Question 1

Which of the following best describes a chiral molecule?

Accepted Answer

A molecule that is not superimposable on its mirror image

Question 2

Which of the following statements about enantiomers is correct?

Accepted Answer

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

Question 3

How many stereoisomers are possible for a molecule with two stereocenters, assuming there is no plane of symmetry?

Accepted Answer

$$4$$

Question 4

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

$$\mathrm{CH_3CH_2CH(OH)CH_3$}$$

Accepted Answer

2-butanol

Question 5

Which of the following best explains why tertiary alcohols are resistant to oxidation?

Accepted Answer

They have no hydrogen atoms attached to the carbon bearing the $$-OH$$ group

Question 6

A student is given a sample of 2-butanol. Which of the following statements is true about its chirality?

Accepted Answer

2-butanol is chiral because the carbon bearing the $$-OH$$ group is attached to four different groups

Question 7

Which of the following reactions is used to prepare alcohols from alkenes?

Accepted Answer

Hydration

Question 8

What is the product of the following reaction?

$$\mathrm{CH_3CH_2CH_2Br} + \mathrm{NaOH} \rightarrow$$

Accepted Answer

$$\mathrm{CH_3CH_2CH_2OH}$$

Question 9

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 10

Which of the following is the correct product when 1-butanol is oxidized with potassium dichromate ($$\mathrm{K_2Cr_2O_7}) in $$acidic solution?

Accepted Answer

Butanoic acid

Question 11

Which of the following statements about the reaction of alcohols with sodium metal is correct?

Accepted Answer

The reaction produces hydrogen gas and a sodium alkoxide

Question 12

Which of the following is a correct statement about the acidity of alcohols?

Accepted Answer

Alcohols are less acidic than carboxylic acids

Question 13

Which of the following is the correct classification for the alcohol in the structure below?

$$\mathrm{CH_3CH_2CH_2OH}$$

Accepted Answer

Primary alcohol

Question 14

Which of the following best describes the relationship between the two molecules shown below?

$$\mathrm{CH_3CH(OH)CH_3$}$$ and $$\mathrm{CH_3CH(OH)CH_3$} ($$mirror images)

Accepted Answer

They are identical

Question 15

Which of the following is a correct statement about the biological importance of chirality?

Accepted Answer

Only one enantiomer of a chiral drug may be biologically active

Question 16

Which of the following is the correct product of the acid-catalyzed dehydration of 2-butanol?

Accepted Answer

2-butene

Question 17

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

$$\mathrm{CH_3CH_2CH_2NH_2}$$

Accepted Answer

Propan-1-amine

Question 18

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 19

Which of the following is a correct statement about the reaction of alcohols with phosphorus halides?

Accepted Answer

Alcohols react with phosphorus trichloride to form alkyl chlorides and phosphorous acid

Chirality, Stereoisomerism, Alcohols, and Amines in Organic Chemistry

Study Guide - Practice Questions