Question

HBr in H3COH 1-bromo-1-methylcyclopentane (85%) 1-methylcyclopentyl acetate (15%) Propose a reaction mechanism for the formation of the minor product of this reaction by drawing the product of the following mechanistic step: :O=0 HO CH3 • Include all valence lone pairs in your answer

Answer 1

Mechanism. HBO I neveron Mechanism @ H H- Bri 3° Caubocation ct formation In this reaction mixture two Nucleophule are present or B8 and CH₂ TO Onygen can also act as Nudeoplóle because it contains lone pair of electron. One may ask that why only oxygen attack to caubon act as nucleophite not oxygen attack to oxygen. 200 CH3 no-H Oscy gen label as lone pairs am 1 is less nucleo lilic because involve in gelir resonance.

Hence two possible products - CH₂ CH3 8c 8 H ot - H CH3 notonoul (1) I is minor Product and I is major Product because Bro is better nucleophile than Orygen howing lone persoon cool to ridot po oboro rapporo son loloslopid aobom 1922