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Assignment on ALDEHYDES & KETONES with answers., Assignments of Organic Chemistry

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1278 Aldehydes and Ketones
Introduction
1. Reaction of acetaldehyde with HCN followed by
hydrolysis gives a compound which shows[MP PET 1997]
(a) Optical isomerism (b) Geometrical
isomerism
(c) Metamerism (d) Tautomerism
2. In aldehydes and ketones, carbon of carbonyl
group is
[MP PMT 1995; RPET 1999, 2000]
(a)
3
sp
hybridised (b)
2
sp
hybridised
(c) sp hybridised (d) Unhybridised
3. The IUPAC name of the following structure is
OCH
OHCHCHCCHCH
3|||
223
[MP PMT 1995]
(a) 1-hydroxy 4-methyl 3-pentanone
(b) 2-methyl 5-hydroxy 3-pentanone
(c) 4-methyl 3-oxo 1-pentanol
(d) Hexanol-1, one-3
4. Glyoxal is [BVP 2003]
(a)
OCHOCH 22
(b)
OHCH
OHCH
2
|2
(c)
CHO
CHO
|
(d)
CHO
OHCH
|2
5. Aldehydes are isomeric with
(a) Ketones (b) Ethers
(c) Alcohols (d) Fatty acids
6. Which of the following compounds does not
contain an
OH
group [CPMT 1982]
(a) Phenol (b) Carboxylic acid
(c) Aldehydes (d) Alcohols
7. IUPAC name of
is [MP PET 1991]
(a) Acetone (b) 2-propanone
(c) Dimethyl ketone (d) Propanal
8. What is the compound called if remaining two
valencies of a carbonyl group are satisfied by two
alkyl groups
[CPMT 1990]
(a) Aldehyde (b) Ketone
(c) Acid (d) Acid chloride
9.
CN
OH
H
CCH |
|
3
is
(a) Acetaldehyde cyanohydrin
(b) Acetone cyanohydrin
(c) Cyanoethanol
(d) Ethanol nitrile
10. Ethanedial has which functional group(s)
(a) One ketonic (b) Two aldehydic
(c) One double bond (d) Two double bond
11. In the group
OC
R
R
the carbonyl carbon is
joined to other atoms by
(a) Two sigma and one pi bonds
(b) Three sigma and one pi bonds
(c) One sigma and two pi bonds
(d) Two sigma and two pi bonds
12. Which of the following types of isomerism is
shown by pentanone [MP PMT 1995]
(a) Chain isomerism (b) Position isomerism
(c) Functional isomerism (d) All of these
13. IUPAC name of
CHOCCl 3
is [MP PMT/PET 1988]
(a) Chloral (b) Trichloro
acetaldehyde
(c) 1, 1, 1-trichloroethanal (d)2, 2, 2-trichloroethanal
14. Which of the following is a mixed ketone[AFMC 1997]
(a) Pentanone (b) Acetophenone
(c) Benzophenone (d) Butanone
15. Chloral is [CPMT 1976, 84]
(a)
CHOCCl 3
(b)
33COCHCCl
(c)
33COCClCCl
(d)
OHCHCCl 23
16. Carbonyl compounds are usually
(a) Ethers, aldehydes, ketones and carboxylic
acids
(b) Aldehydes, ketones and carboxylic acids
(c) Aldehydes and ketones
(d) Carboxylic acids
17. Acetone and acetaldehyde are [KCET 1998]
(a) Position isomers (b) Functional isomers
(c) Not isomers (d) Chain isomers
18. Which of the aldehyde is most reactive ?[DCE 2004]
(a)
CHOHC
56
(b)
CHOCH3
(c)
HCHO
(d) All the equally
reactive
Preparation
1. The end product in the following sequence of
reaction is
][
%20
1%HgSO 3
42
4OMgXCH
SOHBACHHC
[Bihar CEE 2002]
(a) Acetic acid (b) Isopropyl alcohol
(c) Acetone (d) Ethanol
2. In the following reaction, product P is
Cl
O
CR ||
P
BaSOPd
H
4
2
[CBSE PMT 1991, 2000, 02; Kerala CET 2001;
pf3
pf4
pf5
pf8
pf9
pfa
pfd
pfe
pff
pf12
pf13
pf14
pf15
pf16
pf17
pf18
pf19
pf1a
pf1b
pf1c

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Introduction

1. Reaction of acetaldehyde with HCN followed by

hydrolysis gives a compound which shows [MP PET 1997]

(a) Optical isomerism (b) Geometrical

isomerism

(c) Metamerism (d) Tautomerism

2. In aldehydes and ketones, carbon of carbonyl

group is

[MP PMT 1995; RPET 1999, 2000]

(a)

3

sp hybridised (b)

2

sp hybridised

(c) sp hybridised (d) Unhybridised

3. The IUPAC name of the following structure is

CH O

CH CH C CH CHOH

3

| ||

3 2 2

    [MP PMT 1995]

(a) 1 - hydroxy 4-methyl 3-pentanone

(b) 2 - methyl 5-hydroxy 3-pentanone

(c) 4 - methyl 3- oxo 1 - pentanol

(d) Hexanol-1, one- 3

4. Glyoxal is [BVP 2003]

(a) CH O CHO

2 2

 (b)

CHOH

CHOH

2

|

2

(c)

CHO

CHO

|

(d)

CHO

CHOH

|

2

5. Aldehydes are isomeric with

(a) Ketones (b) Ethers

(c) Alcohols (d) Fatty acids

6. Which of the following compounds does not

contain an  OH group [CPMT 1982]

(a) Phenol (b) Carboxylic acid

(c) Aldehydes (d) Alcohols

7. IUPAC name of 3 3

CHCOCH is [MP PET 1991]

(a) Acetone (b) 2 - propanone

(c) Dimethyl ketone (d) Propanal

8. What is the compound called if remaining two

valencies of a carbonyl group are satisfied by two

alkyl groups

[CPMT 1990]

(a) Aldehyde (b) Ketone

(c) Acid (d) Acid chloride

9. CN

OH

H

CH C

|

|

3

  is

(a) Acetaldehyde cyanohydrin

(b) Acetone cyanohydrin

(c) Cyanoethanol

(d) Ethanol nitrile

10. Ethanedial has which functional group(s)

(a) One ketonic (b) Two aldehydic

(c) One double bond (d) Two double bond

11. In the group C O

R

R

the carbonyl carbon is

joined to other atoms by

(a) Two sigma and one pi bonds

(b) Three sigma and one pi bonds

(c) One sigma and two pi bonds

(d) Two sigma and two pi bonds

12. Which of the following types of isomerism is

shown by pentanone [MP PMT 1995]

(a) Chain isomerism (b) Position isomerism

(c) Functional isomerism (d) All of these

13. IUPAC name of CClCHO

3

is [MP PMT/PET 1988]

(a) Chloral (b) Trichloro

acetaldehyde

(c) 1, 1, 1-trichloroethanal (d)2, 2, 2-trichloroethanal

14. Which of the following is a mixed ketone [AFMC 1997]

(a) Pentanone (b) Acetophenone

(c) Benzophenone (d) Butanone

15. Chloral is [CPMT 1976, 84]

(a) CClCHO

3

(b)

3 3

CClCOCH

(c)

