(d)Dehydrobromination of 2-bromo-2-methylpentane can involve one of the hydrogens of eithera methyl group (C-1) or a methylene group (C-3).Neither alkene is capable of existing in stereoisomeric forms, and so these two are the onlyproducts of E2 elimination.(e)2-Bromo-3-methylpentane can undergo dehydrohalogenation by loss of a proton from eitherC-1 or C-3. Loss of a proton from C-1 gives 3-methyl-1-pentene.Loss of a proton from C-3 gives a mixture of (E)- and (Z)-3-methyl-2-pentene.(f)Three alkenes are possible from 3-bromo-2-methylpentane. Loss of the C-2 proton gives 2-methyl-2-pentene.Abstraction of a proton from C-4 can yield either (E)- or (Z)-4-methyl-2-pentene.(g)Proton abstraction from the C-3 methyl group of 3-bromo-3-methylpentane yields 2-ethyl-1-butene.E22-Ethyl-1-butene3-Bromo-3-methylpentaneCH3CH2CCH2CH3Br
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This note was uploaded on 09/20/2011 for the course CHM 2210 taught by Professor Reynolds during the Spring '01 term at University of Florida.