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Question

(a) Write the IUPAC name and structural formula of secondary-Butyl alcohol.
(b) Give equations for preparation of phenol from the following compounds:
(i) Benzene
(ii) Aniline.
(c) Write the resonance structures of phenol.

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Solution

(a) The IUPAC name of secondary-Butyl alcohol is butan-2-ol.
(b) Preparation of phenol:
(i) From benzene (Raschig process):
Benzene reacts with HCl and O2 in presence of CuCl2/ FeCl3 catalyst to form chlorobenzene. On treatement with steam at 425 deg C, chlorobenzene gives phenol.
(ii) From aniline:
Diazotisation of aniline with nitrous acid gives benzene diazonium chloride. Benzene diazonium chloride when treated with water in presence of dil sulphuric acid gives phenol.

(c) The resonance structures of phenol are as shown.
630365_603095_ans.png

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