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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,2R)-1,2-dimethylcyclohexane-1-carbonyl chloride —— C9H15ClO
(1R,2R)-1,2-dimethylcyclohexane-1-carbonyl chloride
—— trans-2-Chlor-cyclobutan-carbonsaeure-(1)-chlorid 89182-33-2 C5H6Cl2O
trans-2-Chlor-cyclobutan-carbonsaeure-(1)-chlorid
—— (2R)-2,5,5-trimethylheptanoyl chloride —— C10H19ClO
(2R)-2,5,5-trimethylheptanoyl chloride
—— (2S)-2-bromopentanoyl chloride —— C5H8BrClO
(2S)-2-bromopentanoyl chloride
—— (2R)-2,3,3,3-tetrafluoropropanoyl chloride —— C3HClF4O
(2R)-2,3,3,3-tetrafluoropropanoyl chloride
—— (2S)-2,4,4,4-tetrachlorobutanoyl chloride —— C4H3Cl5O
(2S)-2,4,4,4-tetrachlorobutanoyl chloride
—— (2S)-2-cyclohexylpropanoyl chloride —— C9H15ClO
(2S)-2-cyclohexylpropanoyl chloride
—— (2S)-2-bromohexanoyl chloride —— C6H10BrClO
(2S)-2-bromohexanoyl chloride
—— (1S)-3,4-dimethylcyclohex-3-ene-1-carbonyl chloride —— C9H13ClO
(1S)-3,4-dimethylcyclohex-3-ene-1-carbonyl chloride
—— brassidic acid chloride —— C22H41ClO
brassidic acid chloride
—— (5E,8E,11E,14E)-icosa-5,8,11,14-tetraenoyl chloride —— C20H31ClO
(5E,8E,11E,14E)-icosa-5,8,11,14-tetraenoyl chloride
—— 2-Cyano-3-methylbutanoyl chloride —— C6H8ClNO
2-Cyano-3-methylbutanoyl chloride
—— 4aH-benzo[7]annulene-1-carbonyl chloride —— C12H9ClO
4aH-benzo[7]annulene-1-carbonyl chloride
—— 3-(3-Methyl-3H-diazirin-3-yl)propanoyl chloride 25055-90-7 C5H7ClN2O
3-(3-Methyl-3H-diazirin-3-yl)propanoyl chloride
—— (2S,7S)-2,7-diisopropyloct-4-enedioyl dichloride —— C14H22Cl2O2
(2S,7S)-2,7-diisopropyloct-4-enedioyl dichloride
—— 2,2,4,4-Tetramethylhexanoyl chloride —— C10H19ClO
2,2,4,4-Tetramethylhexanoyl chloride
—— 2-(1,1,2,2,3,3,3-Heptafluoropropoxy)propanoyl chloride —— C6H4ClF7O2
2-(1,1,2,2,3,3,3-Heptafluoropropoxy)propanoyl chloride
—— 3-Methylbicyclo[3.3.1]nonane-3,7-dicarbonyl chloride —— C12H16Cl2O2
3-Methylbicyclo[3.3.1]nonane-3,7-dicarbonyl chloride
—— 1,1,1,2-Tetrafluoroethane;3,3,3-trifluoropropanoyl fluoride —— C5H4F8O
1,1,1,2-Tetrafluoroethane;3,3,3-trifluoropropanoyl fluoride
—— dodecanoyl bromide —— C12H22BrO+
dodecanoyl bromide
—— 2-Fluoroacetyl fluoride;propane —— C5H10F2O
2-Fluoroacetyl fluoride;propane
—— 3,3,3-Trifluoro-2-methylpropanoyl fluoride;hydrofluoride —— C4H5F5O
3,3,3-Trifluoro-2-methylpropanoyl fluoride;hydrofluoride
—— 2,3,3,3-Tetrafluoro-2-(1,1,1-trifluoropropan-2-yloxy)propanoyl fluoride —— C6H4F8O2
2,3,3,3-Tetrafluoro-2-(1,1,1-trifluoropropan-2-yloxy)propanoyl fluoride
—— 2-(1-Cyanoethenyl)but-2-enoyl chloride —— C7H6ClNO
2-(1-Cyanoethenyl)but-2-enoyl chloride
—— 2-Cyanocyclohexene-1-carbonyl chloride;ethane —— C10H14ClNO
2-Cyanocyclohexene-1-carbonyl chloride;ethane
—— 1,2,2-Trimethylcyclopentane-1,3-dicarbonyl bromide —— C10H14Br2O2
