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The compound A on treatment with Na gives B, and with PCl5PCl_5 gives C. B and C react together to give diethyl ether. A, B and C are in the order

1

C2H5Cl,C2H6,C2H5OHC_2H_5Cl, C_2H_6, C_2H_5OH

2

C2H5OH,C2H5Cl,C2H5ONaC_2H_5OH, C_2H_5Cl, C_2H_5ONa

3

C2H5OH,C2H6,C2H5ClC_2H_5OH, C_2H_6, C_2H_5Cl

4

C2H5OH,C2H5ONa,C2H5ClC_2H_5OH, C_2H_5ONa, C_2H_5Cl

Step-by-Step Solution

A is C2H5OHC_2H_5OH. C2H5OH+Na→C2H5ONaC_2H_5OH + Na \rightarrow C_2H_5ONa (B). C2H5OH+PCl5→C2H5ClC_2H_5OH + PCl_5 \rightarrow C_2H_5Cl (C). C2H5ONa+C2H5Cl→C2H5OC2H5C_2H_5ONa + C_2H_5Cl \rightarrow C_2H_5OC_2H_5 (diethyl ether).

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