Question

On the addition of HI

toCH2=CHCH(CH3)CH3, two
alkyliodides are formed. Give the equation showing the mechanism
thatwould explain th formation of the two products.

Answer 1

`CH_3-CH(I)-CH(CH_3)-CH_3`

`I-CH_2-CH_2-CH(CH_3)-CH_3`

Step-by-step explanation:

Given the compound
`CH_2=CH-CH(CH_3)-CH_3`

The steps of reaction:

`HI \longrightarrow H^+ + I^-`

`CH_2=CH-CH(CH_3)-CH_3 + H^+ \longrightarrow CH_3-CH^+-CH(CH_3)-CH_3`

But this intermediate product has a resonance:

`CH_3-CH^+-CH(CH_3)-CH_3 \longleftrightarrow C^+H_2-CH2-CH(CH_3)-CH_3`

The reaction with I-

`CH_3-CH^+-CH(CH_3)-CH_3 + I^- \longrightarrow CH_3-CH(I)-CH(CH_3)-CH_3`

`C^+H_2-CH2-CH(CH_3)-CH_3 + I^- \longrightarrow I-CH_2-CH_2-CH(CH_3)-CH_3`