Skip to main content
Ch.24 - The Chemistry of Life: Organic and Biological Chemistry
Chapter 24, Problem 40

Describe the intermediate that is thought to form in the addition of a hydrogen halide to an alkene, using cyclohexene as the alkene in your description.

Verified Solution

Video duration:
4m
This video solution was recommended by our tutors as helpful for the problem above.
Was this helpful?

Key Concepts

Here are the essential concepts you must grasp in order to answer the question correctly.

Electrophilic Addition

Electrophilic addition is a fundamental reaction mechanism in organic chemistry where an electrophile reacts with a nucleophile, leading to the formation of a more saturated compound. In the case of alkenes, the double bond acts as a nucleophile, attacking the electrophilic hydrogen in hydrogen halides, resulting in the formation of a carbocation intermediate.
Recommended video:
Guided course
02:55
Addition Reactions

Carbocation Stability

Carbocations are positively charged species that form during electrophilic addition reactions. Their stability is influenced by the degree of substitution; tertiary carbocations are more stable than secondary or primary ones due to hyperconjugation and inductive effects. Understanding carbocation stability is crucial for predicting the major products of reactions involving alkenes.
Recommended video:
Guided course
03:13
Intepreting the Band of Stability

Markovnikov's Rule

Markovnikov's Rule states that when a hydrogen halide adds to an asymmetric alkene, the hydrogen atom will attach to the carbon with the greater number of hydrogen atoms already attached. This rule helps predict the regioselectivity of the addition reaction, leading to the formation of the more stable carbocation and ultimately the major product in the reaction with cyclohexene.
Recommended video:
Guided course
00:28
Solubility Rules