Dolbier HW Solutions 272

Dolbier HW Solutions 272 - 266 ARENES AND AROMATICITY (e)...

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( e ) The tertiary bromide undergoes E2 elimination to give a carbon carbon double bond. 11.32 All the speci f c reactions in this problem have been reported in the chemical literature with results as indicated. ( a ) Hydroboration oxidation of alkenes leads to syn anti-Markovnikov hydration of the double bond. ( b ) The compound contains a substituted benzene ring and an alkene-like double bond. When hy- drogenation of this compound was carried out, the alkene-like double bond was hydrogenated cleanly. ( c ) Free-radical chlorination will lead to substitution of benzylic hydrogens. The starting material contains four benzylic hydrogens, all of which may eventually be replaced. ( d ) Epoxidation of alkenes is stereospeci
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