Question

Draw the major organic product of the following SN1 Reaction... I know that it is not...

uploaded imageDraw the major organic product of the following SN1 Reaction... I know that it is not where the Br replaces the OH...

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Answer #1
Concepts and reason

In the given reaction, reaction occurs. Rearrangement of the carbocation takes place to achieve the stability. At the end, nucleophilic attack takes place to give substituted product.

Fundamentals

Nucleophilic substitution reaction: In this reaction, one group of a reactant which has a good leaving tendency is substituted by the nucleophile.

Its mechanism is classified into two categories:

Reaction: It stands for nucleophilic substation unimolecular reaction. It is a 2-step mechanism in which carbocation formation takes place.

N
z
Reaction: It stands for nucleophilic substation bimolecular reaction. It is a 1-step mechanism in which transition state formation takes place.

Rearrangement Reaction: In this reaction, shifting of groups like hydride or methyl or phenyl takes place in order to form a stable carbocation which is formed as an intermediate in a given reaction mechanism. For example, 1,2-Hydride shift means the hydrogen group attached to carbon-2 is shifted to carbon-1 to form a more stable carbocation.

The reaction mechanism is as follows:

но
H2о
-Н.О
Н
20 carbocation

Here, 1,2-hydride shift occurs.

H
Н
.Br
1,2-Hydride Shift
BF
+
3° carbocation
20 carbocation
3-bromo-3-methylhexane

Ans:

The complete reaction showing the major organic product is:

Но
Br
heat
Н— Br
+

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