1,2,2-Trimethylcyclopentane-1,3-dicarbonyl bromide
—— [2,2-Difluoro-2-(1,1,1,2,3-pentafluoro-3-oxopropan-2-yl)oxyethyl]peroxy thiohypofluorite;(2-fluoro-2-oxoethyl)peroxy thiohypofluorite;oxophosphane —— C7H5F10O8PS2
[2,2-Difluoro-2-(1,1,1,2,3-pentafluoro-3-oxopropan-2-yl)oxyethyl]peroxy thiohypofluorite;(2-fluoro-2-oxoethyl)peroxy thiohypofluorite;oxophosphane
—— 2-Cyclodecylacetyl chloride —— C12H21ClO
2-Cyclodecylacetyl chloride
—— Pentane-1,1,1,2-tetracarbonyl chloride —— C9H8Cl4O4
Pentane-1,1,1,2-tetracarbonyl chloride
—— Ethyl-2-(trifluoromethyl)propionyl chloride —— C6H8ClF3O
Ethyl-2-(trifluoromethyl)propionyl chloride
—— 2-Ethyl-2,4,4,5,5,9,9-heptamethyldec-6-enoyl chloride —— C19H35ClO
2-Ethyl-2,4,4,5,5,9,9-heptamethyldec-6-enoyl chloride
—— Docosahexaenoyl bromide —— C22H31BrO
Docosahexaenoyl bromide
—— 4-Methylidene-2-prop-1-enylhex-2-enoyl chloride —— C10H13ClO
4-Methylidene-2-prop-1-enylhex-2-enoyl chloride
—— (2-Chloro-2-oxoethoxy)-phosphanylidynephosphanium —— C2H2ClO2P2+
(2-Chloro-2-oxoethoxy)-phosphanylidynephosphanium
—— (2R)-2-cyanohexanoyl chloride —— C7H10ClNO
(2R)-2-cyanohexanoyl chloride
—— (2Z)-docosa-2,4,6,8,10,12-hexaenoyl chloride —— C22H31ClO
(2Z)-docosa-2,4,6,8,10,12-hexaenoyl chloride
—— 3-Methylcyclohexa-1,5-diene-1-carbonyl chloride —— C8H9ClO
3-Methylcyclohexa-1,5-diene-1-carbonyl chloride
—— 1-Bromoundecan-1-ol;2-methylprop-2-enoyl chloride —— C15H28BrClO2
1-Bromoundecan-1-ol;2-methylprop-2-enoyl chloride
—— Cyclohexa-1,3-diene-1,3,5-tricarbonyl chloride —— C9H5Cl3O3
Cyclohexa-1,3-diene-1,3,5-tricarbonyl chloride
—— [1,1,1,2,3,3-Hexafluoro-3-(1,1,1,2,3-pentafluoro-3-oxopropan-2-yl)oxypropan-2-yl] hypofluorite —— C6F12O3
[1,1,1,2,3,3-Hexafluoro-3-(1,1,1,2,3-pentafluoro-3-oxopropan-2-yl)oxypropan-2-yl] hypofluorite
—— (2S)-2-bromononanoyl chloride —— C9H16BrClO
(2S)-2-bromononanoyl chloride
—— (2R)-2-bromononanoyl chloride —— C9H16BrClO
(2R)-2-bromononanoyl chloride
—— (1S,4R)-3-methylbicyclo[2.2.1]hepta-2,5-diene-2-carbonyl chloride —— C9H9ClO
(1S,4R)-3-methylbicyclo[2.2.1]hepta-2,5-diene-2-carbonyl chloride
—— (2R)-2-butylsulfanylpropanoyl chloride —— C7H13ClOS
(2R)-2-butylsulfanylpropanoyl chloride
—— (1S,3S)-1,2,2,3,4,5-hexachlorocyclopent-4-ene-1,3-dicarbonyl chloride —— C7Cl8O2
(1S,3S)-1,2,2,3,4,5-hexachlorocyclopent-4-ene-1,3-dicarbonyl chloride
—— (3R)-3-chloro-3-cyclopentylpropanoyl chloride —— C8H12Cl2O
(3R)-3-chloro-3-cyclopentylpropanoyl chloride
—— (2S)-2-bromoheptanoyl chloride —— C7H12BrClO
(2S)-2-bromoheptanoyl chloride
—— (2R)-2-bromoheptanoyl chloride —— C7H12BrClO
(2R)-2-bromoheptanoyl chloride
—— [(1-Chloro-2,2,2-trifluoroethyl)thio]acetyl chloride —— C4H3Cl2F3OS
[(1-Chloro-2,2,2-trifluoroethyl)thio]acetyl chloride
—— (4S)-4-chloropentanoyl chloride —— C5H8Cl2O
(4S)-4-chloropentanoyl chloride