Chapter 14 Multiple Choice Questions

. Which compound is the most reactive in hydrochloric acid?

. Which compound is the least reactive in hydrochloric acid?

. Which compound is the most reactive in acid-catalysed dehydration?

. Which are the main products when methyl phenyl ether (anisole) reacts with concentrated hydriodic acid?

. Which cyclic alkene is the main product of acid-catalysed dehydration of cis-1,2-dimethylcyclohexanol?

. Which alkene is the main product of acid-catalysed dehydration of 3-methylbutan-1-ol? Note that the reaction may involve a rearrangement.

. Which alcohol is the main product of base-catalysed reaction of epoxide 1 in methanol?

. Which of the following statements regarding sulfur compounds is false?

A thiol is generally more acidic than an alcohol.

A thiol is generally more nucleophilic than an alcohol.

A thiolate can act as an oxidizing agent.

A dialkyl sulfide can act as a nucleophile.

. Which of the following statements regarding amines and ammonium compounds is false?

Treatment of aliphatic primary amines with sodium nitrite in aqueous acid generates nitrogen.

Treatment of aliphatic secondary amines with sodium nitrite in aqueous acid usually gives an oily product.

Treatment of aliphatic tertiary amines with sodium nitrite in aqueous acid usually results in dissolution of the amine.

Treatment of aliphatic quaternary ammonium compounds with sodium nitrite in aqueous acid usually gives an oily product.

. Which of the following equations shows the correct final main products?

. Which compound is the most reactive in hydrochloric acid?

. Which compound is the least reactive in hydrochloric acid?

. Which are the initial main products of the reaction of t-butyl ethyl ether in hydrochloric acid?

(CH₃)₃COH + CH₃CH₂Cl

(CH₃)₃CCl + CH₃CH₂OH

(CH₃)₃COH + CH₃CH₂OH

(CH₃)₃CCl + CH₃CH₂Cl

. Which are the initial main products of reaction of benzyl isopropyl ether in concentrated hydriodic acid?

PhCH₂OH + (CH₃)₂CHI

PhCH₂I + (CH₃)₂CHI

PhCH₂OH + (CH₃)₂CHOH

PhCH₂I + (CH₃)₂CHOH

. Which alkene is the main product of the following reaction?

. Which carbenium ion is most stable?

. Which carbenium ion is least stable?

. Which of the following will not be formed in an aqueous acid-catalysed reaction of cyclohexene oxide?

. Which of the following equations shows the correct main products?

. Which of the following equations shows the wrong main product(s)?

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