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Chapter 8: Q24P (page 318)

What is the major product obtained from the addition of hbr to the following compound.

Short Answer

Expert verified

Because of formation of carbocation the product formed from the reaction of HBr to prop-2-enyl benzene is:

Step by step solution

01

What is carbocation?

A carbocation is a ion with positive charge on a carbon atom. The order of stability of carbocation is :

Tertiary > Secondary > Primary

02

Explanation

The rule which state that the electrophile adds to the sp2 carbon which has more number of hydrogen cannot be applied to reactions that forms carbocation that can be stabilized by electron delocalisation.

So the product formed from the reaction of prop-2-enyI benzene with HBr is

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Most popular questions from this chapter

Which diene and which dienophile could be used to prepare each of the following?

The triphenylmethyl cation is so stable that a salt such as triphenylmethyl chloride can be isolated and stored. Why is this carbocation so stable?

A student wanted to know whether the greater proximity of the nucleophile to the C-2 carbon in the transition state is what causes the 1,2 addition product to be formed faster when 1,3-butadiene reacts with HCl. Therefore, she decided to investigate the reaction of 2-methyl-1,3 cyclohexadiene with HCl. Her friend told her that she should use 1-methyl-1,3 cyclohexadiene instead. Should she follow her friend’s advice?

a. Why does deuterium add to C-1 rather than to C-4 in the preceding reaction?

b. Why was DCl rather than HCl used in the reaction?

Draw the resonance contributors of the cyclooctatrienyl dianion.

a. Which of the resonance contributors is the least stable?

b. Which of the resonance contributors makes the smallest contribution to the hybrid?
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