Draw the organic product(s) you would expect from the following reaction. Assume products derive from the most stable carbocation intermediate(s).
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.
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.
Step 2: The nucleophilic attack of the halide ion on the carbocation yields the 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:
The generated nucleophile attacks on the secondary carbocation to form the secondary alkyl chloride without rearrangements.
Rearrangement of the carbocation:
Now, Chloride ion attacks the carbocation
Ans:The organic products of the reaction are shown below:
and
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