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Solutions_Manual_for_Organic_Chemistry_6th_Ed 329

Solutions_Manual_for_Organic_Chemistry_6th_Ed 329 - 1 5-7...

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1 5-7 continued same carbocation as in (d) (e) ?�A + + allylic + } H3C - ? - ? == CH2 _ : g ; H3 ( C ? - ? == CH2 -- H 3C - ? == ? - f H2 H H H H H H , H2 R I H2 R 1 5-8 (a) two carbons are + electron deficient so nucleophile can attack either OH + OH I I H3C - C - C == CH2 + H3C - C == C - CH2 I I Br Br I I H2C - C - C == CH2 + I I A H H I I H H Br Br I I H2C - C == C - CH2 I I B H H H H ( b) n Br 2 0 / .. .. . Br - Br I + H H H H Br Br I I . . - :Br: H2C - C - C == CH2 I I A H H -- allylic - two carbons are :Br: electron deficient so nucleophile Br Br can attack either I I + H2C - C == C - CH2 I I B H H (c) The resonance form A + , which eventually leads to product
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