Organic Compounds Contains Nitrogen

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ORGANIC COMPOUNDS CONTAINS NITROGEN

1. Write short notes on the following:


(i) Carbylamine reaction
(ii) Diazotisation
(iii) Hofmann’s bromamide reaction
(iv) Coupling reaction,
(v) Ammonolysis
(vi) Acetylation
(vii) Gabriel phthalimide synthesis.

2. How will you convert


(i) Ethanoic acid into methanamine
(ii) Hexanenitrile into pentan-1-amine
(iii) Methanol to ethanoic acid
(iv) Ethanamine into methanamine
(v) Ethanoic acid into propanoic acid
(vi) Methanamine into ethanamine
(vii) Nitromethane into dimethylamine
(viii) Propanoic acid into ethanoic acid.

3. Accomplish the following conversions:


(i) Nitrobenzene to benzoic acid
(ii) Benzene to m-bromophenol
(iii) Benzoic acid to aniline
(iv) Aniline to 2,4,6-tribromofluorobenzene
(v) Benzyl chloride to 2-phenylethanamine
(vi) Chlorobenzene to p-chloroaniline
(vii) Aniline to p-bromoaniline
(viii) Benzamide to toluene
(ix) Aniline to benzyl alcohol.
4. Give the structure of A, B and C in the following reactions:
NaCN OH− NaOH+Br2
(i) CH3 CH2 I → A → B → C
Partialhydrolysis
H2 O
CuCN H+ NH3
(ii) C6 H5 N2 Cl → A → B → C

KCN LIAlH4 HNO2
(iii) CH3 CH2 Br → A → B → C
0°C
Fe⁄HCl NaNO2 +HCl H2 O/H+
(iv) C6 H5 NO2 → A → B → C
273 K ∆
5. Complete the following reactions:
(i) C6H5NH2 + CH3Cl3 + alc. KOH →
(ii) C6H5N2Cl + H3PO2 + H2O →
(iii) C6H5NH2 + H2SO4 (conc.) →
(iv) C6H5N2Cl + C2H5OH→
(v) C6H5NH2 + Br2 (aq) →
(vi) C6H5NH2 + (CH3CO)2O →
(i)HBF4
(vii) C6 H5 N2 Cl (ii)NaNO

2
Cu
6. Why is NH2 group of aniline acetylated before carrying out nitration?
7. What is the role of pyridine in the acylation reaction of amines?
8. Arrange the following compounds in increasing order of dipole moment.
CH3CH2CH3, CH3CH2NH2, CH3CH2OH.
9. What is the structure and IUPAC name of the compound, allyl amine?
10.Why is aniline soluble in aqueous HCl?
11.Suggest a route by which the following conversions can be accomplished.

12.Identify A and B in the following reaction.


13.How will you carry out the following conversions?
(i) Toluene into p-toluidine.
(ii) P-Toluidine diazonium chloride into p-toluic acid.
14.A solution contains 1 g mole each of p-toluene diazonium chloride and p-
nitrophenyl diazonium chloride. To this 1 g mole of alkaline solution of
phenol is added. Predict the major product. Explain your answer.
15.How will you bring out the following conversion?

16.

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