Question 1

Which of the following statements best describes a primary (1°) alcohol?

Accepted Answer

The carbon bonded to the hydroxyl group is attached to only one other carbon.

Question 2

Which of the following compounds is classified as a tertiary (3°) alcohol?

Accepted Answer

(CH\_3)\_3COH

Question 3

What is the correct IUPAC name for the following structure: $$CH_3CH_2CH(OH)CH_3$?

Accepted Answer

2-butanol

Question 4

Which alcohol is expected to have the highest boiling point?

Accepted Answer

1-Butanol ($$CH_3CH_2CH_2CH_2OH)$$

Question 5

Which of the following reactions is used to synthesize alcohols via anti-Markovnikov addition?

Accepted Answer

Hydroboration-oxidation

Question 6

Which compound is more acidic: phenol ($$C_6H_5OH) or $$cyclohexanol ($$C_6H_{11}OH$$)?

Accepted Answer

Phenol, because its conjugate base is stabilized by resonance.

Question 7

Which of the following is the correct product of the Grignard reaction between methylmagnesium bromide ($$CH_3MgBr) $$and acetone ($$CH_3COCH_3) $$followed by acidic workup?

Accepted Answer

2-methyl-2-propanol ($$CH_3C(OH)(CH_3$)_2)$$

Question 8

Which of the following best explains why alcohols have higher boiling points than alkanes of similar molecular weight?

Accepted Answer

Alcohols can form hydrogen bonds due to the hydroxyl group.

Question 9

What is the major product when 2-methylpropene reacts with $$BH_3$$ followed by $$H_2O_2/$$NaOH?

Accepted Answer

2-methyl-1-propanol (anti-Markovnikov alcohol)

Question 10

Which of the following methods can be used to prepare a diol from an alkene?

Accepted Answer

Osmium tetroxide dihydroxylation

Question 11

Which of the following is the correct IUPAC name for the compound with the structure $$HOCH_2CH_2CH_2OH$$?

Accepted Answer

1,3-propanediol

Question 12

Which of the following alcohols is most soluble in water?

Accepted Answer

Methanol

Question 13

What is the product when sodium metal reacts with ethanol?

Accepted Answer

Sodium ethoxide and hydrogen gas

Question 14

Which of the following is the correct order of acidity (most to least acidic) for the following compounds: water, ethanol, tert-butanol?

Accepted Answer

Water \u003e ethanol \u003e tert-butanol

Question 15

Which of the following statements about the SN2 reaction of alkyl halides to form alcohols is correct?

Accepted Answer

It proceeds with inversion of configuration at the carbon center.

Question 16

Which of the following is the correct IUPAC name for the compound with a benzene ring and an OH group at position 1 and a Br at position 2?

Accepted Answer

2-bromophenol

Question 17

Which of the following is a correct statement about the Markovnikov hydration of alkenes?

Accepted Answer

The hydroxyl group adds to the more substituted carbon.

Question 18

Which of the following is the correct product of the acid-catalyzed hydration of propene?

Accepted Answer

2-propanol

Question 19

Which of the following statements about the acidity of alcohols is correct?

Accepted Answer

Alcohols are generally less acidic than water.

Question 20

Which of the following is the correct IUPAC name for the compound $$HOCH_2CH_2CH_2CH_2OH$$?

Accepted Answer

1,4-butanediol

Alcohols and Phenols: Structure, Nomenclature, Properties, and Synthesis

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