There are two possible products of the addition reaction of 2,4-dimethyl-1-pentene with HCI, namely 2-chloro-2,4-dimethylpentane and 1-chloro-2,4-dimethylpentane. However, Markovnikov's rule states that the only product is 2-chloro-2,4-dimethylpentane as shown below. CH3 CH3 CH3 CH3 HCI CH3 H3C H C CH2 H2 H,C H C H2 CI Draw the accepted mechanism for this reaction, and explain why only this product is formed.

Chemistry for Today: General, Organic, and Biochemistry
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Chapter12: Unsaturated Hydrocarbons
Section: Chapter Questions
Problem 12.67E
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There are two possible products of the addition reaction of 2,4-dimethyl-1-pentene with HCI, namely 2-chloro-2,4-dimethylpentane and 1-chloro-2,4-dimethylpentane. However, Markovnikov's rule states that the only
product is 2-chloro-2,4-dimethylpentane as shown below.
CH, CH
CH3 CH,
HCI
CH3
H3C H C
CH2
H2
H,C H C
H2 CI
Draw the accepted mechanism for this reaction, and explain why only this product is formed.
Transcribed Image Text:There are two possible products of the addition reaction of 2,4-dimethyl-1-pentene with HCI, namely 2-chloro-2,4-dimethylpentane and 1-chloro-2,4-dimethylpentane. However, Markovnikov's rule states that the only product is 2-chloro-2,4-dimethylpentane as shown below. CH, CH CH3 CH, HCI CH3 H3C H C CH2 H2 H,C H C H2 CI Draw the accepted mechanism for this reaction, and explain why only this product is formed.
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