3 3

CClCOCCl (d) CCl CHOH

3 2

16. Carbonyl compounds are usually

(a) Ethers, aldehydes, ketones and carboxylic

acids

(b) Aldehydes, ketones and carboxylic acids

(c) Aldehydes and ketones

(d) Carboxylic acids

17. Acetone and acetaldehyde are [KCET 1998]

(a) Position isomers (b) Functional isomers

(c) Not isomers (d) Chain isomers

18. Which of the aldehyde is most reactive? [DCE 2004]

(a) C HCHO

6 5

(b) CHCHO

3

(c) HCHO (d) All the equally

reactive

Preparation

1. The end product in the following sequence of

reaction is

[]

20 %

1%HgSO 3

2 4

4

CHMgX O

H SO

HC CH A B

[Bihar CEE 2002]

(a) Acetic acid (b) Isopropyl alcohol

(c) Acetone (d) Ethanol

2. In the following reaction, product P is Cl

O

R C

||

 

P

Pd BaSO

H

4

2

   [CBSE PMT 1991, 2000, 02; Kerala CET 2001;

IIT 1992; AIIMS 1997; AFMC 1998]

(a) RCH OH

2

(b) RCOOH

(c) RCHO (d)

3

RCH

3. Acetophenone is prepared from [CPMT 2003]

(a) Rosenmund reaction

(b) Sandmayer reaction

(c) Wurtz reaction

(d) Friedel craft reaction

4. Compound which gives acetone on ozonolysis

[UPSEAT 2003]

(a)

3 3

CHCHCHCH (b)

3 2 32

( CH ) C  C ( CH )

(c)

6 5 2

C HCHCH (d)

3 2

CH CH  CH

2

2 2 5

||

3

A

HO

NaOH

CH COOCH

O

CHC    

product ‘ A ’ in the reaction is [RPMT 2003]

(a) CHCOOH

3

(b) C HOH

2 5

(c)

3 3

CHCOCH (d) C HCHO

2 5

6. Which one of the following compounds is

prepared in the laboratory from benzene by a

substitution reaction

[EAMCET 2003]

(a) Glyoxal (b) Cyclohexane

(c) Acetophenone (d) Hexabromo

cyclohexane

7. Ketones ( )

1

||

R

O

R  C 

where  

1

R R

alkyl group. It

can be obtained in one step by [CBSE PMT 1997]

(a) Hydrolysis of esters

(b) Oxidation of primary alcohol

(c) Oxidation of secondary alcohol

(d) Reaction of acid halide with alcohols

8. Predict the product ‘ B ’ in the sequence of reaction

HC CH A B

NaOH

HgSO

H SO

4

2 4

30 %

[CBSE PMT 2001]

(a) CHCOONa

3

(b) CHCOOH

3

(c) CH CHO

3

(d) CHCHO

OH

CH CH

2

|

3

 

3

/

2

3

4

CH COCl CHCHO HCl

PdBaSO

H

The above reaction is called [JIPMER 1997]

(a) Reimer-Tiemann reaction (b) Cannizzaro reaction

(c) Rosenmund reaction (d) Reformatsky reaction

10. The oxidation of toluene to benzaldehyde by

chromyl chloride is called

[CBSE PMT 1996; AFMC 1998, 99; AIIMS 2000;

JIPMER 2001; AFMC 2001; DCE 2004]

(a) Cannizzaro reaction (b) Wurtz reaction

(c) Etard reaction (d) Reimer-Tiemann

reaction

11. From which of the following tertiary butyl alcohol

is obtained by the action of methyl magnesium

iodide

[MP CET 2000]

(a) HCHO (b) CH CHO

3

(c)

3 3

CHCOCH

(d)

2

CO

12. Catalyst used in Rosenmund reduction is [Bihar MEE 1997]

(a) Pd /

4

BaSO (b) Zn - Hg couple

(c)

4

LiAlH (d)

2

Ni / H

HO

R

CH CH C CH

2

3 2

   Butanone, R is [BHU 2003]

(a)



Hg (b)

4

KMnO

(c)

3

KClO (d)

2 2 7

KCrO

14. Dry heating of calcium acetate gives

[DPMT 1979, 81, 96; NCERT 1981; KCET 1993;

Bihar CEE 1995; MNR 1986; MP PMT 1997;

MP PET 1993, 95; JIPMER 2002; AIIMS 1996;

CPMT 1982, 86, 96, 2003; RPMT 2002]

(a) Acetaldehyde (b) Ethane

(c) Acetic acid (d) Acetone

15. Identify the product C in the series

CH CN A B C

Na CHOH HNO

      

/ Tollen'sreagent

3

25 2

[MP PET 1999]

(a) CH COOH

3

(b) CH CH NHOH

3 2

(c)

3 2

CHCONH (d) CH CHO

3

16. Acetophenone is prepared by the reaction of

which of the following in the presence of

3

AlCl

catalyst [AIIMS 1996]

(a) Phenol and acetic acid

(b) Benzene and acetone

(c) Benzene and acetyl chloride

(d) Phenol and acetone

17. Isopropyl alcohol on oxidation gives

[RPMT 1997; BHU 1997]

(a) Acetone (b) Acetaldehyde

(c) Ether (d) Ethylene

18. On heating calcium acetate and calcium formate,

the product formed is

[DPMT 1984; EAMCET 1985; MP PMT 1996, 92;

KCET 1990; CPMT 1979, 82, 84; BIT 1992; RPET 2000]

(a)

3 3

CHCOCH

(b) CHCHO

3

(c)

3

HCHOCaCO (d)

3 3

CH CHOCaCO

19. Which of the following compound gives a ketone

with Grignard reagent [CPMT 1988; MP PET 1997]

(a) Formaldehyde (b) Ethyl alcohol

(c) Methyl cyanide (d) Methyl iodide

20. In the Rosenmund's reduction,

4

BaSO taken with

catalyst Pd acts as

(a) Promotor (b) Catalytic poison

(c) Cooperator (d) Absorber

42. On reductive ozonolysis yields

[Orissa JEE 2005]

(a) 6 - oxoheptanal (b) 6 - oxoheptanoic acid

(c) 6 - hydroxyheptanal (d) 3 - hydroxypentanal

43. An alkene of molecular formula

9 18

CH

on

ozonolysis gives 2,2 dimethyl propanal & 2 -

butanon, then the alkene is

[Kerala CET 2005]

(a) 2, 2, 4-trimethyl – 3 - hexene

(b) 2, 2, 6-trimethyl- 3 - hexene

(c) 2, 3, 4-trimethyl- 2 - hexene

(d) 2, 2, 4-trimethyl- 2 - hexene

(e) 2, 2dimethyl- 2 - heptene

Properties

1. Identify the reactant X and the product Y

CHCOCHXCH COMgCl

3 3 33

YMg ( OH ) Cl

[Kerala PMT 2003]

(a)

2 3 2

XMgCl ; YCHCHCH

(b)

3 2 5 3

XCHMgCl ; YCHCOCH

(c) XCHMgClYCH COH

3 33

(d) XCHMgClYCH COH

2 5 33

2. When m - chlorobenzaldehyde is treated with 50%

KOH solution, the product ( s ) obtained is (are)

[CBSE PMT 2003]

(a)

(b)

(c)

(d)

