Account for the following:
(i) CH3CHO is more reactive than CH3 COCH3 towards reaction with HCN.
(ii) The carboxylic acid is a stronger acid than phenol.
Write the chemical equations to illustrate the following name reactions:
(i) Wolff-Kishner reduction
(ii) Aldol condensation
(iii) Cannizzaro reactionHow will you bring about the following conversions?
(i) Propanone to propane
(ii) Benzoyl chloride to benzaldehyde
(iii) Ethanal to but-2-enal
Illustrate the following name reaction giving suitable example in each case:
(i) Clemmensen reduction
(ii) Hell-Volhard-Zelinsky reaction
Give simple tests to distinguish between the following pairs of compounds.
(i) Pentan-2-one and Pentan-3-one
(ii) Benzaldehyde and Acetophenone
(iii) Phenol and Benzoic acid
Illustrate the following reactions giving a suitable example for each.
(i) Cross aldol condensation
(ii) Decarboxylation
Give simple tests to distinguish between the following pairs of compounds
(i) Pentan-2-one and Pentan-3-one
(ii) Benzaldehyde and Acetophenone
(iii) Phenol and Benzoic acid
i) Pentan-2-one and pentan-3-one can be distinguished by iodoform test.
Pentan-2-one is a methyl ketone. Thus, it responds to this test. But pentan-3-one not being a methyl ketone does not respond to this test.
ii) Benzaldehyde (C6H5CHO) and acetophenone (C6H5COCH3) can be distinguished by iodoform test. Acetophenone, being a methyl ketone on treatment with I2/NaOH undergoes iodoform reaction to give a yellow ppt. of iodoform. On the other hand, Benzaldehyde does not give this test.
iii) Phenol and benzoic acid can be distinguished by ferric chloride test.
Ferric chloride test:
Phenol reacts with neutral FeCl3 to form ferric phenoxide complex giving violet coloration.
6C6H5OH + FeCl3 ---> [Fe (OC6H5)6]3-+3H++3Cl-
Phenol iron-phenol complex
(Violet color)
But benzoic acid reacts with neutral FeCl3 to give a buff-coloured precipitate of ferric benzoate.
Explain the following giving one example for each:
(i) Reimer-Tiemann reaction.
(ii) Friedel Craft’s acetylation of anisole.
Give chemical tests to distinguish between
(i) Propanal and propanone,
(ii) Benzaldehyde and acetophenone.
(b) How would you obtain
(i) But-2-enal from ethanal,
(ii) Butanoic acid from butanol,
(iii) Benzoic acid from ethylbenzene?