17 第十七章胺.pptVIP

4 Cope Elimination Mechanism 环状过渡态顺式消除 反应方向 Problem When the following amine is treated with an excess of CH3I, then Ag2O, the major product is A. But the minor product B is also formed, which has the (E) configuration. When this amine is treated with H2O2 and heated, the minor product C is obtained with the major A, which has (Z) configuration. Use sterochemical drawings of the transition states to explain these results. 5 Acylation of Amines Protection of Amino Hinsberg Reactions Yellow 6 Reactions with Nitrous Acid Primary Amines Aromatic Primary Amines Secondary Amines 强致癌物 Tertiary Amines 绿色晶体 7 Reactions of Enamines 亚胺 烯胺 * * Amines §1 Classification, Structure and Nomenclature Classification RNH2 R2NH R3N 伯胺(1o) 仲胺 (2o) 叔胺(3o) Structure Nomenclature 乙胺 苯胺 环己胺 三丙胺 ethylamine aniline cyclohexylamine tripropylamine N-甲基苯胺 N-甲基-N-乙基环己胺 N,N-二甲基丙胺 N-methylaniline N-ethyl-N-methylcyclohexylamine N,N-dimethylpropylamine 2-甲基-4-氨基戊烷 对氨基苯甲酸 2-氨基乙醇 2-amino-4-methylpentane p-aminobenzoic acid 2-aminoethanol 四甲基氯化铵 氯化四甲铵 二甲基二苯基硝酸铵 硝酸二甲基二苯基铵 四乙基氢氧化铵 氢氧化四乙铵 Tetramethyl ammonium chloride Dimethyldiphenyl ammonium nitrate Tetraethyl ammonium hydroxide §2 Physical and Spectroscopic Properties Physical Properties Hydrogen Bonding 毒性：有毒 气味：高级胺有鱼 腥味 Spectroscopic Properties §3 Preparation of Amines 1 Alkylation of Ammonia 2 Gabriel method 3 Reduction of Nitryl Selective Reduction Reduction in Alkaline Conditions Reduction of Nitrile and other Nitrogen-Containing Compounds Hofmann Arrangement and Related Reactions Hofmann Arrangement Mechanism 异氰酸酯 Application of Hofmann Arrangement Related Reactions Curtius Arrangement Schmidt Arrangement Mechanism Bucherer Reaction Mannich Reaction 含a-H酮 伯胺或仲胺 b-氨基酮 Mechanism Application of Mannich Reaction in Synthesis §4 Chemical Properties of Amines 1 Basicity 2 Alkylation of amines PTC-Phase Transfer Catalysis 3 Hofmann Elimination Mechanism 反式, 共平面 反应方向 *