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酰卤

酰卤

酰卤是一类含有卤素原子(如氯、溴等)和羰基官能团的化合物,通式为R-CO-X,其中R代表一个烷基、芳基或其他烃基团,X表示卤素。这类化合物因其在有机合成中具有重要应用而受到广泛关注。

1. 物理性质 酰卤通常为无色液体或固体,在常温下较为稳定,但在较高温度时会发生水解反应生成相应的羧酸和卤化氢。例如,乙酰氯(CH3COCl)是无色易挥发的油状液体,而乙酸酐(CH3CO)2O则为有刺激性气味的无色透明液体。

2. 化学性质

  • 水解反应:酰卤能够与水迅速反应生成相应的羧酸和卤化氢气体。例如: [ R-CO-X + H_2O → R-COOH + HX ]

  • 亲核取代反应:这类化合物也是良好的离去基团,可以用于亲核取代反应,如傅-克酰基化反应等。 [ R'-OH + R-COCl → R'-COR + HCl ]

3. 应用 酰卤因其较高的活性和选择性,在有机合成中具有重要应用价值。它们常被用来作为中间体来引入羰基,进而用于合成各种重要的药物、农药、香料等化合物。

  • 药物合成:由于其高反应性和稳定性,酰卤常用于制备特定结构的药物分子。

  • 合成其他化学品:通过与多种亲核试剂发生反应,可以合成酯、酸酐等多种衍生物。

总的来说,酰卤是一类多功能且广泛应用的有机化合物,在有机化学领域占据着重要位置。

相关化合物

中文名称 英文名称 CAS号 化学式 结构式图片
—— (1R,5S,6R)-bicyclo[3.2.2]non-8-ene-6-carbonyl chloride —— C10H13ClO
(1R,5S,6R)-bicyclo[3.2.2]non-8-ene-6-carbonyl chloride
—— (1R,2S,4R)-3,3-dimethylbicyclo[2.2.1]hept-5-ene-2-carbonyl chloride —— C10H13ClO
(1R,2S,4R)-3,3-dimethylbicyclo[2.2.1]hept-5-ene-2-carbonyl chloride
—— (1R,2R,3R,5R,6R)-3-fluorotricyclo[4.2.1.02,5]non-7-ene-3-carbonyl fluoride —— C10H10F2O
(1R,2R,3R,5R,6R)-3-fluorotricyclo[4.2.1.02,5]non-7-ene-3-carbonyl fluoride
—— (1S,2R,3R,5R,6S)-3-fluorotricyclo[4.2.1.02,5]non-7-ene-3-carbonyl fluoride —— C10H10F2O
(1S,2R,3R,5R,6S)-3-fluorotricyclo[4.2.1.02,5]non-7-ene-3-carbonyl fluoride
—— (1R,2R,3S,4R)-3-aminobicyclo[2.2.1]hept-5-ene-2-carbonyl chloride —— C8H10ClNO
(1R,2R,3S,4R)-3-aminobicyclo[2.2.1]hept-5-ene-2-carbonyl chloride
—— (1S,2R,3S,4S)-3-aminobicyclo[2.2.1]hept-5-ene-2-carbonyl chloride —— C8H10ClNO
(1S,2R,3S,4S)-3-aminobicyclo[2.2.1]hept-5-ene-2-carbonyl chloride
—— (1S,5R)-bicyclo[3.2.1]octane-1-carbonyl chloride —— C9H13ClO
(1S,5R)-bicyclo[3.2.1]octane-1-carbonyl chloride
—— (1R,2S,3R,4R)-3-ethenylbicyclo[2.2.1]hept-5-ene-2-carbonyl chloride —— C10H11ClO
(1R,2S,3R,4R)-3-ethenylbicyclo[2.2.1]hept-5-ene-2-carbonyl chloride
—— (1R,5S)-bicyclo[3.2.1]octane-1-carbonyl chloride —— C9H13ClO
(1R,5S)-bicyclo[3.2.1]octane-1-carbonyl chloride
—— (1R,2R,3S,5R,6R)-tricyclo[4.2.1.02,5]non-7-ene-3-carbonyl chloride —— C10H11ClO
(1R,2R,3S,5R,6R)-tricyclo[4.2.1.02,5]non-7-ene-3-carbonyl chloride
—— (1S,2S,4S)-3,3-dimethylbicyclo[2.2.1]hept-5-ene-2-carbonyl chloride —— C10H13ClO
(1S,2S,4S)-3,3-dimethylbicyclo[2.2.1]hept-5-ene-2-carbonyl chloride
—— (1S,2S,4R)-2-fluorobicyclo[2.2.1]hept-5-ene-2-carbonyl fluoride —— C8H8F2O
(1S,2S,4R)-2-fluorobicyclo[2.2.1]hept-5-ene-2-carbonyl fluoride
—— (1S,2R,4R)-2-fluorobicyclo[2.2.1]hept-5-ene-2-carbonyl fluoride —— C8H8F2O
