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Amines

The document discusses the preparation, properties, and reactions of amines, cyanides, isocyanides, nitroalkanes, nitrobenzene, and related compounds. It describes several methods for synthesizing primary, secondary, and tertiary amines from alkyl halides, alcohols, carbonyl compounds, and others. It also covers the basic and nucleophilic nature of amines, and their reactions with acids, alkyl halides, acyl halides, and more. Physical properties of amines like solubility and boiling points are also mentioned. The summary provides an overview of the key topics covered in the document regarding the synthesis and behavior of various nitrogen-containing organic compounds.

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0% found this document useful (0 votes)
1K views21 pages

Amines

The document discusses the preparation, properties, and reactions of amines, cyanides, isocyanides, nitroalkanes, nitrobenzene, and related compounds. It describes several methods for synthesizing primary, secondary, and tertiary amines from alkyl halides, alcohols, carbonyl compounds, and others. It also covers the basic and nucleophilic nature of amines, and their reactions with acids, alkyl halides, acyl halides, and more. Physical properties of amines like solubility and boiling points are also mentioned. The summary provides an overview of the key topics covered in the document regarding the synthesis and behavior of various nitrogen-containing organic compounds.

Uploaded by

DEVIKAA ARUN
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© © All Rights Reserved
We take content rights seriously. If you suspect this is your content, claim it here.
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  • Introduction to Amines
  • Chemical Properties of Amines
  • Miscellaneous Solved Examples
  • Daily Practice Problems
  • Solutions to Practice Problems

6

AMINES
ORGANIC CHEMISTRY
AMINES
by Dr. M.K. JAIN (HOD- CHEMISTRY)
v. By Reductive Amination of carbonyl compounds?

Preparation
1. Ammonolysis of alkyl halides (Hofmann's Method) :

2. Ammonolysis of alkanols :

4. By Hydrolysis :
3. Reduction (i) Hofmann's Bromamide reaction :

(i) By nitroalkanes :

(ii) Gabriel phthalimide reaction :

(ii) By Alkyl cyanides (Mendius Reaction) :

(iii)By Oximes :

(iv)By Acid Amides :

1 M.K. JAIN CLASSES PVT. LTD. (NEET/ IIT-JEE/ KVPY) 9414301104 | [Link]
CHEMISTRY AMINES

Chemical Properties
(i) Basic nature of amines :

(iii) Alkyl isocyanides :

(iv) Alkyl Isocyanates (Wurtz Method) :

(v) Leuckart reaction :

(vi) Ritter reaction :

(vii) Lossen rearrangement :

(viii) Schmit reaction :

(ix) Curtius reaction :

(ii) Reaction with water :


Physical Properties
(i) Solubility :

(ii) Boiling point

(iii) Alkylation :
Explaination :

(iv) Acetylation :

2 M.K. JAIN CLASSES PVT. LTD. (NEET/ IIT-JEE/ KVPY) 9414301104 | [Link]
CHEMISTRY AMINES

(v) Benzoylation : (Schotten-Baumann reaction)

(vi) Acidic behaviour :

(vii) With Grignard's reagent :

(viii) With Tilden's reagent :

(ix) With Hinsberg's reagent :

(b) Secondary amines :


(x) With Phenyl isocyanate :

(c) Tertiary amines :


(xi) Mannich reaction :

0 0 0
(xvi) Distinction between 1 ,2 and 3 amines :
(a) Reaction with HNO2:
(Xii) Hofmann's Mustard oil reaction (HMO reaction)

(xiii) With aldehydes :

(b) Reaction with benzene sulphon yl chloride :

(xiv) Hofmann carbylamine reaction (Isocyanide test) :

(xv) Oxidation
(a) Primary amines :

3 M.K. JAIN CLASSES PVT. LTD. (NEET/ IIT-JEE/ KVPY) 9414301104 | [Link]
CHEMISTRY AMINES

(c) Reaction with diethyloxalate (Hofmann's method) (ii) Halogenation :

ANILINE (iii) Nitration :


Methods of Preparation
(i) Lab method :

(ii) Industrial method :

Reactions
(i) Catalytic hydrogenation :

