JIPMER 2000; AIEEE 2002]

(a) CH 3 CH 2 OH (b) CH 3 CH 2 CN

(c) CH 2  CHCOOH (d) CH 3 CHClCOOH

51. In the precipitation of soap, which can be used instead of NaCl [CPMT 1979]

(a) Na (b) CH 3 COONa

(c) Na 2 SO 4 (d) Sodium silicate

52. Which of the following can possibly be used as analgesic without causing addiction and moon modification [CBSE PMT 1997] (a) Morphine (b) N - acetyl-para-aminophenol (c) Drazepom (d) Tetrahydrocatinol 53. Which of the following esters cannot undergo Claisen self condensation [CBSE PMT 19

(a) CH 3  CH 2  CH 2  CH 2  COOC 2 H 5

(b) C 6 H 5 COOC 2 H 5

(c) C 6 H 5 CH 2 COOC 2 H 5

(d) C 6 H 11 CH 2 COOC 2 H 5

54. When acetic acid is dissolved in benzene its molecular mass [AFMC 1991] (a) Decreases (b) Increases (c) Either increases or decreases (d) Suffers no change 55. Benzoic acid has higher molecular weight in benzene and less in water because (a) Water has lower freezing point and higher boiling point than benzene (b) It dissociates to a greater extent in benzene than in water (c) It associates in water and dissociates in benzene

(d) It dissociates in water and associates in benzene

56. What is the main reason for the fact that carboxylic acids can undergo ionization [MNR 1993; Pb. PMT 2004]

(a) Absence of hydrogen

(b) Resonance stabilisation of the carboxylate ion

(c) High reactivity of hydrogen

(d) Hydrogen bonding

57. Which of the following compounds will evolve hydrogen on treatment with metal [CPMT 1974]

(a) C 2 H 5 OH (b) CH 3 COOH

(c) (a) and (b) both (d) None of these

58. When urea is heated, it forms biurette, alkaline

solution of which forms ..... with CuSO 4 solution [AFMC 1980]

(a) Violet colour (b) Red colour (c) Green colour (d) Black colour

59. Which of the following would be expected to be most highly ionised in water [AIIMS 1982]

(a) CH 2 ClCH 2 CH 2 COOH (b) CH 3 CHCl. CH 2. COOH

(c) CH 3. CH 2. CCl 2. COOH (d) CH 3. CH 2. CHCl. COOH

60. Alkaline hydrolysis of esters is known as [CPMT 1986, 88, 93; MNR 1986; MP PET 1993] (a) Saponification (b) Hydration (c) Esterification (d) Alkalisation 61. Which of the following undergoes hydrolysis when dissolved in water [CPMT 1989]

(a) CH 3 COONa (b) CH 3 CONH 2

(c) Both (a) and (b) (d) C 6 H 5 CH 3

62. Name the end product in the following series of reactions CH (^) 3 COOH  NH  3  AP  2  O 5 B [DPMT 1984]

(a) CH 4 (b) CH 3 OH

(c) Acetonitrile (d) Ammonium acetate

63. Reduction of carboxylic acids gives (a) Alcohol with hydrogen in presence of palladium

(b) Alcohol with LiAlH 4

(c) Aldehyde with LiAlH 4

(d) Alcohol with 2 HI ( P )

64. Which of the following substances when boiled with caustic soda solution will evolve ammonia [BHU 1983] (a) Ethylamine (b) Aniline (c) Acetamide (d) Acetoxime

65. CH 2  CH ( CH 2 ) 5 COOH Peroxide HBr   Z

where Z is [CPMT 1996] (a)

Br

CH CH CH COOH

(^3) | 25

(b) BrCH 2 ( CH 2 ) 6 COOH

(c) CH 2  CH ( CH 2 ) 5  CH 2 OH

(d) C 6 H 5 COOH

66. HCOOH shows all tests of aldehyde because [CPMT 1996] (a) It has one aldehyde group (b) It is member of aldehyde (c) All acids show tests of aldehyde (d) Does not show any test 67. Which one of the following orders of acid strength is correct [CBSE PMT 2003]

(a) RCOOH  HC  CH  HOH  ROH

(b) RCOOH  ROH  HOH  HC  CH

(c) RCOOH  HOH  ROH  HC  CH

(d) RCOOH  HOH  HC  CH  ROH

68. The order of decreasing rate of reaction with ammonia is [Pb. PMT 1998] (a) Anhydrides, esters, ethers (b) Anhydrides, ethers, esters (c) Ethers, anhydrides, esters (d) Esters, ethers, anhydrides

