Question

Predict the products from reaction of 1 -hexyne with the following reagents: (a) 1 equiv $\mathrm{HBr}$ (b) 1 equiv $\mathrm{Cl}_{2}$ (c) $\mathrm{H}_{2}$, Lindlar catalyst (d) $\mathrm{NaNH}_{2}$ in $\mathrm{NH}_{3}$, then $\mathrm{CH}_{3} \mathrm{Br}$ (e) $\mathrm{H}_{2} \mathrm{O}, \mathrm{H}_{2} \mathrm{SO}_{4}, \mathrm{HgSO}_{4}$ (f) 2 equiv $\mathrm{HCl}$

          Predict the products from reaction of 1 -hexyne with the following reagents:
(a) 1 equiv $\mathrm{HBr}$
(b) 1 equiv $\mathrm{Cl}_{2}$
(c) $\mathrm{H}_{2}$, Lindlar catalyst
(d) $\mathrm{NaNH}_{2}$ in $\mathrm{NH}_{3}$, then $\mathrm{CH}_{3} \mathrm{Br}$
(e) $\mathrm{H}_{2} \mathrm{O}, \mathrm{H}_{2} \mathrm{SO}_{4}, \mathrm{HgSO}_{4}$
(f) 2 equiv $\mathrm{HCl}$

Added by Lisa L.

Organic Chemistry

Janice Gorzynski Smith 4th Edition

Instant Answer

Solved by Expert Alkendra Singh

12/12/2021

Step 1

This is because HBr adds across the triple bond of the alkyne to give a vinyl halide. Show more…

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Predict the products from reaction of 1 -hexyne with the following reagents: (a) 1 equiv $\mathrm{HBr}$ (b) 1 equiv $\mathrm{Cl}_{2}$ (c) $\mathrm{H}_{2}$, Lindlar catalyst (d) $\mathrm{NaNH}_{2}$ in $\mathrm{NH}_{3}$, then $\mathrm{CH}_{3} \mathrm{Br}$ (e) $\mathrm{H}_{2} \mathrm{O}, \mathrm{H}_{2} \mathrm{SO}_{4}, \mathrm{HgSO}_{4}$ (f) 2 equiv $\mathrm{HCl}$