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Question 64 of 66

Q.(a) Write the reactions for the action of following reagents on phenol:

(i) Nitrating mixture
(ii) Zinc dust.
(b) What is the action of phosphorous pentachloride on ethyl methyl ether?
Maharashtra MsbshseMaharashtra HSC (MSBSHSE) Board 2025Subjective· 3mImportance★★★★★
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Phenol + nitrating mixture → picric acid; phenol + Zn dust → benzene. PCl5_5 cleaves ethyl methyl ether into C2_2H5_5Cl + CH3_3Cl.

(a)(i) Nitrating mixture (conc. HNO3HNO_3 + conc. H2SO4H_2SO_4) on phenol: the −OH-OH group strongly activates the ring and directs o,po,p; with the strong nitrating mixture, all three available activated positions get nitrated, giving 2,4,6-trinitrophenol (picric acid):

C6H5OH→conc. HNO3/H2SO42,4,6-(NO2)3C6H2OHC_6H_5OH \xrightarrow{conc.\ HNO_3/H_2SO_4} 2,4,6\text{-}(NO_2)_3C_6H_2OH

(a)(ii) Zinc dust on phenol: heating phenol with zinc dust removes (deoxygenates) the −OH-OH group, reducing it to benzene:

C6H5OH+Zn→ΔC6H6+ZnOC_6H_5OH + Zn \xrightarrow{\Delta} C_6H_6 + ZnO

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