Dolbier HW Solutions 566

Dolbier HW Solutions 566 - is the one replaced by the...

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( b ) Bromobenzene reacts with magnesium to give a Grignard reagent. ( c ) Protonation of the Grignard reagent in part ( b ) converts it to benzene. ( d ) Aryl halides react with lithium in much the same way that alkyl halides do, to form organo- lithium reagents. ( e ) With a base as strong as sodium amide, nucleophilic aromatic substitution by the elimination addition mechanism takes place. ( f ) The benzyne intermediate from p -bromotoluene gives a mixture of m - and p -methylaniline. ( g ) Nucleophilic aromatic substitution of bromide by ammonia occurs by the addition elimination mechanism. ( h ) The bromine attached to the benzylic carbon is far more reactive than the one on the ring and
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Unformatted text preview: is the one replaced by the nucleophile. NaCN p-Bromobenzyl bromide Br CH 2 Br p-Bromobenzyl cyanide Br CH 2 CN NH 3 1-Bromo-4-nitrobenzene Br NO 2 p-Nitroaniline NO 2 NH 2 NaNH 2 NH 3 NaNH 2 NH 3 p-Bromotoluene Br CH 3 4-Methylbenzyne CH 3 m-Methylaniline NH 2 CH 3 p-Methylaniline NH 2 CH 3 1 NaNH 2 NH 3 NaNH 2 NH 3 Benzyne Bromobenzene Br Aniline NH 2 diethyl ether 1 Iodobenzene C 6 H 5 I Phenyllithium C 6 H 5 Li Lithium 2Li 1 Lithium iodide LiI H 2 O HCl Benzene C 6 H 6 Phenylmagnesium bromide C 6 H 5 MgBr diethyl ether 1 Bromobenzene C 6 H 5 Br Phenylmagnesium bromide C 6 H 5 MgBr Mg 660 ARYL HALIDES...
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