Imp RXN Part2

 Sandmeyer Reaction:
A chemical reaction which is used to synthesize aryl halides from aryl diazonium salts. This reaction is a
method for substitution of an aromatic amino group by preparing diazonium salt that is followed by its
displacement and copper salts often catalyze it.
Sandmeyer reation
The Br, Cl and Cn nucleophiles can be easily present in the benzene ring of benzene diazonium salt in the
presence of Copper ion.
 Gattermann reation:
Bromine and Chlorine can be present in the benzene ring by preparing the benzene diazonium salt
solution with similar halogen acid present with copper powder.
Gattermann Reaction
 Balz-Schiemann Reaction:
When arene-diazonium chloride is prepared with fluoroboric acid, arene diazonium fluoroborate is
precipitated and decomposes to yield aryl fluoride which on heating.
Balz-Schiemann Reaction
 Finkelstein Reaction
Alkyl iodides are prepared easily by the reaction of alkyl chlorides with Nal in dry acetone.
Finkelstein Reaction
 Swarts Reaction:
When alkyl chloride is heated in the presence of a metallic fluoride like AgF, Hg2F2, SbF3 or CoF2, we
get alkyl fluorides.
Swarts Reaction
 Wurtz Reaction:
When Alkyl halides get reacted with sodium with dry ether, we get hydrocarbons that include the double
number of carbon atoms present in the halide.
Wurtz Reaction
 Wurtz-Fittig Reaction:
When a mixture of alkyl halide and aryl halide gets treated with sodium in dry ether, we get an alkyl
arene.
Wurtz-Fittig Reaction
 Fittig Reaction:
Aryl halides prepared with sodium in dry ether to give analogous compounds where two aryl groups
joined.
Fittig Reaction
 Friedel-Crafts alkylation Reaction:

Benzene is prepared with an alkyl halide in the presence of anhydrous aluminum chloride to give
Alkylbenzene.
Friedel-Crafts alkylation ReactionFriedel-Crafts alkylation ReactionFriedel-Crafts alkylation Reaction

 Friedel-Crafts acylation reaction:
We get acyl benzene when an acyl halide is reacted with benzene in the presence of Lewis acids.
Friedel-Crafts acylation reactionFriedel-Crafts acylation reactionFriedel-Crafts acylation reaction

 Reimer-Tiemann Reaction:
When preparing phenol with chloroform in the presence of sodium hydroxide, -CHO group is present at
the ortho position of the benzene ring which results into salicylaldehyde.
Reimer-Tiemann Reaction
 Kolbe’s Reaction:
Phenol reacts with sodium hydroxide to give sodium phenoxide which then reacts with carbon dioxide in
acidic medium to give hydroxybenzoic acid.
Kolbe’s Reaction
 Rosenmund Reduction:
When Acyl chloride is hydrogenated to an aldehyde over a catalyst, known as Rosenmund catalyst which
is either palladium or barium sulfate.Rosenmund Reduction
 Stephen reaction:
Nitriles with stannous chloride in the presence of hydrochloric acid reduced to the corresponding imine
and give the corresponding aldehyde after hydrolysis.
Stephen reaction
 Etard reaction:
Chromyl chloride oxidizes methyl group to get chromium complex which on hydrolysis provides
corresponding benzaldehyde.
Etard reaction
 Gatterman – Koch reaction:

Benzene is prepared with carbon monoxide and hydrogen chloride in the presence of anhydrous
aluminum chloride to give benzaldehyde.
Gatterman – Koch reaction
 Clemmensen Reduction:
Carbonyl group of aldehydes and ketones on treatment with zinc-amalgam and concentrated
hydrochloric acid reduced to CH2 group.
Clemmensen Reduction
 Wolff Kishner Reduction:

Carbonyl group of aldehydes and ketones on treatment with hydrazine which on heating with sodium
hydroxide in a high boiling solvent (ethylene glycol) reduced to CH2 group.
Wolff Kishner Reduction
 Tollens’ test:
Heating an aldehyde with fresh prepared ammoniacal silver nitrate solution produces a bright silver
mirror due to the formation of silver metal.
Tollens’ test
 Fehling’s test:
Fehling’s solution A (aqueous copper sulfate) and Fehling solution B (alkaline sodium potassium tartrate)
are mixed in equal amounts before the test. A reddish brown precipitate is obtained when an aldehyde is
heated with Fehling’s reagent.
Fehling’s test
 Aldol reaction:
Aldehydes and ketones having one α-hydrogen undergo a reaction in the presence of dilute alkali as the
catalyst to produce β-hydroxy aldehydes or β-hydroxy ketones.
 Aldol condensation:
Aldol and Ketol lose water to provide α,β-unsaturated carbonyl compounds which are aldol
condensation products.
Aldol condensation
 Cross aldol condensation:

Aldol condensation is carried out between two different aldehydes and ketones. It gives a mixture of four
products if both of them includes α-hydrogen atoms.
Cross aldol condensationCross aldol condensation
 Cannizzaro reaction:
Aldehydes without α-hydrogen atom undergo self-oxidation and reduction reaction when prepared with
concentrated alkali.
Cannizzaro reaction
 Kolbe electrolysis:
An aqueous solution of sodium or potassium salt of a carboxylic acid gives alkane containing an even
number of carbon atoms on electrolysis.
Kolbe electrolysis
 Hell-Volhard-Zelinsky (HVZ )reaction:

Carboxylic acids having a α-hydrogen are halogenated at the α-position give α-halo carboxylic acids on
treatment with chlorine or bromine in the presence of small amount of red phosphorus.
Hell-Volhard-Zelinsky (HVZ )reaction
 Gabriel phthalimide synthesis:

Phthalimide prepared with ethanolic potassium hydroxide produces potassium salt of phthalimide when
heated with alkyl halide followed by alkaline hydrolysis forms the corresponding primary amine.
Gabriel phthalimide synthesis

 Hoffmann bromamide degradation reaction:
An amide with bromine in an aqueous solution of sodium hydroxide produces primary amines. Migration
of an alkyl or aryl group takes place from carbonyl carbon of the amide to the nitrogen atom. The amine
so produced include one carbon less than that present in the amide.
Hoffmann bromamide degradation reaction
 Carbylamine reaction:
Aliphatic and aromatic primary amines when heated with chloroform and ethanolic potassium hydroxide
produces isocyanides or carbyl amines which are foul smelling substances.
Carbylamine reaction
 Hinsberg’s Test:
Benzenesulfonyl chloride (C6H5SO2Cl) reacts with primary and secondary amines to produce
sulphonamides.
1. The reaction of benzene-sulfonyl chloride with primary amine yields N-ethyl benzene-
sulfonyl amide. The hydrogen attached to the nitrogen in sulphonamide is strongly acidic due to
the presence of strong electron withdrawing sulfonyl group. Hence, it is soluble in
alkali.Hinsberg’s Test
2. In the reaction with a secondary amine, N, N-diethyl- benzenesulfonamide is formed.
Since N, N- diethyl benzene sulphonamide does not contain any hydrogen atom attached to a
nitrogen atom, it is not acidic and hence insoluble in alkali.
3. Tertiary amines do not react with benzene-sulfonyl chloride.
 Coupling Reactions:
Benzene diazonium chloride gets reacted with phenol in which the phenol molecule at its para position
is mixed with the diazonium salt to give p-hydroxyazobenzene.

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 Sandmeyer Reaction:

 Friedel-Crafts alkylation Reaction:

Friedel-Crafts alkylation ReactionFriedel-Crafts alkylation ReactionFriedel-Crafts alkylation Reaction

Friedel-Crafts acylation reactionFriedel-Crafts acylation reactionFriedel-Crafts acylation reaction

 Gatterman – Koch reaction:

Gatterman – Koch reaction

 Wolff Kishner Reduction:

Wolff Kishner Reduction

 Cross aldol condensation:

Cross aldol condensationCross aldol condensation

 Hell-Volhard-Zelinsky (HVZ )reaction:

Hell-Volhard-Zelinsky (HVZ )reaction

 Gabriel phthalimide synthesis:

Gabriel phthalimide synthesis

Hoffmann bromamide degradation reaction

3. Tertiary amines do not react with benzene-sulfonyl chloride.

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