Chapter 13: AMINES-DIAZONIUM SALTS

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ORGANIC CHEMISTRY Dr Nam T. S. Phan Faculty of Chemical Engineering HCMC University of Technology Office: room 211, B2 Building Phone: 8647256 ext. 5681 Email: ptsnam@hcmut.edu.vn 1 .Chapter 13: AMINES-DIAZONIUM SALTS 2 .NOMENCLATURE OF

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Nội dung Text: Chapter 13: AMINES-DIAZONIUM SALTS

ORGANIC CHEMISTRY Dr Nam T. S. Phan Faculty of Chemical Engineering HCMC University of Technology Office: room 211, B2 Building Phone: 8647256 ext. 5681 Email: ptsnam@hcmut.edu.vn 1
Chapter 13: AMINES-DIAZONIUM SALTS 2
NOMENCLATURE OF AMINES Common names: alkyl + amine 3
IUPAC names: alkan + amine 4
Substituents are listed in alphabetical order, regardless of whether they are attached to the nitrogen or the hydrocarbon 5
PREPARATIONS OF AMINES Alkylation of ammonia 6
Gabriel synthesis of primary amines 7
Amines by reduction 8
Preparation of arylamines 9
1:1 molar ratio • It is possible to selectively reduce just 1 of 2 nitro groups using S 10
Amines by reductive amination 11
Amines by Hoffman Rearrangement Have 1 less carbon atom 12
BASICITY OF AMINES NOTE: pK of conjugate 13
REACTIONS OF AMINES Reactions with primary amines 14
Reactions with secondary amines 15
Reactions with carboxylic acid derivatives 16
Reactions with alkyl halides Nucleophilic substitution reaction Excess amine 17
The Hofmann elimination reaction Quaternary ammonium hydroxide formation 18
Different from Zaitsev’s product 19
Oxidation reactions Amines can be oxidized by hydrogen peroxide, peroxyacids, other common oxidizing agents 20