Among the following, which reaction of alcohol does not show cleavage of $R - O$ linkage:

R O H + P C l_{5}

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R O H + S O C l_{2}

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R O H + H C l

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R O H + N a

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Solution

The correct option is D $R O H + N a$
$R — O H + H C l \to R — C l + H_{2} O$
$R — O H + P C l_{3} \to R — C l + 3 H C l + H_{3} P O_{3}$
$R — O H + P C l_{5} \to R — C l + H C l + P O C l_{3}$
$R — O H + N a \to R — O — N a + H_{2} ↑$

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