69. Oxidation of toluene with CrO 3 in the presence of

( CH 3 CO ) O 2 gives a product ' A ' which on treatment

with aqueous NaOH produces [CBS

(a) C 6 H 5 CHO (b)( C 6 H 5 CO ) 2 O

(c) C 6 H 5 COONa (d) 2, 4-diacetyl toluene

70. CH 3 COOCH 3 excess PhMgBr

 product  H  X

The product X is [Orissa JEE 2005]

(a) 1, 1-diphenylethanol (b) 1, 1-diphenylmethanol (c) Methyl phenylethanol (d) Methyl phenylketone

71. Which of the following is most acidic [MP PMT 1995] (a) Formic acid (b) Chloroacetic acid (c) Propionic acid (d) Acetic acid 72. Urea on slow heating gives

(a) NH 2 CON. HNO 2 (b) NH 2 CONHCONH 2

(c) HCNO (d) NH 2 CONH 2. HNO 3

73. The principal organic product formed in the following reaction is CH 2  CH ( CH 2 ) 8 COOHHBr peroxide  [Pb. PMT 1998]

(a) CH 3 CHBr ( CH 2 ) 8 COOH

(b) CH 2  CH ( CH 2 ) 8 COBr

(c) CH 2 BrCH 2 ( CH 2 ) 8 COOH

(b) C 6 H 5  CH 2  OH and CH 4

(c) C 6 H 5  CH 3 and CH 3  OH

(d) C 6 H 5  CH 2  OH and CH 3  OH

91. Reaction between an acid and alcohol will give [Roorkee 1995] (a) Higher C containing acid (b) Secondary alcohol (c) Alkane (d) Ester 92. Benzoic acid gives benzene on being heated with X and phenol gives benzene on being heated with Y. Therefore X and Y are respectively [CBSE PMT 1992] (a) Sodalime and copper (b) Zn dust and NaOH (c) Zn dust and sodalime (d) Sodalime and zinc dust 93. The product obtained when acetic acid is treated with phosphorus trichloride is [CPMT 1989, 93, 94; RPMT 1997; AIIMS 1998; EAMCET 1998]

(a) CH 3 COOPCl 3 (b) CH 3 COOCl

(c) CH 3 COCl (d) ClCH 2 COOH

94. Acetyl chloride is reduced with LiAlH 4 the product

formed is [SCRA 1990] (a) Methyl alcohol (b) Ethyl alcohol (c) Acetaldehyde (d) Acetone

95. In the preparation of an ester, the commonly used dehydrating agent is [KCET 1992] (a) Phosphorus pentaxide (b) Anhydrous calcium carbide (c) Anhydrous aluminium chloride (d) Concentrated sulphuric acid 96. In the esterification reaction of alcohols [KCET 1984]

(a) OH is replaced by C 6 H 5 OH

(b) H is replaced by sodium metal (c) OH is replaced by chlorine (d) OH is replaced by CH (^) 3 COO group

97. Lower carboxylic acids are soluble in water due to [MP PET 1999] (a) Low molecular weight (b) Hydrogen bonding (c) Dissociation into ions (d) Easy hydrolysis

98. Acetamide reacts with P 2 O 5 (phosphorus

pentaoxide) to give [AFMC 1997] (a) Methyl cyanide (b) Methyl cyanate (c) Ethyl cyanide (d) Ethyl isocyanate

99. The reaction CH (^) 3 COOHCl 2  P^ ClCH 2 COOHHCl is called [NSE 2001; MP PET 2003] (a) Hell-Volhard-Zelinsky reaction (b) Birch reaction (c) Rosenmund reaction (d) Hunsdiecker reaction 100. An aqueous solution of urea [CPMT 1983] (a) Is neutral (b) Is acidic (c) Is basic (d) Can act as an acid and a base 101. Nitration of benzoic acid gives [MP PMT 1997]

(a) 3 - nitrobenzoic acid (b) 2 - nitrobenzoic acid (c) 2, 3-dinitrobenzoic acid (d)2, 4-dinitrobenzoic acid

102. The reagent used for converting ethanoic acid to ethanol is [KCET 1996; EAMCET 1998]

(a) LiAlH 4 (b) KMnO 4

(c) PCl 3 (d) K 2 Cr 2 O 7 / H 

103. Which one of the following has the maximum acid strength [NCERT 1983] (a) o - nitrobenzoic acid (b) m - nitrobenzoic acid (c) p - nitrobenzoic acid (d) p - nitrophenol

