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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
—— 3,3-difluorohexanoyl chloride 175286-60-9 C6H9ClF2O
3,3-difluorohexanoyl chloride
—— (3S)-4-chloro-3-methylbutanoyl chloride 123426-12-0 C5H8Cl2O
(3S)-4-chloro-3-methylbutanoyl chloride
—— (trichlorogermyl)acetyl chloride 86820-70-4 C2H2Cl4GeO
(trichlorogermyl)acetyl chloride
—— 2,2,3,3,4,4,5,5,6,6,7,7-Dodecafluoro-heptanoyl iodide 137741-05-0 C7HF12IO
2,2,3,3,4,4,5,5,6,6,7,7-Dodecafluoro-heptanoyl iodide
—— (S)-2,3,3-trimethylbutanoyl chloride 87569-05-9 C7H13ClO
(S)-2,3,3-trimethylbutanoyl chloride
—— bicyclo[3.1.0]hexane-3-carbonyl chloride 1093750-90-3 C7H9ClO
bicyclo[3.1.0]hexane-3-carbonyl chloride
—— 6-bromo-5,5,6,6-tetrafluorohexanoyl chloride 1091592-83-4 C6H6BrClF4O
6-bromo-5,5,6,6-tetrafluorohexanoyl chloride
—— Bicyclo[3.3.1]nonane-3-carbonyl chloride 922497-06-1 C10H15ClO
Bicyclo[3.3.1]nonane-3-carbonyl chloride
—— 3-heptyloxy-propionyl chloride 40256-42-6 C10H19ClO2
3-heptyloxy-propionyl chloride
—— Heptadec-16-enoyl chloride 156573-72-7 C17H31ClO
Heptadec-16-enoyl chloride
—— 3-chloro-2-D-methylpropanoyl chloride 80141-50-0 C4H6Cl2O
3-chloro-2-D-methylpropanoyl chloride
—— 14-(trimethylsilyl)tetradecanoyl chloride 109636-06-8 C17H35ClOSi
14-(trimethylsilyl)tetradecanoyl chloride
—— 4,4,5,5,6,6,7,7,8,8,9,9 Dodecafluoro-1,12-dodecanedioyl-dichloride 133024-25-6 C12H8Cl2F12O2
4,4,5,5,6,6,7,7,8,8,9,9 Dodecafluoro-1,12-dodecanedioyl-dichloride
—— 2-cyclohexene-1-carbonyl chloride 52163-18-5 C7H9ClO
2-cyclohexene-1-carbonyl chloride
—— (S)-2-propoxypropanoyl chloride 120675-25-4 C6H11ClO2
(S)-2-propoxypropanoyl chloride
—— α-Chlor-β-chlorsulfenylisobutyrylchlorid 14274-18-1 C4H5Cl3OS
α-Chlor-β-chlorsulfenylisobutyrylchlorid
—— α,β-dichloro-β-(chlorosulfenyl)isobutyroyl chloride 76368-78-0 C4H4Cl4OS
α,β-dichloro-β-(chlorosulfenyl)isobutyroyl chloride
—— CF3(CF2)3(CH2CF2)CF2COF 1010119-07-9 C8H2F14O
CF3(CF2)3(CH2CF2)CF2COF
—— α(R)-methylcyclohexanepropionic acid chloride 186900-66-3 C10H17ClO
α(R)-methylcyclohexanepropionic acid chloride
—— (2E,4E,6E,8R,10S,12E,14R)-8,10,12,14-tetramethylhexadeca-2,4,6,12-tetraenoyl chloride 778640-36-1 C20H31ClO
(2E,4E,6E,8R,10S,12E,14R)-8,10,12,14-tetramethylhexadeca-2,4,6,12-tetraenoyl chloride
—— (<i>R</i>)-2-cyclohexyl-propionic acid-chloride 116505-07-8 C9H15ClO
(<i>R</i>)-2-cyclohexyl-propionic acid-chloride
—— tetrafluoro-3-(pentafluoro-ethoxy)-propionyl fluoride 377-75-3 C5F10O2
tetrafluoro-3-(pentafluoro-ethoxy)-propionyl fluoride
—— 2,3,4,4-Tetrachlor-3-butensaeurechlorid 2892-48-0 C4HCl5O
2,3,4,4-Tetrachlor-3-butensaeurechlorid
—— tigloyl fluoride 42887-56-9 C5H7FO
tigloyl fluoride
—— 2-ethyl-decanoyl chloride 100246-63-7 C12H23ClO
2-ethyl-decanoyl chloride
—— bis-(cyclohexylmethyl)acetyl chloride 188822-40-4 C16H27ClO
