Work sheet number 3

ADDIS ABABA SCIENCE AND TECHNOLOGY UNIVERSITY

INDUSTRIAL CHEMISTRY DEPARTMENT
Fundamentals of Organic Chemistry
for
Food science & Technology and Biotechnology Student
Work sheet number 2 on Stereochemistry
SUBMIT

1.
Which of the following is the definition of chirality?

A molecule that has a carbon atom with four different

a. substituents
b. The non-superimposability an object on its mirror image
c. A molecule with a mirror image
d. The superimposability of an object on its mirror image

2.
Which of the following statements is true?

a. Superimposable structures are enantiomers

Isomers that are not superimposable on their mirror images
b. are enantiomers
c. All compounds with mirror images are enantiomers
d. All molecules that have chirality centers are chiral

3.
Which of the following structures is different from the other three?

a. 1

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b. 4
c. 3
d. 2

4.
Which of the following compounds is/are chiral?

a. only 1 and 2
b. only 2 and 3
c. only 1
d. 1, 2 and 3

5.
Which of the following have the S configuration?

a. 1, 2 and 3
b. only 1
c. only 1 and 2

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d. only 2

6.
Which of the following have the R configuration?

a. only 1
b. 1, 2 and 3
c. only 1 and 2
d. only 2

7.
Which of the following is the definition of a pair of diastereomers?

A pair of stereoisomers each of which has two chirality

a. centers
A pair of stereoisomers that are non-superimposable mirror
b. images of one another
A pair of stereoisomers that are not mirror images of one
c. another
d. Any pair of stereoisomers

8.
How many stereoisomers of 3-bromo-2-butanol, CH3CH(OH)CHBrCH3, exist?

a. 1
b. 3
c. 4
d. 2

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9.
How many stereoisomers of 2,3-butanediol, CH3CH(OH)CH(OH)CH3, exist?

a. 2
b. 3
c. 4
d. 1

10.
Which of the following structures represent the same stereoisomer?

a. only 1 and 3
b. only 1 and 2
c. 1, 2 and 3
d. only 2 and 3

11.
Which of the following is the definition of a meso compound?

a. A diastereomer with no chirality centers

b. A chiral compound with more than one chirality center
c. A molecule with chirality centers which is chiral
d. A molecule with chirality centers which is not chiral

12.
Which of the following statements regarding optical rotation is not true?

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a. All R enantiomers are dextrorotatory

b. All (+) enantiomers are levorotatory
(+) and (-) enantiomers rotate plane polarized light in
c. opposite directions
All (-) enantiomers rotate plane polarized light in a
d. counterclockwise direction.

13.
Which of the following statements is not true regarding pairs of enantiomers?

a. They have identical boiling points.

b. They react at identical rates with chiral reagents.
c. They have identical melting points.
d. They rotate plane polarized light in opposite directions.

14.
Which of the following compounds is a meso compound?

a. (2R,3S)-dibromobutane
b. (2R,3R)-dibromobutane
c. (2R,3S)-3-bromo-2-butanol
d. (2R,3R)-3-bromo-2-butanol

15.
Which of the following Fischer projections is different from the other three?

a. 1
b. 4
c. 3

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d. 2

The end