104. When benzoic acid is treated with PCl 5 at 100° C ,

it gives [Orissa JEE 2003] (a) Benzoyl chloride (b) o - chlorobenzoic acid (c) p - chlorobenzoic acid (d) Benzyl chloride

105. Oxalic acid on being heated upto 90 oC with conc.

H 2 SO 4 forms

[AFMC 1989; MP PET 1994; MP PMT 1989]

(a) HCOOH  CO 2 (b) CO 2  H 2 O

(c) CO 2  CO  H 2 O (d) HCOOH  CO

106. Benzoic acid is less acidic than salicylic acid because of [Bihar MEE 1997] (a) Hydrogen bond (b) Inductive effect (c) Resonance (d) All of these (e) None of these

107. Lactic acid on heating with conc. H 2 SO 4 gives

[MP PET 1996]

(a) Acetic acid (b) Propionic acid (c) Acrylic acid (d) Formic acid

108. Acetamide is [MP PET 1990; RPMT 1999] (a) Acidic (b) Basic (c) Neutral (d) Amphoteric 109. Silver benzoate reacts with bromine to form [KCET 1996]

(a) (b)

(c) (d)

110. Acetic anhydride reacts with diethyl ether in

presence of anhydrous AlCl 3 to form [MP PMT 1992]

(a) Ethyl acetate (b) Methyl propionate (c) Methyl acetate (d) Propionic acid

111. Treatment of benzoic acid with Cl 2 / FeCl 3 will

give [KCET 1998; CET Pune 1998] (a) p - chlorobenzoic acid (b) o - chlorobenzoic acid (c) 2 , 4-dichlorobenzoic acid (d) m - chlorobenzoic aicd

C ||

COBr

COOAg Br

Br

112. Hinsberg’s reagent is [MP PMT 2003]

(a) (b)

(c) (d)

113. Which of the following is the correct order of increasing strengths of carboxylic acids

(a) CH 2 FCOOH  CH 3 COOH

 CH 2 ClCOOH  CCl 3 COOH

(b) CH 3 COOH  CH 2 ClCOOH

 CH 2 FCOOH  CCl 3 COOH

(c) CH 2 ClCOOH  CH 2 FCOOH

 CCl 3 COOH  CH 3 COOH

(d) CCl 3 COOH  CH 2 ClCOOH

 CH 2 FCOOH  CH 3 COOH

114. The weakest acid among the following is [CPMT 1976, 82, 89; BHU 1982; CBSE PMT 1991; MP PMT 1989; Roorkee 1992; RPET 1999]

(a) CH 3 COOH (b) Cl 2 CHCOOH

(c) ClCH 2 COOH (d) Cl 3 CCOOH

115. Consider the acidity of the carboxylic acids

(a) PhCOOH (b) o  NO 2 C 6 H 4 COOH

(c) p  NO 2 C 6 H 4 COOH (d) m  NO 2 C 6 H 4 COOH

Which of the following order is correct? [AIEEE 2004]

(a) b  d  a  c (b) b  d  c  a

(c) a  b  c  d (d) b  c  d  a

116. On mixing ethyl acetate with aqueous sodium chloride, the composition of the resultant solution is [AIEEE 2004]

(a) CH 3 COCl  C 2 H 5 OH  NaOH

(b) CH 3 COONa  C 2 H 5 OH

(c) CH 3 COOC 2 H 5  NaCl

(d) CH 3 Cl  C 2 H 5 COONa

117. o- Toluic acid on reaction with Br 2  Fe ,gives [AIIMS 2004]

(a) (b)

(c) (d)

118. The reaction of an ester RCOO R  with an alcohol

R  OH in the presence of an acid gives [Kerala PMT 2004]

(a) RCOOH (b) R  COOH

(c) R  COOR (d) RCOO R 

(e) RCOOR 

119. RCOOH on treatment with PCl 5 and KCN , is

subjected to hydrolysis followed by Clemmensen’s reduction, the product obtained is [Kerala PMT 2004]

(a) RCH 2  COCl (b) RCH 2  COOH

(c) RCOCN (d) RCN

(e) R  OH

120. The reagent which does not give acid chloride on treating with a carboxylic acid is [KCET 2004]

(a) PCl 5 (b) Cl 2

(c) SOCl 2 (d) PCl 3

121. An organic compound is boiled with alcoholic potash. The product is cooled and acidified with

HCl. A white solid separates out. The starting

compound may be [KCET 2004] (a) Ethyl benzoate (b) Ethyl formate (c) Ethyl acetate (d) Methyl acetate

