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Exam 2 with 14 Questions - Organic Chemistry I | CHE 230.00, Exams of Organic Chemistry

Illinois State University (ISU)Organic Chemistry

Prof. Richard Nagorski

Exam 2 Material Type: Exam; Professor: Nagorski; Class: Organic Chemistry I; Subject: Chemistry ; University: Illinois State University; Term: Fall 2007;

Typology: Exams

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Uploaded on 09/21/2008

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Organic Chemistry I

Chem 230

Exam 2

March 5th, 2007

Dr. R.W. Nagorski

A professor is one who talks in someone else’s sleep.

Quote by W.H. Auden (1907–1973)

1) ______/6 9) ______/6

2) ______/4 10) ______/10

3) ______/10 11) ______/6

4) ______/5 12) ______/6

5) ______/4 13) ______/9

6) ______/8 14) ______/8

7) ______/10

8) ______/8

Bonus ______/6

Total ______/100

Name:___________________

ID#:_____________________

Often downloaded together

Exam 2 Questions | Elementary Organic Chemistry | CHE 220.00

Exam 3 Questions | Organic Chemistry I | CHE 230.00

Organic Chemistry I - Exam 4 Questions | CHE 230.00

Exam 1 Questions | Organic Chemistry I | CHE 230.00

Partial preview of the text

Download Exam 2 with 14 Questions - Organic Chemistry I | CHE 230.00 and more Exams Organic Chemistry in PDF only on Docsity!

Organic Chemistry I

Chem 230

Exam 2

March 5

th

Dr. R.W. Nagorski

A professor is one who talks in someone else’s sleep.

Quote by W.H. Auden (1907–1973)

1) /6 9) /

2) /4 10) /

3) /10 11) /

4) /5 12) /

5) /4 13) /

6) /8 14) /

7) ______/

8) ______/

Bonus ______ /

Total ______ /

Name:___________________

ID#:_____________________

Chem 230

Page 2

March 5 th^ , 2007

Nomenclature:

1) Give the correct IUPAC names for the following compounds. (6 points)

2) Draw the structures that are represented by the following IUPAC names. (4 points)

Cl Cl

a)

b)

(2S,3S)-3-fluoro-2-methylpentane

3-ethyl-2-(1,1-dimethylethyl)-5,5-diiodo-1,1-dimethylcyclooctane

Chem 230

Page 4

March 5th^ , 2007

e) The following two molecules may be described as:

Conceptual Questions:

4) A certain natural product having [α]D = +40.3o^ was isolated. Two structures have been independently

proposed for this compound. Which one do you think is more likely to be correct? Why? (5 points)

5) Redraw the following compounds as Fischer projection models. (4 points)

a) constitutional isomers b) diastereomers c) enantiomers

d) structural isomers e) none of the above

CH 2 OH H OH HO H H OH H OH CH 2 OH

HO 2 C

H H

Cl

I (^) Br

H CH 3

CH 3

I CH 2 CH 3

HO CH 3

H

Chem 230 Initials:_______________________

Page 5

March 5th^ , 2007

6) Indicate whether the following molecules are chiral or achiral. (8 points)

7) Indicate whether the carbons designated below are “R” or “S”. ( 10 points )

8) Four general types of reactions were discussed with regard to organic chemistry, name these reactions. (

points)

a)

b)

c)

d)

a)

b) CH^3

Br H H OH H 3 C Br H

c) d)

CH 2 CH 3

H 3 C OH

H OH

CH 2 CH 3

a) b)

c) OH CH 3 CH 2 CH 3 Br CH 3 Cl OH CH 3

C

H CH

HH

CH 3

H 3 C H

H

HO

O

C

H

Cl Cl

H OH

NH 2

H

Chem 230 Initials:_______________________

Page 7

March 5th^ , 2007

11) Circle each of the chiral carbons in the structure below (the number of incorrectly circled carbons will be

subtracted from the number of correctly circled chiral carbons). (6 points)

12) For the carbons indicated below, designate whether they are primary (1o^ ), secondary (2o^ ) or tertiary (3o^ ). (

points)

Chem 230

Page 8

March 5th^ , 2007

Mechanisms:

13) The radical halogenation reaction shown below has three distinct steps. Name the three steps and give an

example of each step using the components of the reaction below as the source for your example of each step.

(9 points)

Reactions:

14) For the reactions shown below, provide structures for all possible products and circle the major product of the

reaction. (8 points)

Br 2 + HBr

hν (light) Br

a)

b)

Br 2

hν

Cl 2

hν

Group***Period

1 IA1A

2 IIA2A

3 IIIB3B

4 IVB4B

5 VB5B

6 VIB6B

VIIB7B

8 VIII 8

9 VIII 8

10 VIII^8

11 IB1B

12 IIB2B

13 IIIA3A

14 IVA4A

15 VA5A

16 VIA6A

17 VIIA7A

VIIIA8A

(^1) H1.

