Question 1

Which of the following statements best describes a chiral molecule?

Accepted Answer

It cannot be superimposed on its mirror image and lacks a plane of symmetry.

Question 2

Which rule is used to assign R or S configuration to a stereocenter?

Accepted Answer

Cahn-Ingold-Prelog priority rules

Question 3

A compound has two stereocenters. What is the maximum number of possible stereoisomers for this compound?

Accepted Answer

$4$

Question 4

Which of the following pairs are enantiomers?

Accepted Answer

Two molecules that are non-superimposable mirror images of each other

Question 5

Which of the following is true about diastereomers?

Accepted Answer

They differ at one or more stereocenters but are not mirror images.

Question 6

A solution of a chiral compound rotates plane-polarized light to the right. What is the term for this property?

Accepted Answer

Dextrorotatory

Question 7

Which of the following molecules would NOT be expected to exhibit optical activity?

Accepted Answer

A meso compound

Question 8

What is the specific rotation $[\alpha]$ of a solution if $\alpha_{obs} = +2.5^{\circ}$, $l = 1.0$ dm, and $c = 0.5$ g/mL?

Accepted Answer

$[\alpha] = +5.0^{\circ}$

Question 9

Which technique is commonly used to separate enantiomers in a laboratory setting?

Accepted Answer

Chiral column chromatography

Question 10

Which of the following molecules breaks the 'Bredt's rule'?

Accepted Answer

A bicyclic compound with a double bond at a bridgehead carbon in a small ring

Question 11

A racemic mixture contains:

Accepted Answer

Equal amounts of two enantiomers

Question 12

Which of the following is a resolving agent used to separate enantiomers?

Accepted Answer

A chiral acid or base

Question 13

Which of the following statements about Fischer projections is correct?

Accepted Answer

Horizontal lines represent bonds coming out of the plane toward the viewer.

Question 14

How many stereoisomers are possible for a molecule with three stereocenters, assuming no meso forms?

Accepted Answer

$8$

Question 15

Which of the following best describes a meso compound?

Accepted Answer

A compound with two or more stereocenters that is achiral due to an internal plane of symmetry

Question 16

Which of the following is NOT a method for determining the absolute configuration of a stereocenter?

Accepted Answer

Measuring boiling point

Question 17

Which of the following statements about enantiomers is FALSE?

Accepted Answer

They have different boiling points.

Question 18

Which of the following is a real-world application of stereochemistry in medicine?

Accepted Answer

The difference in biological activity between enantiomers of a drug, such as thalidomide

Question 19

Which of the following is the correct formula for calculating the number of possible stereoisomers for a molecule with $n$ stereocenters (assuming no meso forms)?

Accepted Answer

$2^n$

Question 20

Which of the following statements about chiral chromatography is correct?

Accepted Answer

It separates enantiomers based on their interaction with a chiral stationary phase.

Organic Chemistry Topic 5

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