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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
—— (1S)-2-methylcyclohex-2-ene-1-carbonyl chloride —— C8H11ClO
(1S)-2-methylcyclohex-2-ene-1-carbonyl chloride
—— (1S,2R)-2-chlorocyclobutane-1-carbonyl chloride —— C5H6Cl2O
(1S,2R)-2-chlorocyclobutane-1-carbonyl chloride
—— (2S,3S)-3-propan-2-ylbicyclo[2.2.2]octane-2-carbonyl chloride —— C12H19ClO
(2S,3S)-3-propan-2-ylbicyclo[2.2.2]octane-2-carbonyl chloride
—— (1S,2S)-2-methylcyclohex-3-ene-1-carbonyl chloride —— C8H11ClO
(1S,2S)-2-methylcyclohex-3-ene-1-carbonyl chloride
—— (1R,4S)-bicyclo[2.2.1]hept-2-ene-2-carbonyl chloride —— C8H9ClO
(1R,4S)-bicyclo[2.2.1]hept-2-ene-2-carbonyl chloride
—— (1R)-2-methylcyclohex-2-ene-1-carbonyl chloride —— C8H11ClO
(1R)-2-methylcyclohex-2-ene-1-carbonyl chloride
—— (1R,2S)-2-methylcyclohex-3-ene-1-carbonyl chloride —— C8H11ClO
(1R,2S)-2-methylcyclohex-3-ene-1-carbonyl chloride
—— (1S)-1-methyl-2-methylidenecyclopentane-1-carbonyl chloride —— C8H11ClO
(1S)-1-methyl-2-methylidenecyclopentane-1-carbonyl chloride
—— (1R,4S)-bicyclo[2.2.1]hepta-2,5-diene-2-carbonyl chloride —— C8H7ClO
(1R,4S)-bicyclo[2.2.1]hepta-2,5-diene-2-carbonyl chloride
—— (1S,4R)-bicyclo[2.2.2]octa-2,5-diene-2-carbonyl chloride —— C9H9ClO
(1S,4R)-bicyclo[2.2.2]octa-2,5-diene-2-carbonyl chloride
—— (1R,5S)-3-propan-2-ylbicyclo[3.2.1]octane-3-carbonyl chloride —— C12H19ClO
(1R,5S)-3-propan-2-ylbicyclo[3.2.1]octane-3-carbonyl chloride
—— (2R,3R)-3-Isopropyl-bicyclo[2.2.2]octane-2-carbonyl chloride —— C12H19ClO
(2R,3R)-3-Isopropyl-bicyclo[2.2.2]octane-2-carbonyl chloride
—— (1R)-1-methylcyclohex-2-ene-1-carbonyl chloride —— C8H11ClO
(1R)-1-methylcyclohex-2-ene-1-carbonyl chloride
—— (1R)-1,2-dimethylcyclopent-2-ene-1-carbonyl chloride —— C8H11ClO
(1R)-1,2-dimethylcyclopent-2-ene-1-carbonyl chloride
—— (1S)-1,3-dimethylcyclopent-2-ene-1-carbonyl chloride —— C8H11ClO
(1S)-1,3-dimethylcyclopent-2-ene-1-carbonyl chloride
—— (1S,4R)-bicyclo[2.2.1]hept-2-ene-2-carbonyl chloride —— C8H9ClO
(1S,4R)-bicyclo[2.2.1]hept-2-ene-2-carbonyl chloride
—— (1S,2S)-2,4-dimethylcyclopent-3-ene-1-carbonyl chloride —— C8H11ClO
(1S,2S)-2,4-dimethylcyclopent-3-ene-1-carbonyl chloride
—— (1R)-2-methylcyclohexa-2,5-diene-1-carbonyl chloride —— C8H9ClO
(1R)-2-methylcyclohexa-2,5-diene-1-carbonyl chloride
—— 2-n-butyl-2-cyclopropene-1-carbonyl chloride —— C8H11ClO
2-n-butyl-2-cyclopropene-1-carbonyl chloride
—— (1S,2S)-2-chlorocyclobutane-1-carbonyl chloride —— C5H6Cl2O
(1S,2S)-2-chlorocyclobutane-1-carbonyl chloride
—— (1S,2R)-1,2-dimethylcyclohexane-1-carbonyl fluoride —— C9H15FO
(1S,2R)-1,2-dimethylcyclohexane-1-carbonyl fluoride
—— (1R,5R)-bicyclo[3.2.0]heptane-3-carbonyl chloride —— C8H11ClO
(1R,5R)-bicyclo[3.2.0]heptane-3-carbonyl chloride
—— (1S,4R)-bicyclo[2.2.1]hepta-2,5-diene-2-carbonyl chloride —— C8H7ClO
