Question

Draw the organic product(s) you would expect from the following reaction. Assume products derive from the most stable carbocation intermediate(s).Draw the organic product(s) you would expect from the following reaction. Assume products derive from the most stable carbocation intermediate(s) + HCl (1 mole) → You do not have to consider stereochemistry. If there is more than one major product possible, draw all of them. Draw one structure per sketcher. Add additional sketchers using the dropdown menu in the bottom right corner. » You do not have to consider stereochemistry · Separate multiple products using the + sign from the dropdown menu.

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Concepts and reason

Alkenes in general undergo an electrophilic addition reaction. In these, electrons from Pi bonds attack electrophiles by forming the most stable carbocation. In electrophilic addition, carbocation is attacked by a nucleophile to form a product. Electrophilic addition reaction mostly results in Markovikov product in which nucleophile is added to the most substituted carbon.

Mechanism for the electrophilic addition reaction is depicted using an arrow pushing technique.

Fundamentals

A mechanism for the addition of a hydrogen halide to an alkene involves the following two steps.

Step 1: The electrophilic attack of a portion from at the π electrons of the alkene results in the formation of a carbocation and the halide ion.

FC + HCX
OCC
-
+
X
Alkene
Carbocation
halide ion

Step 2: The nucleophilic attack of the halide ion on the carbocation yields the alkyl halide.

1o.
-H
halide ion
Carbocation
Alkyl halide

The structure of the product formed in hydrohalogenation reaction depends on the intermediate (carbocation) formed in the reaction.

Carbocation stability order is given below:

H
CH3
H3C—¢©
>
H3C—¢©
> H3C—CH
>
Cota
CH3
CH3
Tertiary
carbocation
Secondary
carbocation
primary
carbocation
methyl
cation

The generated nucleophile attacks on the secondary carbocation to form the secondary alkyl chloride without rearrangements.

word

Rearrangement of the carbocation:

Now, Chloride ion attacks the carbocation

سل).
)

Ans:

The organic products of the reaction are shown below:

and

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