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write the chemical equation of preparing 3-Octyne from 1-hexyne

prashant kumar trivedi , 7 Years ago
Grade 12
anser 1 Answers
Arun
1) Reduction using sodium metal in pure ammonia to an alkene.2) Halohydrin formation; the -OH installs at the more substituted carbon due to its greater ability to stabilize positive charge (this always confused me; the more substituted carbon is both more positive in character and has more electron-donating methyl groups?)3) Conversion of OH to a good leaving group (-OTs) using a sulfonate ester and a weak base, pyridine.4) E2 elimination using NaOH and heat. Because of resonance and sheer bulk and negative induction the OTs(-) should make for a better leaving group than Br-. So the internal alkene is formed.5) Two-part one step ozonolysis; creation of aldehyde.6) Reduction of carbonyl with hydrogen and transition metal to terminal alcohol.7) Conversion of terminal alcohol to a better leaving group using tosyl chloride and pyridine again.8) Use of LDA to deprotonate and create the terminal alkene
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