(1S,2R,4R)-2-fluorobicyclo[2.2.1]hept-5-ene-2-carbonyl fluoride
—— (1R,4S)-5,5-dimethylbicyclo[2.1.1]hexane-1-carbonyl chloride —— C9H13ClO
(1R,4S)-5,5-dimethylbicyclo[2.1.1]hexane-1-carbonyl chloride
—— (1R,4R)-bicyclo[2.2.1]hept-2-ene-7-carbonyl chloride —— C8H9ClO
(1R,4R)-bicyclo[2.2.1]hept-2-ene-7-carbonyl chloride
—— (1R,5R)-3-propan-2-ylbicyclo[3.2.1]octane-3-carbonyl chloride —— C12H19ClO
(1R,5R)-3-propan-2-ylbicyclo[3.2.1]octane-3-carbonyl chloride
—— (1S,4R)-5,5-dimethylbicyclo[2.1.1]hexane-1-carbonyl chloride —— C9H13ClO
(1S,4R)-5,5-dimethylbicyclo[2.1.1]hexane-1-carbonyl chloride
—— (1S,5S)-bicyclo[3.1.1]heptane-6-carbonyl chloride —— C8H11ClO
(1S,5S)-bicyclo[3.1.1]heptane-6-carbonyl chloride
—— (1R,5R)-bicyclo[3.1.1]heptane-6-carbonyl chloride —— C8H11ClO
(1R,5R)-bicyclo[3.1.1]heptane-6-carbonyl chloride
—— (1R,4R)-bicyclo[2.2.1]hepta-2,5-diene-2-carbonyl chloride —— C8H7ClO
(1R,4R)-bicyclo[2.2.1]hepta-2,5-diene-2-carbonyl chloride
—— (1S,4S)-bicyclo[2.2.1]hept-2-ene-2-carbonyl chloride —— C8H9ClO
(1S,4S)-bicyclo[2.2.1]hept-2-ene-2-carbonyl chloride
—— (1R,4R)-bicyclo[2.2.1]hept-2-ene-2-carbonyl chloride —— C8H9ClO
(1R,4R)-bicyclo[2.2.1]hept-2-ene-2-carbonyl chloride
—— (1S,5S)-3-propan-2-ylbicyclo[3.2.1]octane-3-carbonyl chloride —— C12H19ClO
(1S,5S)-3-propan-2-ylbicyclo[3.2.1]octane-3-carbonyl chloride
—— (1R)-2-octylcycloprop-2-ene-1-carbonyl chloride —— C12H19ClO
(1R)-2-octylcycloprop-2-ene-1-carbonyl chloride
—— (E)-3-[(1R,4S)-2,2,3,3-tetrafluoro-4-methylcyclobutyl]prop-2-enoyl chloride —— C8H7ClF4O
(E)-3-[(1R,4S)-2,2,3,3-tetrafluoro-4-methylcyclobutyl]prop-2-enoyl chloride
—— (Z)-3-[(1R,4S)-2,2,3,3-tetrafluoro-4-methylcyclobutyl]prop-2-enoyl chloride —— C8H7ClF4O
(Z)-3-[(1R,4S)-2,2,3,3-tetrafluoro-4-methylcyclobutyl]prop-2-enoyl chloride
—— (E)-3-[(1R,4R)-2,2,3,3-tetrafluoro-4-methylcyclobutyl]prop-2-enoyl chloride —— C8H7ClF4O
(E)-3-[(1R,4R)-2,2,3,3-tetrafluoro-4-methylcyclobutyl]prop-2-enoyl chloride
—— (Z)-3-[(1R,4R)-2,2,3,3-tetrafluoro-4-methylcyclobutyl]prop-2-enoyl chloride —— C8H7ClF4O
(Z)-3-[(1R,4R)-2,2,3,3-tetrafluoro-4-methylcyclobutyl]prop-2-enoyl chloride
—— (3R,5R)-3,5-dimethyladamantane-1-carbonyl chloride —— C13H19ClO
(3R,5R)-3,5-dimethyladamantane-1-carbonyl chloride
—— (3S,5S)-3,5-dimethyladamantane-1-carbonyl chloride —— C13H19ClO
(3S,5S)-3,5-dimethyladamantane-1-carbonyl chloride
—— (1R,4R)-bicyclo[2.2.2]octa-2,5-diene-2-carbonyl chloride —— C9H9ClO
(1R,4R)-bicyclo[2.2.2]octa-2,5-diene-2-carbonyl chloride
