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When 1,1,1-trichloroethane is treated with silver powder, which major organic product is obtained?

1. Acetylene
2. Ethene
3. 2-Butyne
4. 2-Butene

Correct answer: 2-Butyne

Solution

Silver removes all chlorines from two molecules of 1,1,1-trichloroethane (CH3CCl3) with coupling of the two carbons bearing the halogens: 2 CH3CCl3 + 6Ag -> CH3-C(triple bond)C-CH3 + 6AgCl, giving 2-butyne.

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