Question 1

Which functional group is present in both methanethiol (found in onions and cheese) and trans-2-butene-1-thiol (found in skunk spray)?

Accepted Answer

Thiol group ( -SH )

Question 2

Which of the following best describes the solubility of ethanol (a primary alcohol) in water?

Accepted Answer

Ethanol is soluble in water because its -OH group forms hydrogen bonds with water.

Question 3

What is the IUPAC name for the compound with the structure $$\mathrm{CH_3CH_2CH_2OH}$$?

Accepted Answer

1-Propanol

Question 4

Which of the following compounds is a secondary alcohol?

Accepted Answer

2-Propanol

Question 5

Which reaction describes the oxidation of a primary alcohol?

Accepted Answer

$$\mathrm{1^\circ\ alcohol\ \xrightarrow{[O]}\ aldehyde\ \xrightarrow{[O]}\ carboxylic\ acid}$$

Question 6

Which of the following best explains why tertiary alcohols do NOT undergo oxidation under mild conditions?

Accepted Answer

They lack a hydrogen atom on the carbon bonded to the -OH group.

Question 7

What is the product when 2-propanol undergoes dehydration in the presence of acid and heat?

Accepted Answer

$$\mathrm{CH_3CH=CH_2$} ($$propene)

Question 8

Which of the following is the correct common name for $$\mathrm{CH_3OCH_2CH_2CH_3}$$?

Accepted Answer

Methyl propyl ether

Question 9

Which test would you use to distinguish between an aldehyde and a ketone, and what is the expected result for an aldehyde?

Accepted Answer

Tollen's test; aldehyde gives a silver mirror

Question 10

Which of the following best describes the product of the oxidation of methanethiol ($$\mathrm{CH_3SH}$$)?

Accepted Answer

Dimethyl disulfide

Question 11

Which of the following compounds is most likely to be insoluble in water?

Accepted Answer

$$\mathrm{CH_3CH_2CH_2CH_2CH_2OH} (1-$$pentanol)

Question 12

What is the IUPAC name for the following structure: $$\mathrm{CH_3COCH_2CH_3}$$?

Accepted Answer

2-Butanone

Question 13

Which of the following statements about ethers is correct?

Accepted Answer

Ethers are named by listing the alkyl groups attached to the oxygen in alphabetical order, followed by 'ether'.

Question 14

Which of the following is the correct balanced equation for the oxidation of ethanol to acetic acid using Tollen's reagent?

Accepted Answer

$$\mathrm{CH_3CHO + 2Ag^+ + [O] \rightarrow 2Ag(s) + CH_3COOH}$$

Question 15

Which of the following best describes the reduction of a ketone?

Accepted Answer

A ketone is reduced to a secondary alcohol.

Question 16

Which of the following is a correct IUPAC name for a thiol?

Accepted Answer

Methanethiol

Question 17

Which of the following best explains why phenols are only slightly soluble in water?

Accepted Answer

The benzene ring is nonpolar and reduces overall solubility.

Question 18

Which of the following is the correct IUPAC name for the compound with the structure $$\mathrm{CH_3CH_2CH_2SH}$$?

Accepted Answer

1-Propanethiol

Question 19

Which of the following best describes the product of the oxidation of a secondary alcohol?

Accepted Answer

A ketone

Question 20

Which of the following is a real-life application of the oxidation of thiols?

Accepted Answer

Formation of disulfide bonds in proteins

Lecture 6: Alcohols

Study Guide - Practice Questions