122. The OH group of an alcohol or the  COOH group

of a carboxylic acid can be replaced by  Cl using

[CBSE PMT 2004]

(a) Chlorine (b) Hydrochloric acid (c) Phosphorus pentachloride (d) Hypochlorous acid

123. Which of the following is most acidic [MP PET 2004] (a) Picric acid (b) p - nitrophenol (c) m - nitrophenol (d) o-p dinitrophenol 124. Benedict’s solution is not reduced by [CPMT 2004] (a) Formaldehyde (b) Acetaldehyde (c) Glucose (d) Acetic anhydride

125. CH 3 COOH is reacted with CH  CH in presence

of Hg ,the product is [DPMT 2004; BHU 1998]

(a) ( )

2 3

| 3 3 CH OOCH

CH OOCCH (b)

2 (^3 )

3

CH OOC CH

CH

(c) 32

3

CH ( OOCCH )

CH

(d) None of these

126. Acetic acid reacts with PCl 5 to form [Pb. CET 2001]

(a) CH 3 COCl (b) CHCl 2 COOH

(c) CH 2 ClCOOH (d) CH 3 COOCl

127. CH 3 COOC 2 H 5 with excess of C 2 H 5 MgBr and

hydrolysis gives [MH CET 2004]

(a) 2 5

CH

CH  C  O (b)

2 5

2 5

3

C H

CH

CH C OH

 

(c) 3

3 CH

CHC   O (d)

2 5

3

3

C H

CH

CH C O

 

128. Urea upon hydrolysis yields [Pb. CET 2001] (a) Acetamide (b) Carbonic acid

(c) Ammonium hydroxide (d) NO 2

129. CH 3 CHO  HCN   A  HOH   B .The product B is

[Pb. CET 2003] (a) Malonic acid (b) Glycolic acid (c) Lactic acid (d) Malic acid

CONH 2 SO 2 Cl

CH 3 COCl COCl

CO 2 H

CH 2 Br

Br

CO 2 H

CH 3

CO 2 H

CH 2 Br

Br

Br

CO 2 H

CH 3

(a) An anti-inflamatory agent (b) Analgesic (c) Hypnotic (d) Antiseptic

2. To which of the following groups does soap belongs [NCERT 1979; RPET 2000] (a) Esters (b) Amines (c) Salts of organic higher fatty acids (d) Aldehydes 3. Aspirin is an acetylation product of [CBSE PMT 1998] (a) o - hydroxybenzoic acid (b) o - dihydroxybenzene (c) m - hydroxybenzoic acid (d) p - dihydroxybenzene 4. Which one is used as a food preservative [MP PET 1989; KCET 1999] (a) Sodium acetate (b) Sodium propionate (c) Sodium benzoate (d) Sodium oxalate 5. What makes a lemon sour [CPMT 1972; CBSE PMT 1991; RPET 1999] (a) Tartaric acid (b) Oxalic acid (c) Citric acid (d) Hydrochloric acid 6. The reagent used for protection of amino group during the nitration of aniline is [JIPMER 1997]

(a) SOCl 2 / Pyridine (b) PCl 5

(c) Acetic acid (d) Acetic anhydride

1. Ethyl ester CHMgBr P excess

 3 . The product P will be [IIT-JEE 2003]

(a) (b)

(c) (d)

2. Hydrogenation of C 6 H 5 CHOH  COOH over

Rh  Al 2 O 3 catalyst in methanol gives

[Roorkee Qualifying 1998]

(a) C 6 H 5 CH 2 COOH (b) C 6 H 11 CHOHCOOH

(c) C 6 H 5 CHOHCH 2 OH (d) C 6 H 11 CH 2 COOH

3. Which of the following has the most acidic proton [Roorkee Qualifying 1998]

(a) CH 3 COCH 3 (b)( CH 3 ) 2 C  CH 2

(c) CH 3 COCH 2 COCH 3 (d)( CH 3 CO ) 3 CH

4. In the anion HCOO the two carbon-oxygen bonds are found to be of equal length. What is the reason for it (a) Electronic orbitals of carbon atom are hybridised (b) The C = O bond is weaker than the C – O bond (c) The anion HCOO  has two resonating structures (d) The anion is obtained by removal of a proton form the acid molecule 5. An organic compound of molecular formula

C 4 H 10 O does not react with sodium. With excess

of HI , it gives only one type of alkyl halide. The compound is [SCRA 2001] (a) Ethoxyethane (b) 2 - Methoxypropane (c) 1 - Methoxypropane (d) 1 - Butanol

6. When CH 2  CH  COOH is reduced with LiAlH 4 ,

the compound obtained will be [AIEEE 2003]

(a) CH 3  CH 2  COOH (b) CH 2  CH  CH 2 OH

(c) CH 3  CH 2  CH 2 OH (d) CH 3  CH 2  CHO

7. In a set of the given reactions, acetic acid yielded a product C 3

6 6 (^3 5) anh. AlCl

CH COOH  PCl  A  C   H B C

ether

 C ^^2 H  5 MgBr .

