Question #9fa33

2 Answers
Feb 1, 2016

The product will be propane.

Explanation:

This reaction is the hydrogenation of an alkyne.

Hydrogenation is an addition reaction, in which one of the "H"H atoms in "H"_2H2 adds to one end of an unsaturated carbon atom, and the second "H"H atom adds to the other end of the π bond.

Hydrogenation

The addition requires a "Pt"Pt, "Pd"Pd, or "Ni"Ni catalyst.

With an alkyne such as propyne, we can think of the reaction as occurring in two steps.

(a) 1 mol of "H"_2H2 adds across one of the π bonds in propyne.

underbrace("CH"_3"C≡CH")_color(red)("propyne") + "H"_2 stackrelcolor(blue)("Pt"color(white)(X))(→) underbrace("CH"_3"CH=CH"_2)_color(red)("propene")

(b) Another mole of "H"_2 adds across the π bond in the newly-formed propene.

underbrace("CH"_3"CH=CH"_2)_color(red)("propene") + "H"_2 stackrelcolor(blue)("Pt"color(white)(X))(→) underbrace("CH"_3"CH"_2"CH"_3)_color(red)("propane")

The overall reaction is

underbrace("CH"_3"C≡CH")_color(red)("propyne") + "2H"_2 stackrelcolor(blue)("Pt"color(white)(X))(→) underbrace("CH"_3"CH"_2"CH"_3)_color(red)("propane")

Feb 2, 2016

I think the questioner could have given more information, as the hydrogenation requires a catalyst.

From the question, with no specification of the catalyst, I can see two different reactions, both giving syn addition of "H"_2, but one of them stops at the alkene.

In general:

Lindlar's Catalyst is a "poisoned" variant on a palladium catalyst. It reduces alkynes to cis-alkenes, but doesn't reduce alkenes.