3. A and B in the following reactions are

2 2

|| CH NH

OH

C

R

R

R A

O

R C

B

KCN

HCN

[CBSE PMT 2003]

(a)

4

' , B LiAlH

OH

CN

A  RRC 

(b)

3

' , B NH

COOH

OH

A  RRC 

(c)

 B  HO

OH

CN

A RRC

3

(d) ARR ' CHCN , BNaOH

2

4. Reduction of Aldehydes and Ketones to

hydrocarbon take place in the presence of [CPMT 2003]

(a) Zn amalgam and HCl acid

(b)

4

Pd / BaSO

(c) Anhydrous

3

AlCl

(d) Ni / Pt

5. Reduction of  CO

to

2

CH

can be carried out

with

[DCE 2000]

(a) Catalytic reduction (b) Na CHOH

2 5

(c) Wolf-Kischner reduction (d)

4

LiAlH

6. For C HCHO

6 5

which of the following is incorrect

[CPMT 1985]

(a) On oxidation it yields benzoic acid

(b) It is used in perfumery

(c) It is an aromatic aldehyde

(d) On reduction yields phenol

7. Grignard reagent on reaction with acetone forms

[BHU 1995; RPMT 2002; Roorkee 1990]

(a) Tertiary alcohol (b) Secondary alcohol

(c) Acetic acid (d) Acetaldehyde

8. Which of the following is incorrect [CBSE PMT 2001]

(a)

3

FeCl is used in the detection of phenols

(b) Fehling solution is used in the detection of

glucose

(c) Tollen’s reagent is used in detection of

unsaturation

(d)

3

NaHSO is used in the detection of carbonyl

compounds

9. Consider the following statement Acetophenone

can be prepared by

(1) Oxidation of 1-phenylethanol

(2) Reaction of benzalthanol with methyl

magnesium bromide

(3) Friedel craft’s reaction of benzene with acetyl

chloride

(4) Distillation of calcium benzoate [SCRA 2001]

(a) 1 and 2 (b) 1 and 4

(c) 1 and 3 (d) 3 and 4

10. Which one of the following pairs is not correctly

matched

Hydrolysis

OH

COO

OH

CH OH

2

COO

Cl

CH OH

2

Cl

Cl Cl

OH OH

CH – CH

OH OH

OH OH

CH – CH

[SCRA 2001]

(a)

2

Clemenson' sreduction

CO   CH

(b)  CO   CHOH

Wolf-Kishnerreduction

(c)  COCl   CHO

Rosenmund'sreduction

(d)  CN   CHO

Stephenreduction

11. Which of the following gives aldol condensation

reaction

[CPMT 2001]

(a) C HOH

6 5

(b)

6 5

||

6 5

CH

O

C HC

(c)

3

||

3 2

CH

O

CH CHC  (d)

3

||

3 3

( ) CH

O

CH CC

12. Which of the following products is formed when

benzaldehyde is treated with CHMgBr

3

and the

addition product so obtained is subjected to acid

hydrolysis

[Haryana CEET 2000]

(a) Secondary alcohol (b) A primary alcohol

(c) Phenol (d) Tert-Butyl alcohol

13. Aldol condensation will not be observed in [GATE 2001]

(a) Chloral (b) Phenyl acetaldehyde

(c) Hexanal (d) Ethanol

14. Which of the following compounds containing

carbonyl group will give coloured crystalline

compound with

[Kerala (Med.) 2001]

(a) CHCOCl

3

(b)

3 3

CHCOCH

(c) ( )

3 2 5

CHCOOCH (d)

3 2

CHCONH

(e) HO ( C H ) COOH

6 4

15. Which of the following organic compounds

exhibits positive Fehling test as well as iodoform

test

[MP PET 1994; KCET 2001]

(a) Methanal (b) Ethanol

(c) Propanone (d) Ethanal

16. Which of the following compound will undergo

self aldol condensation in the presence of cold

dilute alkali

[CBSE PMT 1994]

(a) C HCHO

6 5

(b) CH CHCHO

3 2

(c) CHCCHO (d) CHCHCHO

2

17. Acetaldehyde when treated with dilute NaOH

gives

[EAMCET 1998]

(a) CH CH OH

3 2

(b) CH COOH

3

(c) CH CHO

OH

CH  CH  

2

|

3

(d)

3 3

CH  CH

18. C HCHO

2 5

and CH CO

3 2

( ) can be distinguished by

testing with [EAMCET 199

MP PMT 1996; RPMT 1997, 99]

(a) Phenyl hydrazine (b) Hydroxylamine

(c) Fehling solution (d) Sodium bisulphite

19. Which of the following will undergo aldol

condensation

[IIT 1998]

(a) Acetaldehyde (b) Propanaldehyde

(c) Benzaldehyde (d)

Trideuteroacetaldehyde

20. Which of the following oxidation reactions can be

carried out with chromic acid in aqueous acetone

at

C

o

5  10

[Roorkee Qualifying 1998]

(a)    

3

|

3 23

( ) CH

OH

CH CH C C CH

(b) CH CH CHCHCHOH

3 23 2

CH CH CH  CH  CHO

3 23

(c) C HCH CHCOOH

6 5 3 6 5

(d) CH CH CHOH CH CH CHO

3 23 2 3 23

21. Acetaldehyde cannot show [AIIMS 1997]

(a) Iodoform test (b) Lucas test

(c) Benedict's test (d) Tollen's test

22. Benzaldehyde NaOH

[CPMT 1997, 2001; CBSE PMT 1999; Pb. PMT 1999]

(a) Benzyl alcohol (b) Benzoic alcohol

(c) Hydrobenzamide (d) Cinnamic acid

23. The following reagent converts C HCOCHO

6 5

to

C HCHOHCOONa

6 5

[Roorkee Qualifying 1998]

(a) Aq. NaOH (b) Acidic

2 2 3

NaSO

(c)

2 4 2 4

NaCrO / HSO (d) NaNO / HCl

2

24. Benzyl alcohol and sodium benzoate is obtained

by the action of sodium hydroxide on

benzaldehyde. This reaction is known as [KCE

(a) Perkin’s reaction (b) Cannizzaro’s

reaction

(c) Sandmeyer’s reaction (d)Claisen condensation

25. To distinguish between formaldehyde and

acetaldehyde, we require [Orissa PMT

(a) Tollen's reagent (b) Fehling's solution

(c) Schiff's reagent (d) Caustic soda solution

2

NHNH

2

ON NO

2

3 23 3

||

CH ( CH ) CCCCH

O

  

47. Which of the following does not turn Schiff's

reagent to pink

[DPMT 1981; CPMT 1989]

(a) Formaldehyde (b) Benzaldehyde

(c) Acetone (d) Acetaldehyde

48. Fehling's test is positive for [KCET 1993]

(a) Acetaldehyde (b) Benzaldehyde

(c) Ether (d) Alcohol

49. Acetaldehyde and acetone differ in their reaction

with

[KCET 1989]

(a) Sodium bisulphite

(b) Ammonia

(c) Phosphorus pentachloride

(d) Phenyl hydrazine

50. The final product formed when acetaldehyde is

reduced with sodium and alcohol is [BHU 1976]

(a) Ethylene (b) Ethyl alcohol

(c) Ethene (d) All of these

51. The compound obtained by the reduction of

propionaldehyde by amalgamated zinc and

concentrated HCl is [MP PMT 1983]

