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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
—— 2,2,6,6-tetramethylheptandioyl dichloride 50321-59-0 C11H18Cl2O2
2,2,6,6-tetramethylheptandioyl dichloride
—— 2,2,3,3-Tetrafluoro-3-[1,1,2,2,3,3,4,4-octafluoro-4-[1,1,2,2,3,3,4,4-octafluoro-4-[1,1,2,2,3,3,4,4-octafluoro-4-(1,1,2,2,3-pentafluoro-3-oxopropoxy)butoxy]butoxy]butoxy]propanoyl fluoride 24647-15-2 C18F34O6
2,2,3,3-Tetrafluoro-3-[1,1,2,2,3,3,4,4-octafluoro-4-[1,1,2,2,3,3,4,4-octafluoro-4-[1,1,2,2,3,3,4,4-octafluoro-4-(1,1,2,2,3-pentafluoro-3-oxopropoxy)butoxy]butoxy]butoxy]propanoyl fluoride
—— 4,4-Difluoro-1,2-dimethyl-3-trifluoromethyl-cyclobut-2-enecarbonyl fluoride 25631-90-7 C8H6F6O
4,4-Difluoro-1,2-dimethyl-3-trifluoromethyl-cyclobut-2-enecarbonyl fluoride
—— 2,2,3,3-Tetrafluoro-3-[1,1,2,2,3,3,4,4-octafluoro-4-(1,1,2,2,3-pentafluoro-3-oxopropoxy)butoxy]propanoyl fluoride 24647-14-1 C10F18O4
2,2,3,3-Tetrafluoro-3-[1,1,2,2,3,3,4,4-octafluoro-4-(1,1,2,2,3-pentafluoro-3-oxopropoxy)butoxy]propanoyl fluoride
—— 11-bromoundecanoyl bromide 116464-23-4 C11H20Br2O
11-bromoundecanoyl bromide
—— Chloroformylketene 175795-54-7 C3HClO2
Chloroformylketene
—— 2,4,6-Trimethyl-2-(2-methylpropyl)heptanoyl chloride 62101-36-4 C14H27ClO
2,4,6-Trimethyl-2-(2-methylpropyl)heptanoyl chloride
—— 1,4-Dimethylcyclohexane-1-carbonyl chloride 49576-67-2 C9H15ClO
1,4-Dimethylcyclohexane-1-carbonyl chloride
—— 5-chloro-3-methylvaleryl chloride 59068-26-7 C6H10Cl2O
5-chloro-3-methylvaleryl chloride
—— 3-chloromethyl-4-fluoro-butyryl chloride 813452-01-6 C5H7Cl2FO
3-chloromethyl-4-fluoro-butyryl chloride
—— 2-cyclopentyl-2-methylmalonyl chloride 57296-38-5 C9H12Cl2O2
2-cyclopentyl-2-methylmalonyl chloride
—— 2,3-Dichloro-2,3-dimethylbutanedioyl dichloride 63596-89-4 C6H6Cl4O2
2,3-Dichloro-2,3-dimethylbutanedioyl dichloride
—— α-bromo-tert-amylacetyl chloride 120154-94-1 C7H12BrClO
α-bromo-tert-amylacetyl chloride
—— 2-Ethylcyclohexane-1-carbonyl chloride 51201-08-2 C9H15ClO
2-Ethylcyclohexane-1-carbonyl chloride
—— 2-cyano-2-ethyl-5-chloro-valeroyl chloride 70672-27-4 C8H11Cl2NO
2-cyano-2-ethyl-5-chloro-valeroyl chloride
—— 2-Difluoromethyl 5-hexenoyl chloride 81982-40-3 C7H9ClF2O
2-Difluoromethyl 5-hexenoyl chloride
—— hydron;tetradecanoyl chloride;fluoride —— C14H28ClFO
hydron;tetradecanoyl chloride;fluoride
—— dodecanoyl chloride;hydron;fluoride —— C12H24ClFO
dodecanoyl chloride;hydron;fluoride
—— Ethyloctanedioyl dichloride 68171-36-8 C10H16Cl2O2
Ethyloctanedioyl dichloride
—— Propanoyl fluoride, 2-(1-(difluoro(heptafluoropropoxy)methyl)-1,2,2,2-tetrafluoroethoxy)-2,3,3,3-tetrafluoro- 112820-37-8 C9F18O3