bis-(cyclohexylmethyl)acetyl chloride
—— 3-Bromo-propionyl iodide 79929-39-8 C3H4BrIO
3-Bromo-propionyl iodide
—— 3-Iodo-propionyl iodide 7623-17-8 C3H4I2O
3-Iodo-propionyl iodide
—— (E)-4-octenedioyl chloride 35696-04-9 C8H10Cl2O2
(E)-4-octenedioyl chloride
—— 2-Trifluormethylhexanoylchlorid 67787-02-4 C7H10ClF3O
2-Trifluormethylhexanoylchlorid
—— 3,3,4,4-tetramethyl-valeryl chloride 854660-13-2 C9H17ClO
3,3,4,4-tetramethyl-valeryl chloride
—— 3-(trifluoromethyl)cyclobutanecarbonyl chloride 1093750-92-5 C6H6ClF3O
3-(trifluoromethyl)cyclobutanecarbonyl chloride
—— 3-propylbicyclo[1.1.1]pentane-1-carbonyl chloride 271768-24-2 C9H13ClO
3-propylbicyclo[1.1.1]pentane-1-carbonyl chloride
—— 4-Methyl-penta-2,3-dienoyl chloride 135102-84-0 C6H7ClO
4-Methyl-penta-2,3-dienoyl chloride
—— 4-cyclohexylbuta-2,3-dienoyl chloride 1027566-18-2 C10H13ClO
4-cyclohexylbuta-2,3-dienoyl chloride
—— 6,6'-thiodihexanoyl dichloride 1026491-01-9 C12H20Cl2O2S
6,6'-thiodihexanoyl dichloride
—— 4-Diaethylmethylsilyl-butyrylchlorid 20160-35-4 C9H19ClOSi
4-Diaethylmethylsilyl-butyrylchlorid
—— 3,6,9,12,15,18,21,24,27-Nonaoxatriacontanoyl fluoride, 2,4,4,5,7,7,8,10,10,11,13,13,14,16,16,17,19,19,20,22,22,23,25,25,26,28,28,29,29,30,30,30-dotriacontafluoro-2,5,8,11,14,17,20,23,26-nonakis(trifluoromethyl)- 65150-88-1 C30F60O10
3,6,9,12,15,18,21,24,27-Nonaoxatriacontanoyl fluoride, 2,4,4,5,7,7,8,10,10,11,13,13,14,16,16,17,19,19,20,22,22,23,25,25,26,28,28,29,29,30,30,30-dotriacontafluoro-2,5,8,11,14,17,20,23,26-nonakis(trifluoromethyl)-
—— (E)-4,4,4-trichlorobut-2-enoyl chloride 24649-48-7 C4H2Cl4O
(E)-4,4,4-trichlorobut-2-enoyl chloride
—— 6,6-difluorobicyclo[3.1.0]hexane-3-carbonyl chloride 1093751-03-1 C7H7ClF2O
6,6-difluorobicyclo[3.1.0]hexane-3-carbonyl chloride
—— tetradecanoyl bromide 83228-43-7 C14H27BrO
tetradecanoyl bromide
—— 2-(cyclopentoxy)acetyl chloride 857570-45-7 C7H11ClO2
2-(cyclopentoxy)acetyl chloride
—— (-)-(5S)-2,5,6,6-tetramethylcyclohex-1-ene-1-carbonyl chloride 152944-60-0 C11H17ClO
(-)-(5S)-2,5,6,6-tetramethylcyclohex-1-ene-1-carbonyl chloride
—— α,β-Dibrom-perfluorpropionylchlorid 17773-79-4 C3Br2ClF3O
α,β-Dibrom-perfluorpropionylchlorid
—— Chlormethoxy-difluoracetylfluorid 76492-95-0 C3H2ClF3O2
Chlormethoxy-difluoracetylfluorid
—— 6,6'-oxybis(2,2-dimethylhexanoyl chloride) 1239662-91-9 C16H28Cl2O3
6,6'-oxybis(2,2-dimethylhexanoyl chloride)
—— 3-Fluoro-2,2-bis-fluoromethyl-propionyl fluoride 96301-55-2 C5H6F4O
3-Fluoro-2,2-bis-fluoromethyl-propionyl fluoride
—— Cyclohexen-3-ylacetylchlorid 7086-71-7 C8H11ClO
Cyclohexen-3-ylacetylchlorid
—— (<i>R</i>)-3-methyl-heptanoyl chloride 114182-64-8 C8H15ClO
(<i>R</i>)-3-methyl-heptanoyl chloride
—— (<i>R</i>)-3-methyl-octanoyl chloride 114182-67-1 C9H17ClO
(<i>R</i>)-3-methyl-octanoyl chloride