4 M.K. JAIN CLASSES PVT. LTD. (NEET/ IIT-JEE/ KVPY) 9414301104 | [Link]
CHEMISTRY AMINES

(iv) Sulphonation :

(v) Coupling reaction :

(vi) Reaction with phosgene :

(x) Oxidation :

(vii) Reaction with CS2+ Solid KOH :

(viii) Arylation :

Test for Aniline :

(ix) Diazotization :

5 M.K. JAIN CLASSES PVT. LTD. (NEET/ IIT-JEE/ KVPY) 9414301104 | [Link]
CHEMISTRY AMINES

Uses :
(iv) By the dehydration of aldoximes :

Resonance in Aniline and related points (v) From Primary amines :

Physical Properties

Chemical Properties
(i) Hydrolysis :

(ii) Reduction :

(b) Stephen's reaction :

(c) Mendius reaction


CYANIDES AND ISOCYANIDES
Preparation
(i) From alkyl halides :
(iii) Reaction with Grignard reagent :

(ii) From acid amides :

(iii) From Grignard reagent : (iv) Ethanolysis :

6 M.K. JAIN CLASSES PVT. LTD. (NEET/ IIT-JEE/ KVPY) 9414301104 | [Link]
CHEMISTRY AMINES

ISOCYANIDES
Preparation

(i) From alkyl halides :

(ii) From primary amines (carbylamine reaction) : ETHYL NITRITE (C2H5-O-N=O)


1. Preparation
(i) By adding conc. HCl or sulphuric acid to an
aqueous solution of sodium nitrite and ethyl alcohol.

(iii) From N-alkyformamide :


(ii) By the action of N2O3 on ethanol :

(iii) By the reaction between ethyl iodide and potassium nitrite.

Physical Properties
2. Properties

Chemical Properties
(i) Hydrolysis :
3. Uses

(ii) Reduction :
NITRO ALKANE

(iii) Action of heat :

(iv) Addition reactions :


Preparation
(i) From alkyl halides :

ALKYL NITRITES AND NITROALKANES

(ii)By direct nitration of alkanes :

7 M.K. JAIN CLASSES PVT. LTD. (NEET/ IIT-JEE/ KVPY) 9414301104 | [Link]
CHEMISTRY AMINES

Properties
Uses
(i)

(ii) Reduction :
NITROBENZENE

(iii) Action of nitrous acid :

METHODS OF PREPARATION
(i) By Nitration of Benzene (Laboratory Method)

(ii) By Oxidation of Aniline :

(iv) Halogenation :

Physical properties

Chemical reactions
(1) Reactions due to Nitro group
(v) Hydrolysis :

(a) Reduction in acidic medium :

8 M.K. JAIN CLASSES PVT. LTD. (NEET/ IIT-JEE/ KVPY) 9414301104 | [Link]
CHEMISTRY AMINES

(b) Neutral medium :

(c) Alkaline medium :

(d) Electrolytic reduction :

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9 M.K. JAIN CLASSES PVT. LTD. (NEET/ IIT-JEE/ KVPY) 9414301104 | [Link]
CHEMISTRY AMINES

(c) Catalytic reaction : (3) Nucleophilic substitution reactions :

(f) Reduction by Lithium aluminium hydride (LiAlH4) :

(2) Electrophilic substitution reaction due to benzene ring :

Test of Nitrobenzene : (Mulliken and Barker test)

Uses

MISCELLANEOUS SOLVED EXAMPLES

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CHEMISTRY AMINES

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11 M.K. JAIN CLASSES PVT. LTD. (NEET/ IIT-JEE/ KVPY) 9414301104 | [Link]
Daily Practice Problems

TARGET : IIT-JEE / NEET

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CHEMISTRY AMINES

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2 M.K. JAIN CLASSES PVT. LTD. (NEET/ IIT-JEE/ KVPY) 9414301104 | [Link]
CHEMISTRY AMINES

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CHEMISTRY AMINES

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SOLUTION

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CHEMISTRY AMINES

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CHEMISTRY AMINES

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CHEMISTRY AMINES

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CHEMISTRY AMINES

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CHEMISTRY AMINES

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