Question 1

Which of the following statements best describes the difference between constitutional isomers and stereoisomers?

Accepted Answer

Constitutional isomers differ in the connectivity of their atoms, while stereoisomers have the same connectivity but differ in the arrangement of atoms in space.

Question 2

Which of the following molecules is chiral?

Accepted Answer

2-butanol

Question 3

How many stereoisomers are possible for a molecule with 3 chiral centers and no internal plane of symmetry?

Accepted Answer

$2^3 = 8$

Question 4

Which of the following best describes a meso compound?

Accepted Answer

A compound with chiral centers and an internal plane of symmetry, making it achiral.

Question 5

Which projection is most useful for visualizing the staggered and eclipsed conformations of ethane?

Accepted Answer

Newman projection

Question 6

According to the Cahn-Ingold-Prelog (CIP) priority rules, which group has the highest priority when assigning R/S configuration?

Accepted Answer

The group with the highest atomic number directly attached to the chiral center.

Question 7

A sample of 2-butanol rotates plane-polarized light to the right. What term describes this property?

Accepted Answer

Dextrorotatory

Question 8

Which of the following statements about enantiomers is correct?

Accepted Answer

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

Question 9

Which conformation of cyclohexane is the most stable?

Accepted Answer

Chair

Question 10

How many chiral centers are present in (2R,3S)-2,3-dihydroxybutanoic acid?

Accepted Answer

2

Question 11

Which of the following is true about diastereomers?

Accepted Answer

Diastereomers have different physical properties and are not mirror images.

Question 12

Which of the following best describes the relationship between D-glucose and L-glucose?

Accepted Answer

They are enantiomers.

Question 13

What is the maximum number of stereoisomers for a molecule with 4 chiral centers and no symmetry?

Accepted Answer

$2^4 = 16$

Question 14

Which of the following is NOT a requirement for a molecule to be chiral?

Accepted Answer

It must have at least one carbon atom.

Question 15

Which of the following is true about a racemic mixture?

Accepted Answer

It does not rotate plane-polarized light.

Question 16

Which of the following is the correct sequence for assigning priorities using the Cahn-Ingold-Prelog rules?

Accepted Answer

Assign priorities based on atomic number; higher atomic number gets higher priority.

Question 17

Which of the following is a correct statement about Fischer projections?

Accepted Answer

Vertical lines represent bonds going behind the plane, and horizontal lines represent bonds coming out of the plane.

Question 18

Which of the following best explains why the chair conformation of cyclohexane is more stable than the boat conformation?

Accepted Answer

The chair conformation has less angle strain and fewer steric interactions.

Question 19

Which of the following is true regarding the optical activity of meso-tartaric acid?

Accepted Answer

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

Question 20

Which of the following is the correct definition of a stereocenter?

Accepted Answer

An atom at which the interchange of two groups produces a stereoisomer.

Stereochemistry and Conformational Analysis: Mini-Textbook Study Notes

Study Guide - Practice Questions

Study Guide - Flashcards