The desired intermediate, 1-butyne, is available by halogenation followed by dehydrohalo-genation of 1-butene.Reaction of the anion of 1-butyne with ethyl bromide completes the synthesis.(b)Dehydrohalogenation of 1,1-dichlorobutane yields 1-butyne. The synthesis is completed as inpart (a).(c)1-Butyne is converted to 3-hexyne as in part (a).9.25A single dehydrobromination step occurs in the conversion of 1,2-dibromodecane to C10H19Br.Bromine may be lost from C-1 to give 2-bromo-1-decene.Loss of bromine from C-2 gives (E)- and (Z)-1-bromo-1-decene.9.26(a)(b)(c)CH3CH2CH2CH2CCHNH3LiCH3CH2CH2CH2CHCH21-Hexyne1-HexeneCH3CH2CH2CH2C1-HexyneCHH2Lindlar PdCH3CH2CH2CH2CH1-HexeneCH2CH3CH2CH2CH2C1-HexyneCH2H2PtCH3CH2CH2CH2CH2CH3HexaneBrBrCH2CH(CH2)7CH31,2-Dibromodecane
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