(a) Propanol (b) Propane

(c) Propene (d) All of these

52. Formaldehyde when treated with KOH gives

methanol and potassium formate. The reaction is

known as

[MP PET 1997]

(a) Perkin reaction (b) Claisen reaction

(c) Cannizzaro reaction (d) Knoevenagel reaction

53. Aldehydes and ketones give addition reaction with

[KCET 1992]

(a) Hydrazine (b) Phenyl hydrazine

(c) Semicarbazide (d) Hydrogen cyanide

(e) All of these

54. Acetaldehyde reacts with [CBSE PMT 1991]

(a) Electrophiles only

(b) Nucleophiles only

(c) Free radicals only

(d) Both electrophiles and nucleophiles

55. The typical reactions of aldehyde is [Pb. CET 1986]

(a) Electrophilic addition (b)Nucleophilic substitution

(c) Nucleophilic addition (d)Nucleophilic elimination

56. Which will not give acetamide on reaction with

ammonia

[CPMT 1985]

(a) Acetic acid (b) Acetyl chloride

(c) Acetic anhydride (d) Methyl formate

57. The addition of HCN to carbonyl compounds is an

example of [Haryana CEET 2000]

(a) Nucleophilic substitution

(b) Electrophilic addition

(c) Nucleophilic addition

(d) Electrophilic substitution

58. Which of the following reagents is used to

distinguish acetone and acetophenone [RPMT 2002; KCET 1998]

(a)

3

NaHSO (b) Grignard reagent

(c)

2 4

NaSO (d) NHCl

4

59. The product formed by the reaction of chlorine

with benzaldehyde in the absence of a catalyst is

[Tamil Nadu CET 2002]

(a) Chlorobenzene (b) Benzyl chloride

(c) Benzoyl Chloride (d) o -

Chlorobenzaldehyde

60. Which of the following compound is resistant to

nucleophilic attack by hydroxyl ions

[CBSE PMT 1998; KCET (Med.) 2001; AFMC 2001]

(a) Methyl acetate (b) Acetonitrile

(c) Dimethyl ether (d) Acetamide

61. Glucose molecule reacts with X number of

molecules of phenylhydrazine to yield osazone.

The value of X is

[CBSE PMT 1998]

(a) One (b) Two

(c) Three (d) Four

62. In which of the following reactions aromatic

aldehyde is treated with acid anhydride in

presence of corresponding salt of the acid to give

unsaturated aromatic acid

[BHU 1998, KCET (Med.) 2001]

(a) Friedel-Craft's reaction (b) Perkin reaction

(c) Wurtz reaction (d) None of these

    

H

MgHg

CH

O

CH C

/

3

||

3

2 Product, product in the

reaction is [RPMT 2003]

(a)

3

|

3

|

3

|

|

3

CH

H

OH

C C

CH

OH

H CC   (b)

3

|| ||

3

CH

O

O C

O

CHC   

(c)

3

| |

3

CH

OH

CH

OH

CHCH   (d) None of these

64. Cinnamic acid is formed when C HCHO

6 5

condenses with CH CO O

3 2

( ) in presence of [Orissa JEE 2003]

(a) Conc.

2 4

HSO (b) Sodium acetate

(c) Sodium metal (d) Anhydrous

2

ZnCl

65. A mixture of benzaldehyde and formaldehyde on

heating with aqueous NaOH solution gives

[IIT-JEE (Screening) 2001]

(a) Benzyl alcohol and sodium formate

(b) Sodium benzoate and methyl alcohol

(c) Sodium benzoate and sodium formate

(d) Benzyl alcohol and methyl alcohol

66. The reaction,

 

 

  

H orOH

OCH CHOH

O

CH C

3 2 5

||

3

OCH CHOH

O

CH C

2 5 3

||

3

   is called [MP PMT 2003]

(a) Perkin’s reaction (b) Claisen Schmidt

reaction

(c) Esterification (d) Trans-esterification

67. Formaldehyde reacts with ammonia to give

urotropine. The formula of urotropine is

[MP PMT 1989, 96, 2003; AIIMS 1982; NCERT 1987;

MP PET 1990, 91, 2000; CPMT 1978, 82, 86, 97; KCET 2003]

(a)

2 6 4

( CH ) N

(b)

24 3

( CH ) N

(c)

26 6

( CH ) N (d)

23 3

( CH ) N

68. Aldol condensation will not take place in

[CBSE PMT 1996, 99; RPMT 1999; CPMT 1988, 04]

(a) HCHO (b) CH CHCHO

3 2

(c) CH CHO

3

(d)

3 3

CHCOCH

69. Contents of three bottles were found to react

(i) Neither with Fehling's solution nor with

Tollen's reagent

(ii) Only with Tollen's reagent but not with

Fehling's solution

(iii) With both Tollen's

reagent and Fehling's solution.

If they contained either ethanal (acetaldehyde)

or propanone (acetone) or benzal

(benzaldehyde), which bottle contained which

(a) In (i) benzal, in (ii) ethanal and in (iii)

propanone

(b) In (i) benzal, in (ii) propanone and in (iii)

ethanal

(c) In (i) propanone, in (ii) benzal and in (iii)

ethanal

(d) In (i) propanone, in (ii) ethanal and in (iii)

benzal

70. Action of hydrazine on aldehydes and ketones

gives compound of the general structure

(a)

2

 C  N  NH

(b)  CNOH

(c)

2

 C  N  NH  CONH

(d)

6 5

 C  N  NH  CH

71. The reaction in which sodium cyanide is used

[MP PET/PMT 1998]

(a) Perkin reaction (b) Reimer-Tiemann

reaction

(c) Benzoin condensation (d)Rosenmund reaction

72. Which one of the following reactions is a method

for the conversion of a ketone into a hydrocarbon

[MP PET/PMT 1998; CBSE PMT 1989]

(a) Aldol condensation (b) Reimer-Tiemann

reaction

(c) Cannizzaro reaction (d) Wolf-Kishner

reduction

73. Bakelite is a polymer of [DPMT 1996; MP PET 2002]

(a) HCHO phenol

(b) HCHO aldehyde (acetaldehyde)

(c) Phenol

2 4

 H SO

(d) HCHO acetone

74. Clemmenson reduction involves  CO to

2

 CH

in presence of [DPMT 1996]

(a) Zn / Hg (b) Alcohol

(c) Zn dust (d) Zn / alcohol

75. Aldol condensation involving CH CHO CHCHO

3 3

gives the product [DPMT 1996]

(a) CH CHOHCHCHO

3 2

(b)

3 2 3

CHCOCH CH

(c)

3 2

CH CHCH (d) None of these

76. Enol content is highest in [Orissa JEE 2

(a) Acetone (b) Acetophenone

(c) Acetic acid (d) Acetyl acetone

77. Which one of the following reacts with HCN and

Tollen's reagent, but is not oxidised by Fehling's

solution

(a) Methanal (b) Ethanal

(c) Benzaldehyde (d) Acetone

78. During reaction of benzaldehyde with alkali one

of the product is

(a) Phenol (b) Benzyl alcohol

(c) Benzene (d) Benzophenone

79. Cannizzaro reaction is given by [DPMT 1996]

(a) HCHO (b)

