Organic Chemistry1

Grignard reagent A and a haloalkane B react together to give C.

Compound C on heating with KOH gives a mixture of two geometrical isomers D and E of which D predominates.

C and E have same molecular formula and C gives 1-bromo-3-
phenylpropane on reaction with HBr in presence of peroxide.

Give the structures of A, B and C and configurations of D and E with reasons.

2 Answers

39
Pritish Chakraborty ·

Shouldn't it be haloalkene B?
Because if C reacts with HBr/ROOR, it would be anti-Markownikov addition to the double bond...
(A) PhMgX and (B) CH2=CH-CH2X where X is halogen?

1
Tapas Gandhi ·

the question is NOT mis-typed.

A: c=c-cmgx
B: ph-x
C: c=c-c-ph
D(anti),E(syn): c-c=c-ph

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