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(a) Give names of the reagents to bring about the following transformations : (i) Ethanoic acid to ethanol (ii) Propan -1-ol to propanal (iii) Pent -3-en-2-ol pent-3-en-2-one (iv) Sodium benzoate to benzene (b) Arrange in the following in increasing order of : (i) Methanal , Propanal, Butanone, ethanal,Propanone(Nucleophilic addition reaction ) (ii) Formaldehyde , Acetone , Acetaldehyde (reactivity towards HCN) (iii) Acetophenone, p- tolualdehyde, p-nitrobenzaldehyde, Benzaldehyde(nucleophilic addition reaction ).

1 Answer

Solution :
a) (i) $CH_3COOH \to CH_3CH_2OH$ Reagent : $L_iAlH_4/H_3O^{+}$
(ii) $CH_3CH_2CH_2OH \to CH_3CH_2CHO$ Reagent : Pyridinium chloro chromate (PCC)
(iv) $C_6H_5COONa \to C_6H_6$ Reagent :soda lime
(i) For nucleophilic addition reaction , the increasing order of reactivity is
Butanone < Propanone < Propanal < ethanol < Methanol
(ii) For reactivity towards HCN, the order is
Acetone < Acetaldehyde < Formaldehyde
(iii) For reactivity towards nucleophilic addition , the order is
Acetophenone < p- Tolualdehyde < Benzaldehyde < p- Nitrobenzaldehyde
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