Question

Organic Chemistry Predict the product(s)?

Answer 1

1‐chloro‐1‐(prop‐1‐en‐2‐yl)cyclohexane and 1‐(2‐chloropropan‐2‐yl)cyclohex‐1‐ene

Explanation:

Double bonds are always a site of acid reactions so there are 2 double bonds, so two major reaction

If the `"HBr"` will protonate the side chain of the ring ,we get resonance stabilized intermediates.One is a `3^@"carbocation"` while another is secondary

The proton does not gets added to the ring at the middle of the intersection of three bonds as the end of the side chain becomes positive and if this happens the intermediate is not resonance stabilized and even it is a primary carbocation so this reaction does not take place but if there is enough heat this compound may be formed in microscopic quantities

If the `"HBr"` protonates the ring, a resonance stabilized carbocation is again formed

One is an unstable primary carbocation and another one is a tertiary carbocation.
I expect the 2 tertiary carbocations will be the creater of two of the major products

Here the major product is 1‐chloro‐1‐(prop‐1‐en‐2‐yl)cyclohexane

Here the major product is 1‐(2‐chloropropan‐2‐yl)cyclohex‐1‐ene