A) p-chlorophenol
B) chlorobenzene
C) o-and p-chlorophenols
D) triphenylphosphate
Correct Answer: D
Solution :
Due to resonance, carbon-oxygen bond in phenols is quite stronger than in alcohols and hence cannot be displaced by\[Cl\]on treatment with\[PC{{l}_{5}}\]. Instead nucleophilic attack by\[OH\] of phenol occurs on \[PC{{l}_{5}}\] with displacement of three \[Cl\] atoms. The resulting product on hydrolysis gives triphenyl phosphate. \[3{{C}_{6}}{{H}_{5}}OH+PC{{l}_{5}}\xrightarrow[(-3HCl)]{nucleophilic\,attack}\]\[{{({{C}_{6}}{{H}_{5}}O)}_{3}}PC{{l}_{2}}\xrightarrow[-2HCl]{{{H}_{2}}O}\underset{\text{triphenyl}\,\text{phosphate}}{\mathop{{{({{C}_{6}}{{H}_{5}}O)}_{3}}PO}}\,\]
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