Complete these mechanisms by drawing the structure of the products in each case. The product of (a) and the size of the new ring formed in (b) are respectively :
(a)
(b)

Question

Complete these mechanisms by drawing the structure of the products in each case. The product of (a) and the size of the new ring formed in (b) are respectively : (a) (b)

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(a) HO - removes the O–H proton. The alkoxide then forms a C=O bond while the C–H pair moves to the neighboring carbon (hydride shift), and Cl - leaves. The products are 3-methylbutan-2-one, H 2 O, and Cl - . (b) The tethered amine attacks the alkene carbon nearest the chain. The C=C pair shifts to push out Br - (SN2′ reaction). The new ring contains N, two CH 2 , C4, and C3, making it a five-membered ring. The product is a bicyclic amine (hexahydroindole). Answer (B).

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