Stereoisomeric 3-methyl-2-pentenes are formed by proton abstraction from C-2.(h)Only 3,3-dimethyl-1-butene may be formed under conditions of E2 elimination from 3-bromo-2,2-dimethylbutane.5.31(a)The reaction that takes place with 1-bromo-3,3-dimethylbutane is an E2 elimination involvingloss of the bromine at C-1 and abstraction of the proton at C-2 by the strong base potassiumtert-butoxide, yielding a single alkene.(b)Two alkenes are capable of being formed in this b-elimination reaction.The more highly substituted alkene is 1-methylcyclopentene; it is the major product of thisreaction. According to Zaitsev’s rule, the major alkene is formed by proton removal from thebcarbon that has the fewest hydrogens.(c)Acid-catalyzed dehydration of 3-methyl-3-pentanol can lead either to 2-ethyl-1-butene or to amixture of (E)- and (Z)-3-methyl-2-pentene.The major product is a mixture of the trisubstituted alkenes, (E)- and (Z)-3-methyl-2-
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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.