Solutions_Manual_for_Organic_Chemistry_6th_Ed 388

Solutions_Manual_for_Organic_Chemistry_6th_Ed 388 - 1 7-32...

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Unformatted text preview: 1 7-32 Br-(A Vpstropagation ep 1 + Br-Br hv 2 Br- initiation CH3 CH3 · C-H � �-H r'\ r\ � � � Br-Br BrI propagation step 1 7-33 sta mixt d woul give 2 40% 60% to . percentAs musttisbeit calcorrectuerefor thed numbers: 3oforeach ty: pe of hydrogen.To calculate the relative reactivities, the 43H 1 4.7 relative reactivity 4% 52H 28 relative reactivity 6% 28 The reactivity of to is 14. 7 1.9 to 1 17-3 ns, acement o hatic ic carbons i h bromin can be done the very h cal subst n condi4alti.oReplbut reactiofnialtatuiptaromathydrogensewis tunfavorable eobserved. of under freehigradienergy ofittuhteioaryl radic Benzylic subst ion is usual�Br3th only product because ly Br �H3 cc) �Br Br (a) (1) Br6 (2) Br6 (b)(l) - C-CBr3 -C-CH3 � I B Br :-- I :.."'.. ..".. - I ahydrogens replaced l fourrbenzylic I e xcess Br2 • hv, time + CH3 Br-C-H 6 I 6 I '/'" � nr 2 .. a: = a � �: 6 a CH3 · C-H I 6 C H t CH3 C-H I � = "'-': (2) h 382 �Br � �, Br Br Br ...
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This note was uploaded on 02/27/2010 for the course CHEM 140 taught by Professor Wade during the Spring '10 term at Whitman.

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