3 3

CHCOCH

(c) CH CHO

3

(d) CH CH OH

3 2

80. The reaction

C HCHO  CH CHO  CHCH  CH  CHO

6 5 3 6 5

is known as [BHU 1996]

(a) Perkin's reaction (b) Claisen condensation

(c) Benzoin condensation (d)Cannizzaro's reaction

81. When two molecules of acetaldehyde condense in

the presence of dilute alkali, it forms [Bihar MEE 1996]

(a) Acetal (b) Sodium formate

(c) Aldol (d) Mesitylene

(e) None of these

82. Acetaldehyde on treatment with dil. NaOH

followed by heating gives [CET Pune 19

(a) CH CHCHCHOH

3 2 2 2

(b) CH CHCHCHO

3 2 2

(c) CHCHCHCHO

3

(d) CH CH CHCH OH

3 2

83. Reaction OH

CN

R

CO HCN R C

R

R

|

|

is

[Kurukshetra CEE 1998; IIT 1990]

(a) Electrophilic substitution

(b) Electrophilic addition

(c) Nucleophilic addition

(d) Nucleophilic substitution

84. Benzaldehyde on reaction with acetophenone in

the presence of sodium hydroxide solution gives [BVP 2003]

105. When

3 3

CHCOCH

reacts with

2

Cl

and NaOH ,

which of the following is formed [CPMT 1996]

(a)

3

CHCl (b)

4

CCl

(c)

2 2

CCl H

(d) CH Cl

3

106. Which gives difference between aldehyde and

ketone

[CPMT 1994]

(a) Fehling's solution (b) Tollen's reagent

(c) Schiff's reagent (d) Benedict's solution

(e) All of these

107. Aldehyde turns pink with [Bihar MEE 1997]

(a) Benedict solution (b) Schiff reagent

(c) Fehling solution (d) Tollen's reagent

(e) Mollisch reagent

108. Which of the following would undergo aldol

condensation

[MP PMT 1986; BHU 1995]

(a) CCl. CHO

3

(b) CHO

CH

CH

CH C

3

|

3

|

3

 

(c) CH. CH. CHO

3 2

(d) HCHO

109. The reaction of acetaldehyde with conc.

4

KMnO

gives

[DPMT 1982; AIIMS 1996]

(a) CHCOOH

3

(b) CH CHOH

3 2

(c) HCHO (d) CHOH

3

110. When acetaldehyde is heated with Tollen's

reagent, following is obtained [CPMT 1989; MP PET/PMT 1988]

(a) Methyl alcohol (b) Silver acetate

(c) Silver mirror (d) Formaldehyde

111. Boiling point of acetone is [CPMT 1975, 89]

(a) C

o

56 (b) C

o

60

(c)

C

o

100 (d)

C

o

90

112. Urotropine is

(a) Hexamethylene tetramine

(b) Hexaethylene tetramine

(c) Hexamethylene diamine

(d) None of these

113. Magenta is [DPMT 1982; Kurukshetra CEE 1998]

(a) Alkaline phenolphthalein

(b) Methyl red

(c) p- rosaniline hydrochloride

(d) Red litmus

114. An aldehyde on oxidation gives [CPMT 1973, 03;

DPMT 1983; Manipal MEE 1995]

(a) An alcohol (b) An acid

(c) A ketone (d) An ether

115. The reaction of an aldehyde with hydroxylamine

gives a product which is called [MP PET 1993; AFMC 2002]

(a) Aminohydroxide (b) Hydrazone

(c) Semicarbazone (d) Oxime

116. Cannizzaro reaction is not shown by

[BHU 1980; IIT 1983; KCET 1993; Bihar MEE 1995;

RPMT 1997, 2000, 02]

(a) HCHO (b) C HCHO

6 5

(c) CH CHO

3

(d) All of these

117. When acetone is heated with hydroxylamine, the

compound formed is [MP PMT 1993]

(a) Cyanohydrin (b) Oxime

(c) Semicarbazone (d) Hydrazone

118. The product of the reaction between ammonia and

formaldehyde is [MP PMT 1993]

(a) Urotropine (b) Formamide

(c) Paraformaldehyde (d) Methanol

119. Which of the following products is obtained by

the oxidation of propionaldehyde [CPMT 1989]

(a) Acetic acid

(b) Formic acid and acetic acid

(c) Propanoic acid

(d) n- propyl alcohol

120. When acetaldehyde reacts with ,

5

PCl the resulting

compound is [MP PMT 1992, 93]

(a) Ethyl chloride (b) Ethylene chloride

(c) Ethylidene chloride (d) Trichloro

acetaldehyde

121. Benzaldehyde and acetaldehyde can be

differentiated by

(a) HCN (b) NH OH

2

(c) Hydrazine (d) NaOH solution

122. In the presence of a dilute base C HCHO

6 5

and

CH CHO

3

react together to give a product. The

product is

[MP PET 1994]

(a)

6 5 3

CHCH (b) C HCHCH OH

6 5 2 2

(c) C HCHOH

6 5 2

(d) C HCHCHCHO

6 5

123. Grignard's reagent reacts with ethanal

(acetaldehyde) and propanone to give

(a) Higher aldehydes with ethanal and higher

ketones with propanone

(b) Primary alcohols with ethanal and secondary

alcohols with propanone

(c) Ethers with ethanal and alcohols with

propanone

(d) Secondary alcohols with ethanal and tertiary

alcohols with propanone

124. Base catalysed aldol condensation occurs with

[IIT-JEE 1991]

(a) Benzaldehyde

(b) 2, 2-dimethyl propionaldehyde

(c) Acetaldehyde

(d) Formaldehyde

125. Benzaldehyde reacts with ammonia to form

[CPMT 1989; AFMC 1998]

(a) Benzaldehyde ammonia

(b) Urotropine

(c) Hydrobenzamide

(d) Aniline

126. Glucose + Tollen's reagent  Silver mirror shows

[CPMT 1997]

(a) Presence of acidic group

(b) Presence of alkaline group

(c) Presence of ketonic group

(d) Presence of aldehyde group

127. Fehling solution is [MP PMT 1989]

(a) Ammoniacal cuprous chloride solution

(b) Acidified copper sulphate solution

(c) Copper sulphate and sodium hydroxide +

Rochelle salt

(d) None of these

128. Reduction of an aldehyde produces

[MP PMT 1994; MP PET 2001]

(a) Primary alcohol (b) Monocarboxylic acid

(c) Secondary alcohol (d) Tertiary alcohol

129. Which of the following on reaction with conc.

NaOH gives an alcohol [MP PET 1996]

(a) Methanal (b) Ethanal

(c) Propanal (d) Butanal

130. Schiff's reagent is [MP PMT 1989]

(a) Magenta colour solution decolourised with

sulphurous acid

(b) Ammoniacal cobalt chloride solution

(c) Ammoniacal manganese sulphate solution

(d) Magenta solution decolourised with chlorine

131. Pyrolysis of acetone gives CHCO

2

called

(a) Methylene oxide

(b) Methyl carbon monoxide

(c) Ketene

(d) Methone

132. Which one of the following on oxidation will not

give a carboxylic acid with the same number of

carbon atoms

[CBSE PMT 1992; MP PET 1996]

(a)

