How many structurally and stereochemically distinct isomeric alkynes with the molecular formula will form a distinct white precipitate when treated with Tollens' reagent (ammoniacal )?

Question

How many structurally and stereochemically distinct isomeric alkynes with the molecular formula $C_6H_{10}$ will form a distinct white precipitate when treated with Tollens' reagent (ammoniacal $AgNO_3$)?

Prashant Kotian · Accepted Answer

Correct answer: 5. A white precipitate with Tollens' reagent indicates a terminal alkyne (). We must find all terminal alkynes for : (1) Hex-1-yne (straight chain). (2) 4-methylpent-1-yne. (3) 3,3-dimethylbut-1-yne. (4) 3-methylpent-1-yne. Notably, 3-methylpent-1-yne () contains a chiral center at carbon-3. Thus, it exists as a pair of enantiomers (*d* and *l* forms). Total isomers = .

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