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Question of 147

Q.How the following conversion can be carried out-

(a) D.D.T. from Chlorobenzene
(b) Diphenyl from Chlorobenzene
Uttarakhand UbseUttarakhand Board Intermediate (Class 12) 2019Subjective· 2mImportance★★★★★
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DDT: 2 chlorobenzene + chloral / conc. H2_2SO4_4. Diphenyl: 2 chlorobenzene + 2Na / dry ether (Fittig).

  1. DDT from chlorobenzene. Chlorobenzene condenses with chloral (trichloroacetaldehyde, CCl3_3CHO) in the presence of concentrated sulphuric acid to give DDT (dichlorodiphenyltrichloroethane): 2 C6H5Cl+CCl3CHO→conc. H2SO4(p-ClC6H4)2CH−CCl3+H2O2\,C_6H_5Cl + CCl_3CHO \xrightarrow{\text{conc. } H_2SO_4} (p\text{-}ClC_6H_4)_2CH{-}CCl_3 + H_2O
  2. Diphenyl from chlorobenzene (Fittig reaction). Two molecules of chlorobenzene react with sodium metal in dry ether, coupling the two rings: …

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