Product C would be [CBSE PMT 2003]

(a)

|^25

C H

CH  COHCH (b) CH 3 CH ( OH ) C 2 H 5

(c) CH 3 COC 6 H 5 (d) CH 3 CH ( OH ) C 6 H 5

8. Carboxylic acids are more acidic than phenol and alcohol because of [Tamil Nadu CET 2001] (a) Intermolecular hydrogen bonding (b) Formation of dimers (c) Highly acidic hydrogen (d) Resonance stabilization of their conjugate base

9. R  CH 2  CH 2 OH can be converted into

RCH 2 CH 2 COOH. The correct sequence of the

reagents is [AIIMS 1997]

(a) PBr 3 , KCN , H 3 O  (b) PBr 3 , KCN , H 2

(c) HCN , PBr 3 , H  (d) KCN , H 

10. When propionic acid is treated with aqueous

sodium bicarbonate CO 2 is liberated. The ‘C’ of

CO 2 comes from

[IIT-JEE (Screening) 1999] (a) Methyl group (b) Carboxylic acid group (c) Methylene group (d) Bicarbonate

H 3 C

H 3 C OH

CH 3

H 5 C 2 2 5

CH

H 5 C 2

OH

H 3 C

OH

H 5 C 2

C 2 H 5

H 5 C 2 2 5

CH

OH

H 7 C 3

11. Benzoyl chloride is prepared from benzoic acid by [IIT-JEE (Screening) 2000]

(a) Cl 2 , hv (b) SO 2 Cl 2

(c) SOCl 2 (d) Cl 2 , H 2 O

12. Identify the correct order of boiling points of the following compounds

CH 3 CH 2 CH ( 1 ) 2 CH 2 OH , CH 3 CH 2 ( 2 CH ) 2 CHO ,

(^3 2) ( 3 ) 2

CHCHCHCOOH [IIT-JEE (Screening) 2002]

(a) 1  2  3 (b) 3  1  2

(c) 1  3  2 (d) 3  2  1

13. The compound not soluble in acetic acid is [UPSEAT 2003; IIT-JEE 1986]

(a) CaCO 3 (b) CaO

(c) CaC 2 O 4 (d) Ca ( OH ) 2

14. The ortho/para directing group among the following is [AIIMS 2003]

(a) COOH (b) CN

(c) COCH 3 (d) NHCOCH 3

15. Iodoform test is not given by [BHU 1995] (a) Acetone (b) Ethyl alcohol (c) Acetic acid (d) None of these 16. How will you convert butan- 2 - one to propanoic acid [IIT-JEE (Screening) 2005] (a) Tollen’s reagent (b) Fehling’s solution

(c) NaOH / I 2 / H  (d) NaOH / NaI / H 

17. Which of the acids cannot be prepared by Grignard reagent [MH CET 2004] (a) Acetic acid (b) Succinic acid (c) Formic acid (d) All of these

Read the assertion and reason carefully to mark the correct option out of the options given below : (a) If both assertion and reason are true and the reason is the correct explanation of the assertion. (b) If both assertion and reason are true but reason is not the correct explanation of the assertion. (c) If assertion is true but reason is false. (d) If the assertion and reason both are false. (e) If assertion is false but reason is true.

1. Assertion : Carboxylic acid exist as dimer. Reason : Carboxylic acid shows hydrogen bonding. 2. Assertion : Trichloroacetic acid is stronger than acetic acid.

Reason : Electron withdrawing substituents decrease the activity.

3. Assertion : First four aliphatic monocarboxylic acids are colourless. Reason : Carboxylic acids with more than five carbon atoms are insoluble in water. 4. Assertion : Carboxylic acids do not give characteristic reactions of carbonyl group. Reason : Carboxylic acids exist as cyclic dimers in solid, liquid and even in vapour state. 5. Assertion : Pure acetic acid is converted into ice like solid called glacial acetic acid. Reason : Acetic acid is stronger than

HCOOH.