3 3

CHCOCH (b) CCl CHCHO

3 2

(c) CH CH CHOH

3 2 2

(d) CH CHCHO

3 2

133. Acetal is obtained by reacting in the presence of

dry HCl and alcohol with [MP PET 1996]

(a) Aldehyde (b) Ketone

(c) Ether (d) Carboxylic acid

134. The reagent with which both aldehyde and

acetone react easily is [CPMT 1973, 74, 89; BIT 1992]

(a) Fehling's reagent (b) Grignard reagent

(c) Schiff's reagent (d) Tollen's reagent

135. Phenylmethanol can be prepared by reducing the

benzaldehyde with [CBSE PMT 1997]

(a) CH Br

3

(b) Zn and HCl

(c) CH Br

3

and Na (d) CH I

3

and Mg

136. Which of the following is used in the manufacture

of thermosetting plastics

(a) Formaldehyde (b) Acetaldehyde

(b) Acetone (d) Benzaldehyde

137. Which compound undergoes iodoform reaction

[DPMT 1984; CPMT 1989]

(a) HCHO (b) CHCHO

3

(c) CHOH

3

(d) CHCOOH

3

138. Which does not react with Fehling solution [MNR 1983, 93]

(a) Acetaldehyde (b) Benzaldehyde

(c) Glucose (d) Formic acid

139. Which of the following compound will react with

ethanolic KCN [IIT-JEE 1984]

(a) Ethane (b) Acetyl chloride

(c) Chlorobenzene (d) Benzaldehyde

140. Schiff's reagent gives pink colour with

[EAMCET 1980; MP PMT 2000]

(a) Aldehydes (b) Ethers

(c) Ketones (d) Carboxylic acid

141. Acetaldehyde reacts with

2

Cl (in excess) to give

[MP PMT 1997]

(a) Chloral (b) Chloroform

(c) Acetic acid (d) Trichloroacetic acid

142. The compound which reacts with Fehling solution

is

[CPMT 1989]

(a) C HCOOH

6 5

(b) HCOOH

(c) C HCHO

6 5

(d)

2 3

CHClCH

143. Which one of the following undergoes reaction

with 50% sodium hydroxide solution to give the

corresponding alcohol and acid [AIE

(a) Butanal (b) Benzaldehyde

(c) Phenol (d) Benzoic acid

144. Which one of the following is reduced with zinc

and hydrochloric acid to give the corresponding

hydrocarbon

[AIEEE 2004]

(a) Acetamide (b) Acetic acid

(c) Ethyl acetate (d) Butan– 2 – one

[MP PET 2004]

(a) Ketone and acid (b) Phenol and acid

(c) Aldehyde and acid (d) Alcohol and phenol

166. Paraldehyde is

[CPMT 1985; MP PET 1992, 96; RPMT 2000]

(a) A trimer of formaldehyde

(b) A trimer of acetaldehyde

(c) A hexamer of formaldehyde

(d) A hexamer of acetaldehyde

167. Paraldehyde is used as a [CBSE PMT 1989]

(a) Medicine (b) Poison

(c) Polymer (d) Dye

168. Formalin is an aqueous solution of

[BHU 1979; DPMT 1983]

(a) Formic acid (b) Formaldehyde

(c) Fluorescein (d) Furfuraldehyde

169. Hexamethylene tetramine is used as [MP PMT 1979, 84]

(a) Analgesic (b) Antipyretic

(c) Urinary antiseptic (d) All of these

170. Methyl ketone group is identified by [BCECE 2005]

(a) Iodoform test (b) Fehling solution

(c) Tollen’s reagent (d) Shiff’s reagent

171. Which of the following does not give Fehling

solution test?

[BCECE 2005]

(a) Acetone (b) Propanal

(c) Ethanal (d) Butanal

172. How will you convert butan 2 one to propanoic

acid?

[IIT 2005]

(a) Tollen’s reagent (b) Fehling’s solution

(c) NaOH/I 2 /H

(d) NaOH/NaI/H

173. Ketones react with Mg-Hg over water gives [AFMC 2005]

(a) Pinacolone (b) Pinacols

(c) Alcohols (d) None of these

174. Which of the following will form two isomers

with semi carbazide [Orissa JEE 2005]

(a) Benzaldehyde (b) Acetone

(c) Benzoquinone (d) Benzophenone

175. A compound

5 10 2

ACH Cl

on hydrolysis gives

C H O

5 10

which reacts with NH OH

2

, forms

iodoform but does not give fehling test. A is [DPMT 2005]

(a)

2 2 3

|

|

3

CH CH CH

Cl

Cl

CH  C   

(b)

2 3

|

|

3 2

CHCH

Cl

Cl

CH CH  C 

(c)

Cl

Cl

CH CHCH CH CH

|

|

3 2 2 2

(d)

2 3

| |

3

CH CH

Cl

CH

Cl

CH  CH   

176. CH  CHO  HCN  A

3

; Compound A on

hydrolysis gives [Kerala CET 2005]

(a) CHCHCOOH

3 2

(b)

3 2 2 2

CH  CH  CH  NH

(c) CHCOCOOH

3

(d) CH COCHNOH

3

(e) COOH

OH

CH  CH 

|

3

177. Which one does not give cannizzaro's reaction

[Kerala CET 2005]

(a) Benzaldehyde

(b) 2 - methyl propanal

(c) p - methoxy benzaldehyde

(d) 2,2 dimethyl propanal

(e) Formaldehyde

1. Which of the following will fail to react with

potassium dichromate and dilute sulphuric acid

(a) Ethyl alcohol (ethanol)

(b) Acetaldehyde (ethanal)

(c) Secondary propyl alcohol (2-propanol)

(d) Acetone (propanone)

2. Acetone and acetaldehyde are differentiated by

[CPMT 1987, 93]

(a)

2

NaOHI

(b)

3 2

Ag ( NH )

(c)

2

HNO (d)

2

I

3. Which of the following will react with water [IIT 1998]

(a)

3

CHCl

(b) ClCCHO

3

(c)

4

CCl (d) ClCH CH Cl

2 2

4. An organic compound ‘ A ’ has the molecular

formula ,

3 6

CHO it undergoes iodoform test. When

saturated with dil. HCl is gives ‘ B ’ of molecular

formula C H O

9 14

. A and B respectively are [Tamil Nadu CET 2002]

(a) Propanal and mesitylene

(b) Propanone and mesityl oxide

(c) Propanone and 2,6–dimethyl – 2, 5-heptadien–

4 – one

(d) Propanone and mesitylene oxide

5. Which alkene is formed from the following

reaction 2 Butanone

3 2 2 3

CHCHCHCHPPh  

[Manipal 2001]

(a) 3 - Methyl- 3 - heptene

(b) 4 - Methyl- 3 - heptene

(c) 5 - Methyl- 3 - heptene

(d) 1 - Methyl- 5 - methane

6. Compound ‘ A ’ (molecular formula ) 3 8

CHO is

treated with acidified potassium dichromate to

form a product ‘ B ’ (molecular formula ).

