Question 1

Which of the following pairs are constitutional isomers?

Accepted Answer

Ethanol ($$\mathrm{CH_3CH_2OH}) $$and dimethyl ether ($$\mathrm{CH_3OCH_3})$$

Question 2

Which statement best describes the difference between conformational and configurational isomers?

Accepted Answer

Conformational isomers cannot be separated, while configurational isomers can be separated.

Question 3

Which of the following compounds can exhibit cis-trans isomerism?

Accepted Answer

$$\mathrm{CH_3CH=$$CHCH_3$$}$$

Question 4

A compound has the molecular formula $$\mathrm{C_4H_{10}O}. $$Which pair represents constitutional isomers?

Accepted Answer

1-butanol and methyl propyl ether

Question 5

Which of the following statements about enantiomers is FALSE?

Accepted Answer

Enantiomers have different boiling points.

Question 6

Which of the following molecules is achiral?

Accepted Answer

2-bromopropane

Question 7

Which of the following best describes a meso compound?

Accepted Answer

A compound with chiral centers and a plane of symmetry

Question 8

Which of the following is true about diastereomers?

Accepted Answer

They are stereoisomers that are not mirror images.

Question 9

Which of the following is the correct IUPAC designation for the isomer with the highest-priority groups on opposite sides of a double bond?

Accepted Answer

$$E$$ isomer

Question 10

A sample of a chiral compound rotates plane-polarized light by $$+25.0^\circ. $$What is the observed rotation if the sample is racemic?

Accepted Answer

$$0^\circ$$

Question 11

Which of the following is NOT a requirement for a carbon atom to be a chiral center?

Accepted Answer

It must be part of a ring.

Question 12

Which of the following best explains why cis-2-butene has a higher boiling point than trans-2-butene?

Accepted Answer

Cis-2-butene has a net dipole moment, while trans-2-butene does not.

Question 13

Which of the following statements about optical activity is correct?

Accepted Answer

A chiral compound rotates plane-polarized light.

Question 14

Which of the following is a pair of enantiomers?

Accepted Answer

(R)-2-butanol and (S)-2-butanol

Question 15

Which of the following is true about a meso compound?

Accepted Answer

It is optically inactive due to an internal plane of symmetry.

Question 16

Which of the following is the correct sequence for assigning priorities in the Cahn-Ingold-Prelog system?

Accepted Answer

By atomic number: the higher the atomic number, the higher the priority.

Question 17

Which of the following is a real-life application of chirality?

Accepted Answer

The drug thalidomide, where one enantiomer is therapeutic and the other is teratogenic.

Question 18

Which of the following statements about diastereomers is correct?

Accepted Answer

Diastereomers have different physical and chemical properties.

Question 19

Which of the following is NOT a stereoisomer?

Accepted Answer

1-butanol and 2-butanol

Isomerism and Stereochemistry: Arrangement of Atoms in Space

Study Guide - Practice Questions