6. Assertion : The second dissociation constant of maleic acid is greater than fumaric acid. Reason : Higher the dissociation constant of acid more is acidic character. 7. Assertion : Lower acids on reacting with strong electropositive metals give

effervescences of H 2.

Reason : MeCOOC 4 H 9 hydrolyses rapidly

than MeCOOCH 3.

8. Assertion : Melting point of carboxylic acids shows a regular pattern. Reason : Carboxylic acids are reduced to

alkanes on reduction with HI in

presence of red phosphorus.

9. Assertion : Electron withdrawing groups decrease the acidity of carboxylic acids. Reason : Substituents affect the stability of the conjugate base and acidity of carboxylic acids. 10. Assertion : Fluoroacetic acid is stronger acid than bromoacetic acid. Reason : Acidity depends upon the electron withdrawing effects of the fluorine and chlorine. 11. Assertion : Aminoacetic acid is less acidic than acetic acid. Reason : Amino group is electron donating in nature. 12. Assertion : Carboxylic acids have higher boiling points than alkanes. Reason : Carboxylic acids are resonance hybrids. 13. Assertion : Both formic acid and oxalic acid

decolourize KMnO 4 solution.

General Introduction of Carboxylic Acids and

Their Derivatives

1. (d) Methyl salicylate occurs in natural essential oils like winter green. 2. (d) Tartaric acid have the chiral carbon (*) atom. So it is optically active.

Tartaricacid

|

| |

COOH OH

H C

COOH

OH

H C

3. (c) Formula of palmitic acid is C 15 H 31 COOH.

4. (d) Amide group represent by the formula

 CONH 2

5. (a)

3 chloropropanoicacid^1

ClC 3 H 2  C 2 H 2  COOH

7. (d) Soaps are sodium salt of fatty acids e.g .-

C 17 H 35 COONa Sodium Steariate acid.

8. (c)

Primaryamide 2

R  CONH

Secondary^2 amide

( RCO ) NH

9. (c) CHOHCOOH

CHOHCOOH

| is known as tartaric acid and its

potassium salt is known as Tartaremetic.

11. (a)

O

R C

||

 O H

O

OH  R  C  

 |

It represent the acidic nature.

12. (c)

Acetoaceti( ketoform)c ester 2 5

|| 2

||

3 O CH

O

CH C

O

CH  C     ⇌

(enolic form)^25

| || 3 O CH

O

CH C

OH

CH  C    

13. (d)

Acidanhydride 2

2 RCOOH  H^  2 ^ O ( RCO ) O

14. (d) COOH

COOH

CH

OH

HOOC  CH  C  2 

| (^2) |

It is citric acid consist three carboxylic group.

16. (c) Wax are long chain ester.

17. (d) Glycine do not have the chiral carbon so it is

not optically active acid.

(Gly cine)

| (^2) | COOH

H

H

H N  C 

18. (d) Except phenyl acetic acid all rest acid are

fatty acid.

19. (c) Vinegar contain 8-10% acetic acid.

20. (b,d) General formula of monocarboxylic acid is

C nH 2 n  1 COOH or C nH 2 nO 2.

21. (a) Formula of Acetamide is CH 3 CONH 2 which

consist single oxygen atom.

22. (a) Urea behaves as a monoacidic base and react

with nitric acid and form sparingly soluble

nitrate.

23. (c) Fats and oil jointly known as lipid which are

the ester of glycerol with high fatty acid.

26. (b) Urea is the diamide of carbonic acid.

Urea 2

|| carbonicacid^32

|| (^2)

2 NH

O

OH NH HN C

O

HO  C    H^   O   

So two mole of NH 3 required that why it is

the diamide of carbonic acid.

27. (c) Phthalic acid is the isomer of 1, 4 benzene

dicarboxylic acid because both have the same

molecular formula but differ in their

structure.

28. (d) Esters are RCOOR ’ , where OR ’ = alkoxy group

and R = H or alkyl or aryl group.

29. (a) Soaps are the sodium or potassium salts of

higher fatty acids.

33. (d) Vinegar is the diluted solution of acetic acid

( CH 3 COOH ). It is formed by the fermentation

of ethyl alcohol in the presence of enzyme

acetobacter.

34. (c)

Aspirin Benzoic acid

Salicylic acid

35. (a) Acetic acid is the chief constituent of vinegar

and hence its name (Latin : acetum =

vinegar).

