JEE Main · 2020 · Shift-IImediumHC-088

Consider the following reactions: A is:

Hydrocarbons · Class 11 · JEE Main Previous Year Question

Question

Consider the following reactions: imageA is:

Options
  1. a

    \ceHCCH\ce{HC≡CH}

  2. b

    \ceCH3CCH\ce{CH3-C≡CH}

  3. c

    \ceCH2=CH2\ce{CH2=CH2}

  4. d

    \ceCH3CCCH3\ce{CH3-C≡C-CH3}

Correct Answerb

\ceCH3CCH\ce{CH3-C≡CH}

Detailed Solution

image A gives precipitate with Ag2O

\ceAg2O\ce{Ag2O} (or \ceAgNO3/NH3\ce{AgNO3/NH3}) gives a white/light yellow precipitate with terminal alkynes only (acidic sp C-H reacts to form silver acetylide). So A = terminal alkyne. Eliminates 2-butyne (d) and ethene (c).

Key Points:

  • Terminal alkynes give precipitate with \ceAg2O\ce{Ag2O}
  • Propyne + \ceHg2+/H+\ce{Hg^{2+}/H^+} \rightarrow acetone (Markovnikov, methyl ketone)
  • NaBH4 reduces acetone \rightarrow isopropanol (secondary alcohol)
  • Lucas test: secondary alcohol gives turbidity within 5 min

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