Chapter FRP, Problem 11P

Starting with propyne and using any other required reagents, show how you would synthesize each of the following compounds. You need not repeat steps carried out in earlier parts of this problem.

(a) 2-Butyne

(b) cis-2-Butene

(c) trans-2-Butene

(d) 1-Butene

(e) 1, 3-Butadiene

(f) 1-Bromobutane

(g) 2-Bromobutane (as a racemic form)

(h)(2R, 3S)-2, 3-Dibromobutane

(i)(2R, 3R)-and (2S, 3S)-2, 3-Dibromobutane (as a racemic form)

(j) meso-2, 3-Butanediol

(k)(Z)-2-Bromo-2-butene