Question 1

Which of the following best describes the functional group present in alcohols?

Accepted Answer

A hydroxyl group (–OH) attached to an sp3 hybridized carbon

Question 2

What is the correct IUPAC name for a compound with the following structure: a six-carbon chain with an –OH group on carbon 2 and chlorine atoms on carbons 2 and 3?

Accepted Answer

2,3-dichloro-2-hexanol

Question 3

Which of the following alcohols is classified as tertiary?

Accepted Answer

An alcohol where the –OH group is attached to a carbon bonded to three other carbons

Question 4

What is the correct IUPAC name for the following compound: CH$$_3CH$_2CH$_2CH$_2$$OCH$$_3$$?

Accepted Answer

Methoxybutane

Question 5

Which of the following is the correct common name for the ether with the structure CH$$_3CH$_2$$OCH$$_2CH$_3$$?

Accepted Answer

Diethyl ether

Question 6

Which of the following best describes the product of the oxidation of 2-propanethiol?

Accepted Answer

A disulfide: CH$$_3CH(S)$$SCH$$_3$$

Question 7

Which of the following alcohols cannot be oxidized by K$$_2Cr$_2O$_7/H$_2SO$_4$$?

Accepted Answer

2-methyl-2-propanol

Question 8

What is the major alkene product when 2-butanol undergoes dehydration with H$$_2SO$_4$$?

Accepted Answer

2-butene

Question 9

Which of the following statements about Zaitsev’s Rule is correct?

Accepted Answer

The more substituted alkene is the major product in an elimination reaction

Question 10

Which of the following best describes the change that occurs during the oxidation of a primary alcohol?

Accepted Answer

The alcohol is converted to an aldehyde, then possibly to a carboxylic acid

Question 11

What is the correct IUPAC name for a thiol with a five-carbon ring and an ethyl group at position 2?

Accepted Answer

2-ethylcyclopentanethiol

Question 12

Which of the following best describes the product of the reaction: 2 CH$$_3CH$_2SH$$ + [O] → ?

Accepted Answer

CH$$_3CH$_2S$$–SCH$$_2CH$_3$$

Question 13

Which of the following is the correct IUPAC name for the compound with the structure: CH$$_3CH$_2CH(OH)CH$_3$$?

Accepted Answer

2-butanol

Question 14

Which of the following best describes the change in oxidation state for the carbon atom bonded to the –OH group during the oxidation of a secondary alcohol?

Accepted Answer

It increases as the alcohol is converted to a ketone

Question 15

Which of the following is the correct IUPAC name for the ether with the structure: (CH$$_3$$)$$_2$$CHCH$$_2$$OCH$$_2CH$_2CH$_3$$?

Accepted Answer

Isobutyl propyl ether

Question 16

Which of the following best describes the product of the reaction: isopropyl thiol + Br$$_2/H$_2O$$?

Accepted Answer

A disulfide: (CH$$_3$$)$$_2CH$$–S–S–CH(CH$$_3$$)$$_2$$

Question 17

Which of the following statements about the oxidation of thiols is correct?

Accepted Answer

Two thiol molecules combine to form one disulfide

Question 18

Which of the following is the correct IUPAC name for a compound with three –OH groups on a propane backbone?

Accepted Answer

Propane-1,2,3-triol

Question 19

Which of the following best describes the change that occurs during the reduction of a disulfide?

Accepted Answer

The S–S bond is broken and two thiol groups are formed

Alcohols, Phenols, Thiols, and Ethers: Structure, Nomenclature, and Reactions

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