Question 1

Which of the following statements best distinguishes enantiomers from diastereomers?

Accepted Answer

Enantiomers are non-superimposable mirror images with no plane of symmetry, while diastereomers are stereoisomers that are not mirror images.

Question 2

A compound has two chiral centers. According to the $$2^N$$ rule, how many possible stereoisomers can exist for this compound?

Accepted Answer

$$4$$

Question 3

Which of the following pairs are constitutional isomers?

Accepted Answer

Compounds with different connectivity but the same molecular formula

Question 4

Which property is shared by enantiomers but not by diastereomers?

Accepted Answer

They have identical melting points and boiling points.

Question 5

A molecule with two chiral centers is shown to have a plane of symmetry. What type of compound is this?

Accepted Answer

Meso compound

Question 6

Which of the following statements about cis/trans isomers in rings is correct?

Accepted Answer

Cis/trans isomers in rings are always diastereomers.

Question 7

Which of the following is the best method to separate enantiomers in a laboratory setting?

Accepted Answer

Using a chiral environment or chiral material

Question 8

If a reaction at a chiral center proceeds through an $$sp^2$$ hybridized intermediate, what is the expected outcome?

Accepted Answer

The product will be a racemic mixture.

Question 9

Which of the following statements about diastereomers is true?

Accepted Answer

Diastereomers differ in physical properties and are easier to separate than enantiomers.

Question 10

Which of the following changes will convert a stereoisomer into its enantiomer?

Accepted Answer

Reversing all chiral centers in the molecule.

Question 11

Which of the following is NOT a characteristic of meso compounds?

Accepted Answer

They are always chiral.

Question 12

Which of the following best describes the relationship between two molecules that have the same connectivity but differ in the direction of their substituents at chiral centers?

Accepted Answer

Stereoisomers

Question 13

Which of the following statements about interconversion by rotation around a single bond is correct?

Accepted Answer

It produces conformers, not stereoisomers.

Question 14

A compound with three chiral centers has the following stereochemical descriptors: $$R, R, R. $$Which of the following would be its enantiomer?

Accepted Answer

$$S, S, S$$

Question 15

Which of the following is true regarding the physical properties of enantiomers?

Accepted Answer

They have identical physical properties except for the direction in which they rotate plane-polarized light.

Question 16

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

Accepted Answer

Diastereomers are easier to separate because they have different physical properties.

Question 17

Which of the following is true about the formation of a new stereocenter in a molecule that already contains a stereocenter?

Accepted Answer

The preexisting stereocenter can bias the formation of the new one, so the product is not racemic.

Question 18

Which of the following is true about cis/trans isomers?

Accepted Answer

Cis/trans isomers are always diastereomers.

Question 19

Which of the following best describes a molecule that is achiral but has chiral centers?

Accepted Answer

Meso compound

Stereoisomerism and Chirality in Organic Chemistry

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