Question Detail

CHM 102 Practice Questions Objective Question

Question

Which of the alkyl chlorides listed below undergoes dehydrohalogenation in the presence of a strong base to give 2-pentene as the only alkene product?
Options
A 1-chloropentane
B 2-chloropentane
C 3-chloropentane
Correct Answer
D 1-chloro-2-methylbutane
Correct Answer

Option C is the correct answer.

Detailed Explanation

Dehydrohalogenation of 3-chloropentane (CH3CH2CHClCH2CH3) gives exclusively 2-pentene (CH3CH=CHCH2CH3). 1-chloropentane gives 1-pentene; 2-chloropentane gives a mixture of 1-pentene and 2-pentene; 1-chloro-2-methylbutane gives other alkenes.

Hint

Which chloride gives only one symmetrical alkene product?

Question Info