Solutions_Manual_for_Organic_Chemistry_6th_Ed 331

Solutions_Manual_for_Organic_Chemistry_6th_Ed 331 - 1 5 - 1...

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Unformatted text preview: 1 5 - 1 0 c ontinued initiation nn Br - Br --- hv 2 Br · propagation pr - Br · �ri? + �� - == CH2 --.� HB , I -hexene +{ + ��O H P, - �J I Br = CH' -. .. ..t--l� .. P, JJ H �� ) I H - �H J L-__ rec ycles in c hain mechanism � H _ _ _ _ _ _ _ _ _ _ Br . Pr - C - C == CH2 I I + P r - C == C - CH2 I Br I T he HBr generated i n the propagation s tep combines with NBS t o produce more B r2 ' continuing the chain mechanism. 1 5- 1 1 ( a) U B, (b) � Br + + � (e) T hese are the major products from abstraction of a 2° al lylic H. benzylic radicals are even more stable than allylic <) e lI,Br 1 5 - 1 2 B oth halides generate the same allylic carbanion. Br H 3C - C == C - CH2 I �� M � M gBr H3C - C = C - CH2 • �� 1 H + H 3C - C - C == CH2 H I I H I 1 5- 1 3 ( a) M gBr I C H3CHCH3 Mg ---l�� ether + C H3CH == CHCH2B r 324 ...
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