(1S,4R)-bicyclo[2.2.1]hepta-2,5-diene-2-carbonyl chloride
—— (2S)-2,5,5-trimethylheptanoyl chloride —— C10H19ClO
(2S)-2,5,5-trimethylheptanoyl chloride
—— (2R)-2-bromopentanoyl chloride —— C5H8BrClO
(2R)-2-bromopentanoyl chloride
—— (6S)-6-methylcyclohexene-1-carbonyl chloride —— C8H11ClO
(6S)-6-methylcyclohexene-1-carbonyl chloride
—— (2S)-4,4,4-trifluoro-2-methylbutanoyl chloride —— C5H6ClF3O
(2S)-4,4,4-trifluoro-2-methylbutanoyl chloride
—— (2R)-4,4,4-trifluoro-2-methylbutanoyl chloride —— C5H6ClF3O
(2R)-4,4,4-trifluoro-2-methylbutanoyl chloride
—— (1S)-4-pentylcyclohex-3-ene-1-carbonyl chloride —— C12H19ClO
(1S)-4-pentylcyclohex-3-ene-1-carbonyl chloride
—— (2S)-2,3,3,3-tetrafluoropropanoyl chloride —— C3HClF4O
(2S)-2,3,3,3-tetrafluoropropanoyl chloride
—— (1R)-4-pentylcyclohex-3-ene-1-carbonyl chloride —— C12H19ClO
(1R)-4-pentylcyclohex-3-ene-1-carbonyl chloride
—— (2R)-2,4,4,4-tetrachlorobutanoyl chloride —— C4H3Cl5O
(2R)-2,4,4,4-tetrachlorobutanoyl chloride
—— 3-[(3-Carbonochloridoyl-1-adamantyl)-chlorophosphoryl]adamantane-1-carbonyl chloride —— C22H28Cl3O3P
3-[(3-Carbonochloridoyl-1-adamantyl)-chlorophosphoryl]adamantane-1-carbonyl chloride
—— (6Z,9E,12Z)-octadeca-6,9,12-trienoyl chloride —— C18H29ClO
(6Z,9E,12Z)-octadeca-6,9,12-trienoyl chloride
—— (1S)-2,2,3,3-tetrafluoro-1-methylcyclobutane-1-carbonyl chloride —— C6H5ClF4O
(1S)-2,2,3,3-tetrafluoro-1-methylcyclobutane-1-carbonyl chloride
—— (2S)-2-bromobutanoyl chloride —— C4H6BrClO
(2S)-2-bromobutanoyl chloride
—— (1R)-3,4-dimethylcyclohex-3-ene-1-carbonyl chloride —— C9H13ClO
(1R)-3,4-dimethylcyclohex-3-ene-1-carbonyl chloride
—— (2R)-2-bromo-3-methylbutanoyl bromide —— C5H8Br2O
(2R)-2-bromo-3-methylbutanoyl bromide
—— (311C)propanoyl chloride —— C3H5ClO
(311C)propanoyl chloride
—— (2S)-2,4,4-trimethylpentanoyl chloride —— C8H15ClO
(2S)-2,4,4-trimethylpentanoyl chloride
—— (1S,2S,3R,4R)-2,3-dichlorobicyclo[2.1.1]hexane-5-carbonyl chloride —— C7H7Cl3O
(1S,2S,3R,4R)-2,3-dichlorobicyclo[2.1.1]hexane-5-carbonyl chloride
—— (1S,2R,3S,4R)-2,3-dichlorobicyclo[2.1.1]hexane-5-carbonyl chloride —— C7H7Cl3O
(1S,2R,3S,4R)-2,3-dichlorobicyclo[2.1.1]hexane-5-carbonyl chloride
—— (2S)-2-bromohexanoyl bromide —— C6H10Br2O
(2S)-2-bromohexanoyl bromide
—— (2R)-2,4-dibromobutanoyl chloride —— C4H5Br2ClO
(2R)-2,4-dibromobutanoyl chloride
—— (2S)-2,3-dichloropropanoyl chloride —— C3H3Cl3O
(2S)-2,3-dichloropropanoyl chloride
—— (2S)-2-bromo-3-methylbutanoyl bromide —— C5H8Br2O
(2S)-2-bromo-3-methylbutanoyl bromide
—— (1R)-2,2,3,3-tetrafluoro-1-methylcyclobutane-1-carbonyl chloride —— C6H5ClF4O
(1R)-2,2,3,3-tetrafluoro-1-methylcyclobutane-1-carbonyl chloride
—— (2S)-2,4-dibromobutanoyl chloride —— C4H5Br2ClO
(2S)-2,4-dibromobutanoyl chloride
—— (2R)-2-bromohexanoyl bromide —— C6H10Br2O
(2R)-2-bromohexanoyl bromide
—— (2R)-2,3-dichloropropanoyl chloride —— C3H3Cl3O
(2R)-2,3-dichloropropanoyl chloride