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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
—— 1,3-Dimethyl-cyclopent-2-enecarbonyl chloride 84884-05-9 C8H11ClO
1,3-Dimethyl-cyclopent-2-enecarbonyl chloride
—— (2,2-Dichloro-1,1,2-trifluoroethoxy)(difluoro)acetyl fluoride 83865-23-0 C4Cl2F6O2
(2,2-Dichloro-1,1,2-trifluoroethoxy)(difluoro)acetyl fluoride
—— ethylcyclohexylcarbonyl chloride 1029128-58-2 C9H15ClO
ethylcyclohexylcarbonyl chloride
—— fumaryl fluoride 24647-23-2 C4H2F2O2
fumaryl fluoride
—— α-bromoacrylic acid chloride 41965-71-3 C3H2BrClO
α-bromoacrylic acid chloride
—— 2,6-dibromocaproic acid bromide 142644-09-5 C6H9Br3O
2,6-dibromocaproic acid bromide
—— β-(triethylgermyl)propionyl chloride 18478-22-3 C9H19ClGeO
β-(triethylgermyl)propionyl chloride
—— Dibromohydrocrotonic acid chloride 51356-48-0 C4H5Br2ClO
Dibromohydrocrotonic acid chloride
—— β-bromobutyryl chloride 67262-84-4 C4H6BrClO
β-bromobutyryl chloride
—— 2-propyl-pent-2-enoyl chloride 33786-48-0 C8H13ClO
2-propyl-pent-2-enoyl chloride
—— acetylenedicarboxylic acid dichloride 81378-06-5 C4Cl2O2
acetylenedicarboxylic acid dichloride
—— methyl succinyl chloride 44806-45-3 C5H6Cl2O2
methyl succinyl chloride
—— 2,5-dibromovaleryl bromide 89180-84-7 C5H7Br3O
2,5-dibromovaleryl bromide
—— (1R,2R,3S,4S)-3-Methyl-bicyclo[2.2.1]hept-5-ene-2-carbonyl chloride —— C9H11ClO
(1R,2R,3S,4S)-3-Methyl-bicyclo[2.2.1]hept-5-ene-2-carbonyl chloride
—— (1R,2R)-cyclohexane-1,2-dicarboxylic acid chloride 33209-25-5 C8H10Cl2O2
(1R,2R)-cyclohexane-1,2-dicarboxylic acid chloride
—— trans-cyclobutane-1,2-dicarbonyl dichloride 3668-43-7 C6H6Cl2O2
trans-cyclobutane-1,2-dicarbonyl dichloride
—— (2R)-Methylbernsteinsaeure-dichlorid 44806-45-3 C5H6Cl2O2
(2R)-Methylbernsteinsaeure-dichlorid
—— ethylmethylmalonyl chloride 5659-96-1 C6H8Cl2O2
ethylmethylmalonyl chloride
—— Cyclopropyl-propynoyl chloride 268542-56-9 C6H5ClO
Cyclopropyl-propynoyl chloride
—— 1,2,2-trimethyl-cyclopentane-1,3-dicarbonyl chloride 48138-74-5 C10H14Cl2O2
1,2,2-trimethyl-cyclopentane-1,3-dicarbonyl chloride
—— β-triethylsilylpropionic acid chloride 17873-90-4 C9H19ClOSi
β-triethylsilylpropionic acid chloride
—— 11-cyanoundecanoyl chloride 35042-91-2 C12H20ClNO
11-cyanoundecanoyl chloride
—— <1-13C>propionyl chloride 145936-97-6 C3H5ClO
<1-13C>propionyl chloride
—— 4-methyl-3-(isopropyl)-pent-2-enoic acid chloride 106329-08-2 C9H15ClO
4-methyl-3-(isopropyl)-pent-2-enoic acid chloride
—— 1-diamantanecarboxylic acid chloride 59078-38-5 C15H19ClO
1-diamantanecarboxylic acid chloride
—— pentadecafluoro-1-adamantanecarbonyl fluoride 82829-42-3 C11F16O
pentadecafluoro-1-adamantanecarbonyl fluoride
—— 2-Chlor-3,3,3-trifluor-2-trifluormethylpropionsaeurechlorid 662-19-1 C4Cl2F6O
2-Chlor-3,3,3-trifluor-2-trifluormethylpropionsaeurechlorid
—— propanoyl iodide 598-40-3 C3H5IO
propanoyl iodide
—— fluorure d'acide glutarique 13022-55-4 C5H6F2O2
fluorure d'acide glutarique
—— Octadec-10-enoyl chloride 63029-02-7 C18H33ClO
Octadec-10-enoyl chloride
—— 2-bromo-3-methoxybutyric acid chloride 67819-24-3 C5H8BrClO2
2-bromo-3-methoxybutyric acid chloride
—— Bicyclo<2.2.2>octan-1-carbonsaeurechlorid 21891-38-3 C9H13ClO
Bicyclo<2.2.2>octan-1-carbonsaeurechlorid
—— tigloyl chloride 49651-33-4 C5H7ClO
tigloyl chloride
—— 17-bromoheptadecanoyl chloride 59446-48-9 C17H32BrClO
17-bromoheptadecanoyl chloride
—— 15-bromopentadecanoyl chloride 61658-01-3 C15H28BrClO
15-bromopentadecanoyl chloride
—— butylthioacetyl chloride 7031-22-3 C6H11ClOS
butylthioacetyl chloride
—— 3-(chloro-methyl-phosphinoyl)-butyryl chloride 23270-34-0 C5H9Cl2O2P
3-(chloro-methyl-phosphinoyl)-butyryl chloride
—— 2-bromo-4-chloro butyryl bromide 1719-99-9 C4H5Br2ClO
2-bromo-4-chloro butyryl bromide
—— 2-ethylhexanoyl fluoride 156150-09-3 C8H15FO
2-ethylhexanoyl fluoride
—— (3R)-Dihydrocitronellic acid chloride 121523-14-6 C10H19ClO
(3R)-Dihydrocitronellic acid chloride
—— 4-bromo-2-methyl-butyryl bromide 125475-47-0 C5H8Br2O
4-bromo-2-methyl-butyryl bromide
—— (Z)-hex-3-enoyl chloride 97253-82-2 C6H9ClO
(Z)-hex-3-enoyl chloride
—— 3-Cyanomethylcyclobutanecarbonylchloride 206445-60-5 C7H8ClNO
3-Cyanomethylcyclobutanecarbonylchloride
—— dibromomalonyl dichloride 74539-43-8 C3Br2Cl2O2
dibromomalonyl dichloride
—— Dibrom-acetylfluorid 359-20-6 C2HBr2FO
Dibrom-acetylfluorid
—— (R)-2-n-Hexyloxypropanoyl chloride 134925-02-3 C9H17ClO2
(R)-2-n-Hexyloxypropanoyl chloride
—— 3-methylbut-2-enoyl bromide 10606-43-6 C5H7BrO
3-methylbut-2-enoyl bromide
—— crotonyl bromide 55600-70-9 C4H5BrO
crotonyl bromide
—— Dichlormalonylchlorid 18342-54-6 C3Cl4O2
Dichlormalonylchlorid
—— 2,2-diethylpentanoyl chloride 13023-65-9 C9H17ClO
2,2-diethylpentanoyl chloride