36. (b) Phenol was discovered by Runge in the middle

oil fraction of coal-tar distillation and named

it ‘carbolic acid’ (carbo-coil, oleum = oil) or

phenol containing 5% water in liquid at room

temperature and it is termed as carbolic acid.

37. (a) Any electron withdrawing substituent

(having-I-effect) stabilises the anion by

dispersing the negative charge and therefore,

increases the acidity. Chlorine is an electron

withdrawing group.

38 (d) The order of reactivity of acid derivatives

towards different reactions decreases in the

order,

RCOCl ( RCO ) 2 O  RCOOR  RCONH 2

In other words, the reactivity decreases as the

basicity of the leaving group increases i.e.,

Cl ^  RCOO  RO  NH  2

OCOCH 3

COOH COOH

OH

O 2 N^ OH^ NO 2^ COOH

NO 2

Picric acid

COOH

Phthalic acid

COOH

COOH

1, 4 benzene dicarboxylic acid

COOH

37. (b) R COOAg  R  I  RCOOR  AgI

ester

38. (c) When Cl 2 or Br 2 is react with carboxylic acid

in the presence of red phosphorus then -

hydrogen of carboxylic acid is replaced by Cl 2

or Br 2

Acetic acid bromo^2 aceticacid 3 2 

CHCOOH Br CH BrCOOH

This reaction is known as Hell Volhard Zelinsky

reaction.

39. (b) Tertiary alcohol are not oxidised easily but on

drastic conditions, these oxidise to give first

ketone and then acid by losing one carbon at

each step

C OH O RR C O O RCOOH

R

R

R

 [ ^ ]  [ ].

40. (a) When succinic acid is heated it forms. Succinic

anhydride

Succinicacid Succinicanhydride

2 2 2 2

| 2 CHCO O CHCOOH HO CHCO

CH COOH    

41. (d) Treatment of sodium salt of phenol with CO 2

under pressure bring about substitution of the

carbonyl group  COOH , for the hydrogen of

the ring. This is called as Kolbe’s reaction

 NaOH   140   CCO ( 4 ^27 atm)

Phenol Sodium salt of phenol Sodium

salicylate

 ^ H 

42. (b) When an acyl halide is heated with acid salt,

anhydrides are formed

aceticanhydride

CH (^) 3 COONaCH 3 COCl  ( CH 3 CO ) 2 O

 NaCl

43. (b) CO 2 adds to Grignard’s reagent to yield acids.

CO (^) 2  CH  3 MgICH 3 COOMgI  H. OH   CH 3 COOH

I

 Mg OH

44. (a) Amide, on treating with HNO 2 ,give acids.

CH (^) 3 CONH 2 NaNO ( HNO / HCl ) CH 3 COOH N 2 H 2 O (^2) acetic acid

 2 ^   

45. (b) Aldehydes are easily oxidised to carboxylic

acids on treatment with common oxidising

agents like nitric acid, potassium

permanganate and dichromate etc.

46. (d)  KMnO  ^4 /^ K ^2 Cr ^2 O ^7 

Toluene Benzoic acid

47. (c) This is an example of Perkin’s reaction.

Therefore, ( X ) is Acetic anhydride.

48. (a)

NaOHaq C

CCl  (^) (  (^) ), 60  4

 NaOH    H   H  2  O

The above given reaction is known as Reimer-

Tiemann reaction.

49. (a) C 2 H 5 OH  [ O ] CH 3 COOH.

Properties of carboxylic acids and Their

derivatives

1. (c) BrCH 2 CH 2 COOH is least acidic or has less Ka

i.e. , dissociation constant. It is ( a ) due to

lesser – I effect of Br than F and ( b ) Br atom

further away form  COOH group.

2. (b)

(^3) Propene 2

CH  CH  CH  N  Br 

allyl bromide

2 2

CH CH

Br

CH

3. (d)  Zn  Pdr 

4. (b) 2 CH 3 COOH  573  MnO  K  CH 3 COCH 3  CO 2  H 2 O

5. (d) Presence of – I effect chlorine atom increases

the acidic nature by withdrawing electrons

(LeastAceticacidic) acid Dichloro^2 aceticacid Monochloro^2 aceticacid^3 acidTrichloroa (Mostceticacidic)

Cl 3 (^) CCOOHClCHCOOHClCHCOOHCHCOOH

8. (b) The reaction of acetamide with water is an

example of hydrolysis.

9. (a) Methanoic acid resemble with aldehyde due to

its structure. So it reduce fehling reagent.

