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Q.What do you understand by these following terms ? Give one example of each.

(i) Aldol
(ii) Schiff's base
(iii) Cannizaro's reaction
(iv) Oxime
(v) Acetal OR Write the structure of products of the following reactions :
(i) Benzene + propanoyl chloride (C2H5COClC_2H_5COCl) in presence of anhydrous AlCl3AlCl_3 / CS2CS_2 ⟶\longrightarrow
(ii) (C6H5CH2)2Cd+2CH3COCl⟶(C_6H_5CH_2)_2Cd + 2CH_3COCl \longrightarrow
(iii) H3C−C≡CH→Hg2+/H2SO4H_3C-C\equiv CH \xrightarrow{Hg^{2+}/H_2SO_4}
(iv) pp-nitrotoluene (4-nitrotoluene) →(i) CrO2Cl2 (ii) H3O+\xrightarrow{(i)\ CrO_2Cl_2\ (ii)\ H_3O^+}
(v) Acetophenone (C6H5COCH3C_6H_5COCH_3) +CH3CH2NH2→H++ CH_3CH_2NH_2 \xrightarrow{H^+}
Uttar Pradesh UpmspUP Board (UPMSP) Intermediate 2025Subjective· 5mImportance★★★★★
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Five carbonyl terms defined with examples — aldol (β-hydroxy carbonyl), Schiff's base (imine), Cannizzaro reaction (disproportionation of α-H-free aldehydes), oxime (>C=N–OH) and acetal (gem-dialkoxy compound).

  1. Aldol. A β-hydroxy aldehyde or β-hydroxy ketone formed when two molecules of an aldehyde/ketone (having an α-hydrogen) combine in the presence of dilute alkali (aldol condensation). Example: 2CH3CHO→dil. NaOHCH3−CH(OH)−CH2−CHO (3-hydroxybutanal, the aldol)2CH_3CHO \xrightarrow{dil.\,NaOH} CH_3{-}CH(OH){-}CH_2{-}CHO\ \text{(3-hydroxybutanal, the aldol)}
  2. Schiff's base. An imine, >C=N−R>C{=}N{-}R, formed by condensation of an aldehyde or ketone with a primary amine (loss of water). Example: C6H5CHO+H2N−C6H5→C6H5CH=N−C6H5+H2O (benzylideneaniline)C_6H_5CHO + H_2N{-}C_6H_5 \rightarrow C_6H_5CH{=}N{-}C_6H_5 + H_2O\ \text{(benzylideneaniline)}
  3. Cannizzaro's reaction. Aldehydes that have no α-hydrogen, on treatment with concentrated alkali, undergo self oxidation–reduction (disproportionation): one molecule is oxidised to the acid salt and another reduced to the alcohol. Example: 2HCHO+NaOH→CH3OH+HCOONa2HCHO + NaOH \rightarrow CH_3OH + HCOONa (similarly benzaldehyde → benzyl alcohol + sodium benzoate).
  4. Oxime. The compound >C=N−OH>C{=}N{-}OH formed when an aldehyde or ketone reacts with hydroxylamine (NH2_2OH). Example: (CH3)2C=O+NH2OH→(CH3)2C=N−OH+H2O (acetone oxime)(CH_3)_2C{=}O + NH_2OH \rightarrow (CH_3)_2C{=}N{-}OH + H_2O\ \text{(acetone oxime)} …

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