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Published on: 21/06/2021
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Questions + Answers key
Take MCQ Chemistry Test1.
An organic compound 'A' on reduction gives compound 'B' which on reaction with trichloromethane and caustic potash forms 'C'. Compound 'C' on catalytic reduction given N-methyl benzenamine. Identify A, B and C and write the reactions involved.
2.
Write a note on structure of amine.
3.
How are the following compounds obtained from benzene diazonium chloride?
(i) phenol
(ii) ester
(iii) p-hydroxy azo benzene
4.
How can the following conversion be effected?
i) Nitrobenzene to anisole
ii) Chloro benzene to phenyl hydrazine
iii) Aniline to benzoic acid
iv) Benzene diazonium chloride to ehtyl benzene.
5.
Explain Levine and hauser acetylation.
1.
(i) A - C6H5NO2 - Nitro benzene
(ii) B - C6H5NH2 - Aniline
(iii) C - C6H5NC - Phenyl Carbylamine
2.
Structure of amines:
(i) Like, ammonia, nitrogen atom of amines is trivalent and carries a lone pair of electron and sp3 hybridised, out of the four sp3 hybridised orbitals of nitrogen, three sp3 orbitals overlap with orbitals of hydrogen (or) alkyl groups of carbon, the fourth sp3 orbital contains a lone pair of electron.
(ii) Hence, amines possess pyramidal geometry. Due to presence of lone pair of electron C-N-H (or) C-N-C bond angle is less than the normal tetrahedral bond angle 109.5°.
For example, the C-N-C bond angle of trimethylamine is 108° which is lower than tetrahedral angle and higher than the H-N-H bond angle of 107°.
(iii) This increase is due to the repulsion between the bulky methyl groups.
3.
(i) Repl cementby-OH: When the aqueous solution is boiled, phenol is obtained
This is an example of SN1 reaction in which C6H5N2CI initially gives C6H5+ and water is the nudeophile.
(ii) Replacement of RO- (or) RCOO- groups Similarly -N2CI can be replaced acyloxy group by boiling with carboxylic acids.
(iii) Diazonlum coupling reaction: Diazonium salt reacts with aromatic amine and phenols to give azo compounds of the general formula.
Ar - N = N - Ar'
This reaction is known as Coupling reaction since all these compounds are intensely coloured and used as dyes, thousands of azodyes have been synthesised by this procedure.
4.
(i)
(ii)
(iii)
(iv)
5.
(i) The nitriles containing a-hydrogen also undergo condensation with esters in the presence of sodamide in ether to form ketonitriles.
(ii) This reaction is known as "Levine and hauser" acetylation.
(iii) This reaction involves replacement of ethoxy (OC2H5) group by methylnitrile (-CH2CN) group and is called as cyanomethylation reaction.
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