Solutions_Manual_for_Organic_Chemistry_6th_Ed 338

Solutions_Manual_for_Organic_Chemistry_6th_Ed 338 - 15-29 (...

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Unformatted text preview: 15-29 ( a) � Br + Br � trans + Br � cis (b) NB S generates a low concentration of Br2 o N- Br + i nitiation � + CPr" is the abbreviation for n-propy l , used below . ) I1-B r -- o Br-Br propagation nn --- hv � o N -H + B r-Br o 2 B r· first step is abstraction of allylic hydrogen to generate allylic radical HH B r· ",,--,r Pr -C I - C I == CH2 ---I"� HBr + radical w i l l be a mixture of cis and trans Pr H - C ==C- � 2 Br - Br I -hexene HH n�) HH I I I I t �-- recycles in chain mechanism Br· + HH P r - C -C Br I I I == CH2 + Pr -C CIS + == C-CH2 Br I trans 15-30 ( a) 0 � (b ) (c ) COOH COOCH3 ,- k � COOH 331 ...
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