Aldehy dicgroup

|| OH

O HC

O

O

N–Bromosuccinimide O

O

NH

COOH

OH

Salicylic acid

COOH

Benzoic acid

OH ONa OH

COONa

CH 3 COOH

COOH

OH

Salicylic acid

OH OH

CCl 3

ONa

COONa

OH

salicylic acid^ COOH

11. (a) Twounits 2 ofalcohols

|| (^4) R R CHOH ROH

O

RC   LiAlH  ^    

12. (d)   

IodideMethy l

HI CH 3 I

13. (b) CH 3 COOH  CH 3  Mg  X  CH 3  CH 3

14. (b) Forms H - bonding by means two highly

electronegative atoms present in it.

15. (d) Ethy lamine 3 2 2

/ (^3) Propionami (^2) de (^2) Hofmannreactionbromamide CH CH CONH  Br ^2  KOH   CHCH NH

16. (b)

Methyl^3 ethanoate 3 3 Sodium^3 acetate

CH COOCH   CH NaOH  OH  CH COONa

2 , , 2 3 3 Kolbe'selectroly sis

CH  CH  CO   NaOH  H 

17. (c)

Ammonium^4 cyanate^2 Urea 2

NH CNO  NH  CO  NH

(^2 2) Urea 2 NH 3

NH  CO  NH  H  NH  CO  NH  

(^2) Biuret 2

NH  CO  NH  CO  NH

19. (d) F  CH 2  COOH  Cl  CH 2  COOH 

Br  CH 2  COOH  CH 3 COOH

20. (d) Formic acid resemble with aldehyde due to its

structure so it reduce Tollen’s reagent.

Aldehy dicgroup

|| OH

O

H  C 

22. (b) HCOOH  conc .^ H ^2 SO^ ^4  CO  H 2 O

23. (b) + H SO HO

m

2

benzoicsulphoacid

conc. 2 4   

24. (d) CHF 2  COOH. Difluoroacetic acid is strongest

because presence of two F atoms increases its

acidic nature.

25. (c) CH 3 COOH does not give silver mirror test.

26. (c) 2 CH 3 COOH  300  MnO o  C  CH Acetone 3 COCH 3  CO 2  H 2 O

27. (b) CH 3 COOH is slightly ionised than H 2 SO 4.

28. (c) Presence of methyl group decreases the acidic

character of acetic acid due to positive

inductive effect (  I ).

29. (c) 3 Acetamide 3 2 Ammonium 3 acetate 4

3

3 O 2 NH CHCONH CHCOONH

CHCO

CH CO   

30. (c)

32. (c) CH 3 COOH  LiAlH  ^4  CH 3 CH 2 OH

CH (^) 3 CH 2 OH  I^2^^ / NaOH  CHI 3   AgC 2 H 2

34. (c) 2 2

Solution Red^2

HCOOH 2 Cu^2 Fehling CuO HO CO

ppt

Whereas CH 3 COOH  SolutionFehling Noreaction

35. (d) HCOOH  NaHCO 3  HCOONa  H 2 O  CO 2

HCHO  NaHCO 3 Noreaction

37. (d) CH 3  C OHO HOO C  CH 3.

Due to H - bonding

38. (c)

CH 3 COOH  NaHCO 3  CH 3 COONa  H 2 O  CO 2

39. (c) Acetic acid forms dimer in benzene due to

which molecular mass becomes doubles.

42. (b) CH 3 COOH  I^^2 / Re d  p  CH 2 Cl  COOH

44. (c) CH 3 COOH / P^2 O^ ^5 ( CH 3 CO ) 2 O

47. (c) CCOOH |^ OOH  KMnO 4  H 2 SO 4  2 CO 2  H 2 O

 K 2 SO 4  MnSO 4

49. (c) R X KCN^ R CN NaOHHO

2

      R  COONa  NH 3

50. (c) COOH

Cl

CH 3 CH 2 COOH  Cl^^2  / Fe  CH 3  CH | 

KOH

CH 2  CH  COOH  Alcohol  

52. (b) N-acetyl paraamino phenol

53. (b) Because it does not have -hydrogen atom.

OCH 3

Anisol

OH

Phenol

COOH COOH

SO 3 H

OH

NH-COCH 3

Heat 

..

CO  N

rearr. 

N  C  O

Benzyl nitrene Phenyl isocyanate (D)

 [  O ]  SO  SOCl ,   HCl 

2

2 (A)

CH 3 COOH

NaCl

NaN

3

CO  N  N  N

..  ..

Benzylazide (C)

(B)

COCl