Question 1

Which product is formed when water is added to an alkene in the presence of acid, according to the hydration reaction shown?

Accepted Answer

An alcohol

Question 2

In the acid-catalyzed hydration of 1-butene, which carbon does the OH group attach to according to Markovnikov's rule?

Accepted Answer

The carbon with fewer hydrogen atoms

Question 3

What is the major product when 2-methyl-2-butene undergoes hydration with $$\mathrm{H_2SO_4}$$ and $$\mathrm{H_2O}$$?

Accepted Answer

2-methyl-2-butanol

Question 4

Which of the following best describes Markovnikov's rule in alkene hydration?

Accepted Answer

The H atom adds to the carbon with more hydrogens, and the OH group adds to the carbon with fewer hydrogens

Question 5

Given the reaction: $$\mathrm{CH_2$=$$CHCH_3$$} + \mathrm{H_2O} \xrightarrow{H_2SO_4}$$, what is the major product?

Accepted Answer

2-propanol

Question 6

A student hydrates 4-chloro-3-ethyl-1-hexene. Which carbon will the OH group most likely attach to in the major product?

Accepted Answer

The carbon at position 2

Question 7

Which reagent is necessary for the acid-catalyzed hydration of an alkene?

Accepted Answer

$$\mathrm{H_2SO_4}$$ and $$\mathrm{H_2O}$$

Question 8

Which of the following is a correct representation of the hydration reaction of cyclohexene?

Accepted Answer

$$\mathrm{C_6H_{10}} + \mathrm{H_2O} \xrightarrow{H_2SO_4} \mathrm{C_6H_{11}OH}$$

Question 9

Which statement is true about the minor product in the hydration of asymmetric alkenes?

Accepted Answer

It forms when the OH group adds to the carbon with more hydrogens

Question 10

A patient is exposed to an alkene and water in the presence of acid. Which functional group is most likely to be found in their blood as a result?

Accepted Answer

Alcohol

Question 11

Which of the following best explains why Markovnikov's rule leads to the major product in alkene hydration?

Accepted Answer

The carbocation intermediate is more stable when formed on the more substituted carbon

Question 12

What is the IUPAC name of the alcohol produced by the hydration of 2-methyl-1-butene?

Accepted Answer

2-methyl-2-butanol

Question 13

Which step is NOT involved in the acid-catalyzed hydration of an alkene?

Accepted Answer

Direct nucleophilic attack by hydroxide ion

Question 14

If you start with 1-hexene and perform acid-catalyzed hydration, which alcohol is the major product?

Accepted Answer

2-hexanol

Question 15

Which of the following is a correct general equation for the acid-catalyzed hydration of an alkene?

Accepted Answer

$$\mathrm{RCH=CH_2$} + \mathrm{H_2O} \xrightarrow{H_2SO_4} \mathrm{RCH(OH)CH_3$}$$

Question 16

Which of the following is the correct mechanism for the acid-catalyzed hydration of an alkene?

Accepted Answer

Protonation of the alkene, formation of carbocation, nucleophilic attack by water, deprotonation

Question 17

Which product is formed when cyclopentene is hydrated in the presence of $$\mathrm{H_2SO_4}$$?

Accepted Answer

Cyclopentanol

Question 18

A chemist wants to synthesize 2-butanol from an alkene. Which starting material and reaction conditions should be used?

Accepted Answer

1-butene with $$\mathrm{H_2SO_4}$$ and $$\mathrm{H_2O}$$

Hydration of Alkenes and Markovnikov's Rule

Study Guide - Practice Questions