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Ngày đăng: 14/04/2018, 16:00

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: Chapter 13: AMINES-DIAZONIUM SALTS NOMENCLATURE OF AMINES Common names: alkyl + amine IUPAC names: alkan + amine Substituents are listed in alphabetical order, regardless of whether they are attached to the nitrogen or the hydrocarbon PREPARATIONS OF AMINES Alkylation of ammonia Gabriel synthesis of primary amines Amines by reduction Preparation of arylamines 1:1 molar ratio • It is possible to selectively reduce just of nitro groups using S2• H2 /Pd, Fe/HCl… will reduce both nitro groups10 Mechanism: 22 23 Alkyl diazonium salt is NOT stable 24 REACTIONS OF DIAZONIUM SALTS Sandmeyer reactions KCl, KBr can NOT be used in place of CuCl, CuBr 25 This Cl is from CuCl 26 Schiemann reaction 27 Preparation of phenol from diazonium salt 28 Reductive deaminations Anhydrous C2H5OH, NaBH4 can be used in place of H3PO2 29 Electrondonating group Azo coupling reactions Electrophilic aromatic substitution Substitution will occur at ortho position if the 30 para is blocked DESIGNING A SYNTHESIS 31 32 33 34 35 36
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