Question 1

Which of the following statements about meso compounds is correct?

Accepted Answer

Meso compounds contain chiral centers but are achiral due to an internal plane of symmetry.

Question 2

Given the Fischer projection of tartaric acid: $$\mathrm{HOOC{-}CH(OH){-}CH(OH){-}COOH}$$, which statement is true?

Accepted Answer

It can be meso if the two chiral centers have opposite configurations.

Question 3

Which of the following molecules is expected to be optically active?

Accepted Answer

A compound with one chiral center and no plane of symmetry.

Question 4

Which of the following is the correct configuration (R or S) for the chiral center in 2-bromobutane, given the priorities: Br \u003e CH$$_2CH$_3$$ \u003e CH$$_3$$ \u003e H?

Accepted Answer

R

Question 5

Which of the following best describes a Newman projection?

Accepted Answer

A method to visualize the conformation of a molecule by looking down a particular bond axis.

Question 6

Which of the following molecules is a meso compound?

Accepted Answer

2,3-dibromobutane with opposite configurations at the two chiral centers.

Question 7

Which of the following is true about enantiomers?

Accepted Answer

They have identical physical properties except for their interaction with plane-polarized light.

Question 8

Which of the following molecules will have the highest melting point?

Accepted Answer

A meso compound

Question 9

Which of the following is the correct E/Z configuration for the double bond in 2-bromo-2-chloroethene?

Accepted Answer

E

Question 10

Which of the following statements about stereoisomers is correct?

Accepted Answer

Stereoisomers have the same connectivity but differ in the arrangement of atoms in space.

Question 11

Which of the following compounds is NOT chiral?

Accepted Answer

2,3-dichlorobutane (meso form)

Question 12

Which of the following is a correct statement about the optical activity of a racemic mixture?

Accepted Answer

A racemic mixture shows no net optical rotation.

Question 13

Which of the following molecules contains a plane of symmetry?

Accepted Answer

2,3-dibromobutane (meso form)

Question 14

Which of the following is the correct IUPAC name for the compound shown below?

$$\mathrm{CH_3${-}CHBr{-}CH_2${-}CH_2${-}Cl}$$

Accepted Answer

2-bromo-1-chlorobutane

Question 15

Which of the following is true about diastereomers?

Accepted Answer

Diastereomers have different physical and chemical properties.

Question 16

Which of the following molecules is expected to have the same heat of combustion?

Accepted Answer

Isomers with identical connectivity and stereochemistry

Question 17

Which of the following is the correct Fischer projection for D-glucose?

Accepted Answer

$$\begin{array}{c} \mathrm{CHO} \ \mathrm{H} \ \mathrm{OH} \ \mathrm{H} \ \mathrm{OH} \ \mathrm{CH_2OH} \end{array}$$

Question 18

Which of the following is the correct Z/E configuration for the double bond in 1-bromo-2-chloroethene?

Accepted Answer

Z

Question 19

Which of the following is a correct statement about the relationship between enantiomers and diastereomers?

Accepted Answer

Diastereomers are non-superimposable, non-mirror image stereoisomers.

Question 20

Which of the following molecules is expected to be optically inactive?

Accepted Answer

A meso compound

Organic Chemistry Stereochemistry and Isomerism: Study Guide

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