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Question

The compound A on treating with Na gives B, and with PCl5 gives C. B and C react together to give diethyl ether. A,B and C are in the order

A
C2H5OH,C2H5ONa,C2H5Cl
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B
C2H5Cl,C2H6,C2H5OH
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C
C2H5OH,C2H5Cl,C2H5ONa
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D
C2H5OH,C2H6,C2H5Cl
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Solution

The correct option is A C2H5OH,C2H5ONa,C2H5Cl
The compound A is ethanol C2H5OH. The compound A on treatment with Na gives sodium ethoxide (C2H5ONa) which is compound B.
C2H5OHNaH2C2H5ONa
The compound A on treatment with PCl5 gives ethyl chloride (C2H5Cl) which is compound C.
C2H5OHPCl5−−C2H5Cl+HCl+POCl3
​B and C react together to give diethyl ether.
C2H5ONa+C2H5ClC2H5OC2H5+NaCl
This reaction is known as Williamson Synthesis.

A, B and C are in the order C2H5OH,C2H5ONa,C2H5Cl

Hence, option (a) is correct.

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