(d)The bromine substituent may be at either C-2 or C-3.5.34(a)The isomeric alkyl bromides having the molecular formula C5H11Br are:(b)The order of reactivity toward E1 elimination parallels carbocation stability and is tertiary .secondary .primary. The tertiary bromide 2-bromo-2-methylbutane will undergo E1 elimi-nation at the fastest rate.(c)1-Bromo-2,2-dimethylpropane has no hydrogens on the bcarbon and so cannot form analkene by an E2 process.The only available pathway is E1 with rearrangement.(d)Only the primary bromides will give a single alkene on E2 elimination.baseE21-Bromo-3-methylbutane3-Methyl-1-buteneCH3CHCH2CH2BrCH3CH3CHCHCH2CH3baseE21-Bromo-2-methylbutane2-Methyl-1-buteneCH3CH2CHCH2BrCH3CH3CH2CCH2CH3CH3CH2CH2CHCH3CH2CH2CH2CH2Br
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This note was uploaded on 09/20/2011 for the course CHM 2210 taught by Professor Reynolds during the Fall '01 term at University of Florida.