In the following addition reactions, are the given alkyl halides obtained as the major products? Give a reason for your answer.
a. 3-Chloro-3-ethylpentane from addition of HCl to 3-ethyl-2-pentene

Question

In the following addition reactions, are the given alkyl halides obtained as the major products? Give a reason for your answer.

a. 3-Chloro-3-ethylpentane from addition of HCl to 3-ethyl-2-pentene

Accepted Answer

All right. Hi, everyone. So this question is asking us is the given alko Halide. The major product in the following reaction, explain the reaction of two methyl pent to E with HBR produces two bromo, two methyl pentane. So there are two possibilities here. The given oy Halide is the major product because a hydrogen is added to the more substituted carbon or b hydrogen is added to the less substituted carbon or the given ocho Halide is not the major product because hydrogen C is not added to the more substituted carbon or d because hydrogen is not added to the less substituted carbon. So the first thing I'm going to do here is to draw out my starting material and my product, the reaction involves two methyl pent to E as my star new material. So that is a five carbon chain with a methyl group on carbon too and a double bond in between carbons two and three. So the question states that reacting this alkene here with HBR produces two bromo, two methyl pentane. So that is also a five carbon chain with a methyl group on carbon two. But this time with a bromine atom on carbon two as well. Now recall that this reaction is an example of the hydro halogen nation of an ache in which hydrogen and a halogen are added across both carbons of the Aine itself. Now notice how the Aine that we're given is asymmetrical because one carbon is more substituted than the other. So when there is a situation like this where the starting alkene is asymmetrical. Recall that Markov Niko's rule is going to be followed. So essentially one carbon receives the bromine atom and the other receives hydrogen of the starting ache. So Markov Niko's rule states that the halogen, in this case, bromine gets added to the more substituted carbon. Now, when we say more substituted carbon, we refer to two different things, either that carbon has more bonds to other carbons or it simply has less bonds to hydrogen. Now, by contrast, hydrogen must be added on to the less substituted carbon, meaning the carbon that either has less bonds to other carbons or more bonds to hydrogen atoms. So considering the fact that our double bond is in between carbons, two and three carbon two is more substituted because it has more bonds to other carbons. So therefore, the product that is being shown is actually the major product because bromine would add itself onto the more substituted carbon tube, which means that hydrogen adds on to the less substituted carbon. So our answer here is going to be option B in the multiple choice, the given ocho Halide is the major product because hydrogen is added to the less substituted carbon. And with that being said, thank you so very much for watching. And I hope you found this helpful.

In the following addition reactions, are the given alkyl halides obtained as the major products? Give a reason for your answer.
a. 3-Chloro-3-ethylpentane from addition of HCl to 3-ethyl-2-pentene

Verified video answer for a similar problem:

Key Concepts

Markovnikov's Rule

Carbocation Stability

Regioselectivity

In the following addition reactions, are the given alkyl halides obtained as the major products? Give a reason for your answer.a. 3-Chloro-3-ethylpentane from addition of HCl to 3-ethyl-2-pentene

Verified video answer for a similar problem:

Key Concepts

Markovnikov's Rule

Carbocation Stability

Regioselectivity

In the following addition reactions, are the given alkyl halides obtained as the major products? Give a reason for your answer.
a. 3-Chloro-3-ethylpentane from addition of HCl to 3-ethyl-2-pentene