Question

6-40 Give the substitution products expected from solvolysis of each compound by heating in ethanol. (b) C (e) Br (d) solod Bror CH3 Br

please explain your answers

Answer 1

These reactions are examples of $S_{N}1$ reactions. In the case of Sn1, carbocation stability is the prime factor we look into. Always try to find a tertiary carbocation as an intermediate. If it doesn't come normally, we do it via rearrangement (only if there is a suitable position of leaving group). The products are as follows-

6. 40 BM glowe zation y carbocation 1 - Stable Solvolysis Etoo JOEL Plt. der 7 din egen for 19 y 10, gan 3° carbocation Pot H 11,27-H Secondary (2 3 carbocation more stable stability a carbocation lonet so, [1,2)-H shift takes place to give the more stable' 3 carbocation. IDEE Pdt

k Me [1,2] Me shift -BMO Oro% The methyl shift takes place an ② after imization in the usual way will produce a i carboration and after that [1,27-it shift connot take place on 'I' has no it's available for the arrangement. So, here Me'-shit takes place from I to and finally we get 2 which is the 30 carbocation." not take place as here me - shit e root ORE Your TO Pdt