目录
前言
Chapter 1 General Knowledge of Organic Chemistry Experiments 1
1.1 Rules for Organic Chemistry Laboratory 1
1.2 Safety Knowledge in the Organic Laboratory 2
1.3 Commonly Used Equipment and Apparatus of Organic Chemistry Experiments 6
1.4 Cleaning and Drying of Glassware 12
1.5 Heating,Cooling and Drying of Reagents in Organic Chemistry Experiments 13
1.6 Basic Requirements for Pre-lab Work,Lab Record and Lab Report 20
Chapter 2 Basic Operations of Organic Chemistry Experiments 25
Exp.1 Determination of Melting Point 25
Exp.2 Simple Distillation and Determination of Boiling Point 29
Exp.3 Recrystallization 32
Exp.4 Extraction 38
Exp.5 Vacuum Distillation 44
Exp.6 Steam Distillation 49
Exp.7 Fractional Distillation 54
Exp.8 Column Chromatography 57
Exp.9 Thin Layer Chromatography 60
Exp.10 Paper Chromatography 64
Chapter 3 Preparation Experiments of Organic Compounds 68
Exp.11 Preparation of Cyclohexene 68
Exp.12 Preparation of 1-Bromobutane 71
Exp.13 Preparation of Bromobenzene 75
Exp.14 Preparation of 2-Methyl-2-Butanol 77
Exp.15 Preparation of Diphenylmethanol 80
Exp.16 Preparation of 1,1'-Binaphthol (a Reference-based Experiment) 82
Exp.17 Preparation of Di-n-butyl Ether 83
Exp.18 Preparation of Cyclohexanone 86
Exp.19 Preparation of Benzalacetone and Dibenzalacetone 87
Exp.20 Preparation of Benzoin 90
Exp.21 Preparation of Benzoic Acid 92
Exp.22 Preparation of Adipic Acid 94
Exp.23 Preparation of Cinnamic Acid 97
Exp.24 Preparation of Coumarin-3-carboxylic Acid 99
Exp.25 Preparation of Furfuryl Alcohol and Furoic Acid 102
Exp.26 Preparation of Ethyl Acetate 104
Exp.27 Synthesis of Dibutyl Phthalate 107
Exp.28 Synthesis of Ethyl Acetoacetate 109
Exp.29 Preparation of Acetylsalicylic Acid (Aspirin) 110
Exp.30 Preparation of Acetanilide 112
Exp.31 Preparation of p-Acetamidobenzenesulfonyl Chloride 115
Exp.32 Preparation of p-Aminobenzenesulfonamide 118
Exp.33 Green Synthesis of N-bromosuccinimide 120
Exp.34 Synthesis of Methyl Orange 121
Exp.35 The Preparation and Beckmann Rearrangement of Benzophenone Oxime 124
Exp.36 Preparation of Aniline 126
Exp.37 Preparation and Resolution of Racemic α-Phenylethylamine 129
Exp.38 Optical Resolution of Trans-1,2-diaminocyclohexane 132
Exp.39 Preparation of 2,3; 5,6-Di-O-isopropylidene-α-D-mannofuranose 134
Exp.40 Isolation of Caffeine from Tea Leaves 136
Chapter 4 Reactivity Experiments of Organic Compounds 140
Exp.41 The Preparation and Reactivities of Ethylene and Ethyne 140
Exp.42 The Reactivities of Aromatic Compounds 143
Exp.43 The Reactivities of Some Alkyl Halides 145
Exp.44 The Reactivities of Alcohols and Phenols 148
Exp.45 The Reactivities of Aldehydes and Ketones 149
Exp.46 The Reactivities of Carboxylic Acids and Their Derivatives 151
Exp.47 The Reactivities of Amines 152
第1章 有机化学实验的一般知识 155
1.1 有机化学实验室规则 155
1.2 有机化学实验室的安全知识 155
1.3 有机化学实验常用仪器和装置 158
1.4 玻璃仪器的洗涤和干燥 163
1.5 有机化学实验中试剂的加热、冷却和干燥 165
1.6 实验预习、实验记录和实验报告的基本要求 169
第2章 有机化学实验基本操作 174
实验1 熔点测定 174
实验2 简单蒸馏及沸点测定 177
实验3 重结晶 180
实验4 萃取 184
实验5 减压蒸馏 188
实验6 水蒸气蒸馏 192
实验7 分馏 196
实验8 柱色谱 198
实验9 薄层色谱 201
实验10 纸色谱 204
第3章 有机化合物制备实验 207
实验11 环己烯的制备 207
实验12 1-溴丁烷的制备 210
实验13 溴苯的制备 212
实验14 2-甲基-2-丁醇的制备 215
实验15 二苯甲醇的制备 217
实验16 1,1'-联二萘酚的合成(文献实验) 218
实验17 正丁醚的制备 219
实验18 环己酮的制备 221
实验19 苄叉丙酮和二苄叉丙酮的制备 222
实验20 安息香的制备 224
实验21 苯甲酸的制备 226
实验22 己二酸的制备 228
实验23 肉桂酸的制备 229
实验24 香豆素-3-羧酸的制备 232
实验25 呋喃甲醇和呋喃甲酸的制备 234
实验26 乙酸乙酯的制备 236
实验27 邻苯二甲酸二丁酯的制备 238
实验28 乙酰乙酸乙酯的制备 240
实验29 乙酰水杨酸(阿司匹林)的制备 241
实验30 乙酰苯胺的制备 242
实验31 对乙酰氨基苯磺酰氯的制备 245
实验32 对氨基苯磺酰胺的制备 247
实验33 N-溴代丁二酰亚胺的绿色合成 248
实验34 甲基橙的制备 250
实验35 二苯甲酮肟的制备及贝克曼重排 252
实验36 苯胺的制备 253
实验37 外消旋α-苯乙胺的制备和拆分 255
实验38 反-1,2-二氨基环己烷的手性拆分 258
实验39 2,3;5,6-二-O-异丙叉基-α-D-呋喃甘露糖的制备 259
实验40 从茶叶中提取咖啡因 261
第4章 有机化合物性质实验 264
实验41 乙烯、乙炔的制备和性质 264
实验42 芳烃的性质 266
实验43 卤代烃的性质 268
实验44 醇和酚的性质 270
实验45 醛和酮的性质 271
实验46 羧酸及其衍生物的性质 272
实验47 胺的性质 273
参考文献 276