Which of the following ethers cannot be produced by Williamson ether synthesis?

  • A
    $(CH_3)_3C-O-CH=CH_2$
  • B
    $Ph-O-Ph$
  • C
    $CH \equiv C-O-CH=CH_2$
  • D
    All of these

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List-$I$ List-$II$
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$B$. $CH_{3}COOH \rightarrow CH_{3}CH_{2}OH$ $II$. $(i)$ $O_{2}$; (ii) $H_{2}O/H^{+}$
$C$. $CH_{3}CH_{2}OH \rightarrow H_{3}C-CH(OH)-CH_{3}$ $III$. $(i)$ $CH_{3}OH, H^{+}$; (ii) $H_{2}$, Catalyst
$D$. Benzene $\rightarrow$ Phenol $IV$. $(i)$ conc. $H_{2}SO_{4}, \Delta$; (ii) $H^{+}/H_{2}O$

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Number of isomeric compounds with molecular formula $C_9H_{10}O$ which $(i)$ do not dissolve in $NaOH$ $(ii)$ do not dissolve in $HCl$ $(iii)$ do not give orange precipitate with $2,4-DNP$ $(iv)$ on hydrogenation give identical compound with molecular formula $C_9H_{12}O$ is $...........$

Which of the following compounds will evolve hydrogen on treatment with metal?

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