(^2) He

(^3) Li6.

(^4) Be

(^5) B

(^6) C12.

(^7) N

(^8) O

(^9) F19.

(^10) Ne20.

(^11) Na22.

(^12) Mg24.

(^13) Al26.

(^14) Si28.

15 P30.

16 S32.

(^17) Cl35.

(^18) Ar39.

(^19) K39.

(^20) Ca40.

(^21) Sc44.

(^22) Ti47.

(^23) V50.

(^24) Cr52.

(^25) Mn54.

(^26) Fe55.

(^27) Co58.

(^28) Ni58.

(^29) Cu63.

(^30) Zn65.

(^31) Ga69.

(^32) Ge72.

(^33) As74.

(^34) Se78.

(^35) Br79.

(^36) Kr83.

(^37) Rb85.

(^38) Sr

(^39) Y

(^40) Zr91.

(^41) Nb92.

(^42) Mo95.

(^43) Tc(98)

(^44) Ru101.

(^45) Rh102.

(^46) Pd106.

(^47) Ag107.

(^48) Cd112.

(^49) In114.

(^50) Sn118.

(^51) Sb121.

(^52) Te127.

53 I 126.

(^54) Xe131.

(^55) Cs132.

(^56) Ba137.

(^57) La*138.

(^72) Hf178.

(^73) Ta180.

(^74) W183.

(^75) Re186.

(^76) Os190.

(^77) Ir190.

(^78) Pt195.

(^79) Au197.

(^80) Hg200.

(^81) Tl204.

(^82) Pb207.

(^83) Bi209.

(^84) Po(210)

(^85) At(210)

(^86) Rn(222)

(^87) Fr(223)

(^88) Ra(226)

89 Ac**(227)

(^104) Rf(257)

(^105) Db(260)

(^106) Sg(263)

(^107) Bh(262)

(^108) Hs(265)

(^109) Mt(266)

(^110) Uun()

(^111) Uuu()

(^112) Uub()

(^113) Uut()

(^114) Uuq()

(^115) Uup()

(^116) Uuh()

(^117) Uus()

(^118) Uuo()

Exam 2 with 14 Questions - Organic Chemistry I | CHE 230.00, Exams of Organic Chemistry

Often downloaded together

Related documents

Partial preview of the text

Download Exam 2 with 14 Questions - Organic Chemistry I | CHE 230.00 and more Exams Organic Chemistry in PDF only on Docsity!

Organic Chemistry I

Chem 230

Exam 2

March 5

th

Dr. R.W. Nagorski

A professor is one who talks in someone else’s sleep.

Quote by W.H. Auden (1907–1973)

1) ______/6 9) ______/

2) ______/4 10) ______/

3) ______/10 11) ______/

4) ______/5 12) ______/

5) ______/4 13) ______/

6) ______/8 14) ______/

7) ______/

8) ______/

Bonus ______ /

Total ______ /

Name:___________________

ID#:_____________________

Chem 230

Page 2

March 5 th^ , 2007

1) Give the correct IUPAC names for the following compounds. (6 points)

2) Draw the structures that are represented by the following IUPAC names. (4 points)

a)

b)

(2S,3S)-3-fluoro-2-methylpentane

3-ethyl-2-(1,1-dimethylethyl)-5,5-diiodo-1,1-dimethylcyclooctane

Chem 230

Page 4

March 5th^ , 2007

e) The following two molecules may be described as:

4) A certain natural product having [α]D = +40.3o^ was isolated. Two structures have been independently

proposed for this compound. Which one do you think is more likely to be correct? Why? (5 points)

5) Redraw the following compounds as Fischer projection models. (4 points)

a) constitutional isomers b) diastereomers c) enantiomers

d) structural isomers e) none of the above

Cl

H CH 3

CH 3

I CH 2 CH 3

HO CH 3

H

Chem 230 Initials:_______________________

Page 5

March 5th^ , 2007

6) Indicate whether the following molecules are chiral or achiral. (8 points)

7) Indicate whether the carbons designated below are “R” or “S”. ( 10 points )

8) Four general types of reactions were discussed with regard to organic chemistry, name these reactions. (

points)

a)

b)

c)

d)

a)

b) CH^3

c) d)

CH 2 CH 3

H 3 C OH

H OH

CH 2 CH 3

C

H CH

HH

HH

CH 3

H 3 C H

H

HO

O

C

H

H OH

NH 2

1) /6 9) /

2) /4 10) /

3) /10 11) /

4) /5 12) /

5) /4 13) /

6) /8 14) /