3 6

CHO ‘ B ’

forms a shining silver mirror on warming with

ammoniacal silver nitrate. ‘ B ’ when treated with

an aqueous solution of H NCONHNH. HCl

2 2

and

sodium acetate gives a product ‘ C ’. Identify the

structure of ‘ C[IIT-JEE (Screening) 2002]

(a)

3 2 2

CH CHCH  NNHCONH

(b)

2

3

|

3

CONH

CH

CHCHNNH

(c)

2

3

|

3

NHNH

CH

CH CHNCO

(d)

3 2 2

CH CHCH  NCONHNH

7. Which is not true about acetophenone [Manipal 2002]

(a) Reacts to form 2, 4-dinitorphenyl hydrazine

(b) Reacts with Tollen’s reagent to form silver

mirror

(c) Reacts with I / NaOH

2

to form iodoform

(d) On oxidation with alkaline

4

KMnO followed

by hydrolysis gives benzoic acid

8. The enol form of acetone, after treatment with

2

DO gives

[IIT-JEE (Screening) 1999]

(a)

OD

CH C CH

|

3 2

  (b)

3

||

3

CD

O

CDC

(c)

CH D

OH

CH C

2

|

2

  (d) CD

OD

CD C

|

2

9. The appropriate reagent for the transformation

[IIT-JEE (Screening) 2000]

(a) Zn ( Hg ), HCl (b)

NH NH OH

2 2

(c) H / Ni

2

(d)

4

NaBH

10. Which of the following has the most acidic

hydrogen

[IIT-JEE (Screening) 2000]

(a) 3 - hexanone (b) 2, 4-hexanedione

(c) 2, 5-hexanedione (d) 2, 3-hexanedione

11. Which of the following will be most readily

dehydrated in acidic conditions [IIT-JEE (Screening) 2000]

(a) (b)

(c) (d)

Major Product is [IIT-JEE (Screening) 2003]

(a)

(b)

(c)

(d)

13. Among the given compounds, the most susceptible

to nucleophilic attack at the carbonyl group is [IIT 1997]

(a) MeCOCl (b) MeCHO

(c) MeCOOMe (d) MeCOOCOMe

14. Which of the following will give yellow

precipitate with I / NaOH

2

[IIT 1997]

O

HO

3

CH

HO

2 3

CHCH

O

OH

OH

O

OH

O

OH

COOH

COOH

HOOC

HOOC

HO

COOH

HOOC

HO

CH 2 OH

CH

2

OH

HOHC

2

HOHC

2

O

O

O

O

iiH HO

C

o

iNaOH

2

() /

() / 100

 

CHO

CHO

OHC

OHC

(c) CH CO O

3 2

(d) CHOCOOH

28. The major organic product formed from the

following reaction [CBSE PMT 2005]

(a) (b)

(c) (d)

29. Products of the following reaction

...are

( 2 )

( 1 )

3 2 3

3

Hydrolysis

O

CH CCCH CH   [CBSE PMT 2005]

(a) CH CHO CHCHCHO

3 3 2

(b) CH COOH CHCH CHO

3 3 2

(c)

3 2 3

CH COOH  HOOCCH CH

(d)

3 2

CH COOH  CO

30. A compound, containing only carbon, hydrogen

and oxygen, has a molecular weight of 44. On

complete oxidation it is converted into a

compound of molecular weight 60. The original

compound is [KCET 2005]

(a) An aldehyde (b) An acid

(c) An alcohol (d) an ether

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 : Acetic acid does not undergo haloform

reaction.

Reason : Acetic acid has no alpha hydrogens.

[IIT 1998]

2. Assertion : Benzonitrile is prepared by the

reaction of chlorobenzene with

potassium cyanide.

Reason : Cyanide ( CN

) is a strong nucleophile.

[IIT 1998]

3. Assertion : Lower aldehyde and ketones are

soluble in water but the solubility

decreases as molecular mass

increases.

Reason : Aldehydes and ketones can be

distinguished by Tollen's reagent. [AIIMS 1994]

4. Assertion : Acetaldehyde on treatment with

alkaline gives aldol.

Reason : Acetaldehyde molecules contains 

hydrogen atom. [AIIMS 1997]

5. Assertion : Acetylene on treatment with alkaline

4

KMnO

produce acetaldehyde.

Reason : Alkaline

4

KMnO is a reducing agent.

[AIIMS 2000]

6. Assertion : Acetophenone and benzophenone can

be distinguished by iodoform test.

Reason : Acetophenone and benzophenone both

are carbonyl compounds. [AIIMS 2002]

7. Assertion : Isobutanal does not give iodoform

test

Reason : It does not have -hydrogen. [AIIMS 2004]

8. Assertion : Benzaldehyde is more reactive than

ethanol towards nucleophilic attack.

Reason : The overall effect of – I and +R effect

of phenyl group decreases the

electron density on the carbon atom

of  CO

group in benzaldehyde.

9. Assertion : Aldol condensation can be catalysed

both by acids and bases.

Reason : -Hydroxy aldehydes or ketones

readily undergo acid catalysed

dehydration.

10. Assertion : Ketones are less reactive than

aldehydes.

Reason : Ketones do not give schiff's test.

11. Assertion : Oximes are less acidic than hydroxyl

amine.

Reason : Oximes of aldehydes and ketones

show geometrical isomerism.

12. Assertion : The bond energy of  CO

is less

than

CC < in alkenes.

Reason : The carbon atom in carbonyl group is

2

sp hybridised.

13. Assertion :

RC  0 is more stable than

  0

R C.

Reason : Resonance in carbonyl compound

provides C

and O

14. Assertion : Formaldehyde cannot be prepared by

Rosenmund's reduction.

iiLiAlH iiiHO

CHNH

4 2

3 2

() ( )

(i)

is

O

OH

3

NCH

H

H

NCH

3

3

O. NHCH

OH

3

NCH

H

Reason : Acid chlorides can be reduced into

aldehydes with hydrogen in boiling

xylene using palladium or platinum

as a catalyst supported on barium

sulphate. This is known as

Rosenmund's reduction.

15. Assertion : CH CHO 3

reacts with

3

NH to form

urotropine.

Reason : Urotropine is used as medicine in

case of urinary troubles.

16. Assertion : -Hydrogen atoms in aldehydes and

ketones are acidic.

Reason : The anion left after the removal of -

hydrogen is stabilized by inductive

effect.

17. Assertion : 2, 2 – Dimethyl propanal undergoes

Cannizzaro reaction with

concentrated NaOH.

Reason : Cannizzaro is a disproportionation

reaction.

18. Assertion : Benzaldehyde undergoes aldol

condensation.

Reason : Aldehydes that do not have –

hydrogen undergo aldol condensation.

Introduction

1 a 2 b 3 a 4 c 5 a

6 c 7 b 8 b 9 a 10 b

11 b 12 d 13 d 14 b 15 a

16 c 17 c 18 c

HCHO CHCHO CHCHO

3 6 5

Preparation

1. (c)

HO

CHMgX

HSO

HgSO

HC CH CHCHO

2

3

2 4

4

(A )

3

20 %

1 %

Acetone

3 3

[]

(B)

3 3

CH CHOHCH CHCOCH

O

4. (b) 3 2 32 3 3

3

CH C CCH CH CO CH

O

5. (c) Ketonic hydrolysis:

3 2 2 5

CH  CO  CHCOOCH

3 3 2 5 2

2

CHCOCH CHOH CO

H O

NaOH

6. (c)   

3

3

AlCl

CH COCl

  • HCl

It is Friedel-Crafts reaction. Acetophenone

9. (c) CH COCl CHCHO HCl

Pd BaSO

H

3

/

2

3

4

10. (c)   

2 2

CrOCl

Etard reaction

11. (c)

Buty lalcohol

3 3 33

3

tert

CHMgI

Acetone

CHCOCH CH COH

13. (a) It is hydration of alkynes.

