Which reaction yields $2, 2$-dibromopropane as the product?

  • A
    $CH_3-C\equiv CH + 2HBr \rightarrow$
  • B
    $CH_3CH=CHBr + HBr \rightarrow$
  • C
    $CH\equiv CH + 2HBr \rightarrow$
  • D
    $CH_3-CH=CH_2 + HBr \rightarrow$

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The relation between $(B)$ and $(C)$ is:
$CH_3-C \equiv CH$ $\xrightarrow{NaNH_2}$ $\xrightarrow{CH_3-I} (A)$ $\xrightarrow{Li/liq. NH_3} (B)$
$CH_3-C \equiv CH$ $\xrightarrow{NaNH_2}$ $\xrightarrow{CH_3-I} (A)$ $\xrightarrow[Pd/CaCO_3]{H_2} (C)$

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Identify the structure of $M$ based on the following reaction scheme:

Which of the following reactions gives $H_2C=C=C=CH_2$?

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$Ph-C \equiv CH \xrightarrow[MeOH]{MeO^{-}}$ The major product of the reaction is:

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