—— (1S,4S)-bicyclo[2.2.2]octa-2,5-diene-2-carbonyl chloride —— C9H9ClO
(1S,4S)-bicyclo[2.2.2]octa-2,5-diene-2-carbonyl chloride
—— (1R,2S,3R,4R)-bicyclo[2.2.1]hept-5-ene-2,3-dicarbonyl chloride —— C9H8Cl2O2
(1R,2S,3R,4R)-bicyclo[2.2.1]hept-5-ene-2,3-dicarbonyl chloride
—— (1S,2S,3R,4S)-bicyclo[2.2.1]hept-5-ene-2,3-dicarbonyl chloride —— C9H8Cl2O2
(1S,2S,3R,4S)-bicyclo[2.2.1]hept-5-ene-2,3-dicarbonyl chloride
—— (1R,4R,7S,8S)-tricyclo[5.4.0.04,8]undecane-1-carbonyl chloride —— C12H17ClO
(1R,4R,7S,8S)-tricyclo[5.4.0.04,8]undecane-1-carbonyl chloride
—— (1R,4R,7S,8R)-tricyclo[5.4.0.04,8]undecane-1-carbonyl chloride —— C12H17ClO
(1R,4R,7S,8R)-tricyclo[5.4.0.04,8]undecane-1-carbonyl chloride
—— (1R,4S,7S,8S)-tricyclo[5.4.0.04,8]undecane-1-carbonyl chloride —— C12H17ClO
(1R,4S,7S,8S)-tricyclo[5.4.0.04,8]undecane-1-carbonyl chloride
—— (2R)-2,4-dibromobutanoyl bromide —— C4H5Br3O
(2R)-2,4-dibromobutanoyl bromide
—— (2S)-2,4-dibromobutanoyl bromide —— C4H5Br3O
(2S)-2,4-dibromobutanoyl bromide
—— (1R,4S)-bicyclo[2.2.1]hept-2-ene-1-carbonyl chloride —— C8H9ClO
(1R,4S)-bicyclo[2.2.1]hept-2-ene-1-carbonyl chloride
—— 3-[chloro(methyl)phosphoryl]propanoyl chloride —— C4H7Cl2O2P
3-[chloro(methyl)phosphoryl]propanoyl chloride
—— (1S,4R)-bicyclo[2.2.1]hept-2-ene-1-carbonyl chloride —— C8H9ClO
(1S,4R)-bicyclo[2.2.1]hept-2-ene-1-carbonyl chloride
—— 3-[chloro(methyl)phosphoryl]propanoyl chloride —— C4H7Cl2O2P
3-[chloro(methyl)phosphoryl]propanoyl chloride
—— (2S,5S)-2,5-dibromohexanedioyl dichloride —— C6H6Br2Cl2O2
(2S,5S)-2,5-dibromohexanedioyl dichloride
—— 2,2,3,3,4,4-hexafluoro-4-[(2R)-1,1,1,2,3-pentafluoro-3-oxopropan-2-yl]oxybutanoyl fluoride —— C7F12O3
2,2,3,3,4,4-hexafluoro-4-[(2R)-1,1,1,2,3-pentafluoro-3-oxopropan-2-yl]oxybutanoyl fluoride
—— 2,2,3,3,4,4-hexafluoro-4-[(2S)-1,1,1,2,3-pentafluoro-3-oxopropan-2-yl]oxybutanoyl fluoride —— C7F12O3
2,2,3,3,4,4-hexafluoro-4-[(2S)-1,1,1,2,3-pentafluoro-3-oxopropan-2-yl]oxybutanoyl fluoride
—— (3R)-3,4,5,5,5-pentafluoro-4-(trifluoromethyl)pentanoyl fluoride —— C6H3F9O
(3R)-3,4,5,5,5-pentafluoro-4-(trifluoromethyl)pentanoyl fluoride
—— (3S)-3,4,5,5,5-pentafluoro-4-(trifluoromethyl)pentanoyl fluoride —— C6H3F9O
(3S)-3,4,5,5,5-pentafluoro-4-(trifluoromethyl)pentanoyl fluoride
—— (2R)-2-ethylbutanedioyl dichloride —— C6H8Cl2O2
(2R)-2-ethylbutanedioyl dichloride
—— (1R,5R)-tricyclo[3.3.1.03,7]nonane-3-carbonyl chloride —— C10H13ClO
(1R,5R)-tricyclo[3.3.1.03,7]nonane-3-carbonyl chloride