Butanone

3

||

3 2 3 2

2

CH

O

CH CH C CH CH CH C

HO

Hg

       



14. (d)

3

Acetone

3 3

Dry heating

  CHCOCHCaCO

16. (c) CH COCl HCl

AlCl

   

3

only

3

18. (d)   

Distill

3

3

OOCH

OOCH

Ca Ca

CHCOO

CHCOO

3 3

2 CH CHO  2 CaCO

19. (c) MgBr

CH

CH C N CHMgBr CH C N

3

|

3 3 3

OH

Br

CHCOCHNHMg

3 3 3

23. (c)

ethy l methy lketone

2 3

||

3

Oxidation

2 Butanol

2 3

|

3

4

CHCH

O

CH CH CH C

OH

CH CH

KMnO

      

24. (c)   

22

CrOCl

4

2 27

or

acidic

KMnO

K CrO

 

This is Etard’s reaction

32. (d)

Ketone

Aluminiumterbutoxide

[(CH) ]

Isopropy lalcohol

3 3 3

C O

R

R

CH OH

R

R

CO Al

34. (b) HC CH HO CH CHO

HgSO HSO

3

/

2

4 2 4

   

42. (a) 43. (a)

2 , 2 dimethy l propanal

2 butanone

3 2 3

3

|

3

|

9 18 3 3

     CHCHCOCH

CH

CH

CH O HC C CHO

On the basis of product formation, it would be

alkene

2 , 2 , 4 trimethy l- 3 - hexene

2 3

3

|

3

|

3

|

3

    CHCH

CH

C

CH

CH

CH C HC

     

3

2 3

3

|

3

|

3

|

3

O

CH CH

CH

C

CH

CH

CH C HC

3

|

|

2 3

|

3

|

3

|

3

CH

O

CCHCH

O

O

HC

CH

CH

CHC

O

CHO CHC CHCH

CH

CH

CH C

||

3 2 3

3

|

3

|

3

   

Properties

1. (c) CH COCHCHMgClCH COMgCl

33

(X)

3 3 3

CH C OH MgOHCl

Y

()

33

hy droly sis

2. (c) It is cannizzaro reaction – 2

KOH

3. (a)        

4

( )

LiAlH

A

HCN

OH

CN

R CO R R C R

CHO

Cl

COO

Cl

CH OH

2

Cl

3

COCH

CH 3 CHO

CH C O

O

 

3

||

O

O

CHC

||

3

Ca

COCH

3

Hydrolysis

CH

3

3

CH

CHO

3

CH

COOH

ozonolysis

CH 3

7

6

1

5

4

3

2

1

2

5

3

4

6

CH 3

7

6

5

4

3

2

1

C=O

HC=O

6 - oxoheptanal

OH

R

R C CHNH

|

|

'

2 2

 

5. (c) Reduction of  CO to 2

CH can be carried

out with Wolf Kischner reduction.

6. (d)   

2 H

on reduction it gives benzylalcohol and not

phenol.

9. (c)

Acetophenone

6 5 3

[]

1 Phenylethanol

6 5 3

C HCHOHCH CHCOCH

O

C HCHCOCl   CHCOCHHCl

6 5 3

reaction

Friedelcraft's

6 6 3

10. (b) Wolf-Kishner reduction does not convert  CO

to CHOH but converts it to

2

 CH.

11. (c) Although both

3 2 3

CHCHCOCH and

33 3

( CH ) CCOCH

contain  - hydrogen, yet

33 3

( CH ) CCOCH does not undergo Aldol

condensation due to steric hindrance.

12. (a)

2 Alcohol

6 5 3

/ Benzaldehyde

6 5

2

3

C HCHO    CHCHOHCH

H HO

CHMgBr

13. (a) Chloral ,

3

CClCHO has no -hydrogen atom and

hence does not undergo aldol condensation.

14. (b) Among the given compounds only acetone

gives crystalline coloured derivative with 2, 4

DNP.

15. (d) Ethanal among the given compounds gives

positive iodoform test.

17. (c) CHCHO

OH

CH CHO CH CH

NaOH

2

|

3

dil.

3

18. (c) C HCHO Cu OH CuO HO

d ppt

2

Re

2

2

2 5

 

C HCOO

2 5

2 5 Noreaction

2

3 3

  

 

CHCOCH Cu OH

19. (abd)Deuterium behaves like H

and hence

trideuteroacetaldehyde also undergoes aldol

condensation but benzaldehyde does not since

it has no -hydrogen.

21. (b)

  

ZnCl HCl o

/

2

1 Primary alcohol

White turbidity only heating

 

o ZnCl HCl

Alcohol

/ 2

2 White turbidity

after 5 min heating

  

o ZnCl / HCl 2

3 Alcohol easily in seconds

24. (b) Benzaldehyde on treatment with 50% aqueous

or ethanolic alkali solution undergoes

Cannizzaro’s reaction like HCHO (no -

hydrogen atom) i.e. , one molecule is oxidised

and one is reduced with the formation of

benzoic acid and benzyl alcohol respectively.

C HCHO CHCHOH CHCOONa

NaOH

6 5 6 5 2 6 5

2   

25. (d) HCHO CHOH HCOONa

Conc

NaOH

3

.

It is a Cannizzaro’s reaction.

CH CHO

OH

CH CHO CH CH

dil

NaOH

    

2

|

3 3

2

It is aldol condensation reaction.

2 7. (d)

2 3

||

3 2

CH CH

O

CHCHC   do not have

O

CHC

||

3

group

29. (b) CCl HCl

O

CH Cl CH C

O

CH C 3 3

3

||

3 2 3

||

3

      

O

CCl NaOH CHCl CH C ONa

O

CHC      

||

3 3 3

||

3

30. (b) ONa

O

I NaOH CHI CH C

O

CHCCH      

||

3 3

dimethy lketone

2

||

3 3

3

31. (c)

3

CHI

is yellow compound when iodine reacts

with NaOH and ketone.

32. (c) HCHO HCHO HCOOK CHOH

KOH

3

   

38. (b) 2   

Conc. NaOH

This reaction is called as Cannizzaro’s

reaction.

39. (d) +

KOH

Conc.

41. (d) The solution represented is fehling’s and it

has no tendency to oxidise benzaldehyde.

42. (a) Increasing alkyl group the reactivity

decreases.

43. (d) RCHOORCOOH

2

2

1

44. (d) All test for Aldehyde because ketone require

strong oxidising agent.

Ag NH RCHO RCOOH Ag NH HO

3 2 3 2

2 [ ( )]   2  4 

45. (a) Silver mirror test is the test of aldehyde. 46. (c)   

2 [ ( ) ]

3 32

CHCH CHCHO AgNH

Ag NH CHCH CHCOOH HO

3 3 2

CHO

Benzaldehy

de

CH OH

2

Benzylalco

hol

CHO

3

CH

COONa CHOH

3

CHO

3

CH

Cl

CHO

3

CH

Cl

COOK

Cl

CHOH

3

Cl