Propanoyl fluoride, 2-(1-(difluoro(heptafluoropropoxy)methyl)-1,2,2,2-tetrafluoroethoxy)-2,3,3,3-tetrafluoro-
—— iodo-acetyl fluoride 471-23-8 C2H2FIO
iodo-acetyl fluoride
—— butyryl chloride-d7 1219805-71-6 C4H7ClO
butyryl chloride-d7
—— undecafluoro-2,2-dimethylbutanoyl fluoride 134600-57-0 C6F12O
undecafluoro-2,2-dimethylbutanoyl fluoride
—— Perfluorundecandioylfluorid 24647-10-7 C11F20O2
Perfluorundecandioylfluorid
—— 2-methoxy-3-cyclohexenyl-1-carboxylic acid fluoride 159415-28-8 C8H11FO2
2-methoxy-3-cyclohexenyl-1-carboxylic acid fluoride
—— 2,2-(trimethylene)octanoyl chloride 58148-20-2 C11H19ClO
2,2-(trimethylene)octanoyl chloride
—— isostearoyl N chloride 409099-39-4 C18H35ClO
isostearoyl N chloride
—— Brom-acetylfluorid 430-70-6 C2H2BrFO
Brom-acetylfluorid
—— 2-chlorocarbonyl-4-methyl-1-pentene 85466-83-7 C7H11ClO
2-chlorocarbonyl-4-methyl-1-pentene
—— 2,3-Dimethyl-1-cyclopenten-3-carbonsaeurechlorid 84884-02-6 C8H11ClO
2,3-Dimethyl-1-cyclopenten-3-carbonsaeurechlorid
—— 2-(2,2-difluorocyclopropyl)acetyl chloride 123131-66-8 C5H5ClF2O
2-(2,2-difluorocyclopropyl)acetyl chloride
—— (S,S)-cyclohexane-1,3-dicarbonyl dichloride 1610732-23-4 C8H10Cl2O2
(S,S)-cyclohexane-1,3-dicarbonyl dichloride
—— 4,4,5,5,6,6,6-heptafluoro-hexanoyl chloride 1479-06-7 C6H4ClF7O
4,4,5,5,6,6,6-heptafluoro-hexanoyl chloride
—— (<i>S</i>)-3-methyl-hexanoyl chloride 64687-38-3 C7H13ClO
(<i>S</i>)-3-methyl-hexanoyl chloride
—— Propiolylfluorid 666-13-7 C3HFO
Propiolylfluorid
—— 3-cyclohexylidenepropanoyl chloride 1257510-66-9 C9H13ClO
3-cyclohexylidenepropanoyl chloride
—— β-Methyldichlorsilyl-propionylchlorid 18797-20-1 C4H7Cl3OSi
β-Methyldichlorsilyl-propionylchlorid
—— 4,5,5-trichloro-pent-4-enoyl chloride 408526-45-4 C5H4Cl4O
4,5,5-trichloro-pent-4-enoyl chloride
—— 2,2-Difluoro-pent-4-enoyl fluoride 113991-43-8 C5H5F3O
2,2-Difluoro-pent-4-enoyl fluoride
—— (R)-2-bromopropionyl bromide 103833-24-5 C3H4Br2O
(R)-2-bromopropionyl bromide
—— 1,4,5,6,7,7-Hexachloro-bicyclo[2.2.1]hept-5-ene-2,3-dicarbonyl dichloride 16673-09-9 C9H2Cl8O2
1,4,5,6,7,7-Hexachloro-bicyclo[2.2.1]hept-5-ene-2,3-dicarbonyl dichloride
—— 4-bromoperfluorobutyryl fluoride 128126-24-9 C4BrF7O
4-bromoperfluorobutyryl fluoride
—— 2-Methyl-3-trimethylsilanyl-propionyl chloride 62808-56-4 C7H15ClOSi
2-Methyl-3-trimethylsilanyl-propionyl chloride
—— Di(1-adamantyl)acetylchlorid 88246-69-9 C22H31ClO
Di(1-adamantyl)acetylchlorid
—— d<sub>3</sub>-pivaloylchloride 1640993-17-4 C5H9ClO
d<sub>3</sub>-pivaloylchloride
—— Ethyltrifluormethylmalonylfluorid 60001-88-9 C6H5F5O2
Ethyltrifluormethylmalonylfluorid
—— α-Chlor-α-methyl-pentansaeurechlorid 54468-32-5 C6H10Cl2O
α-Chlor-α-methyl-pentansaeurechlorid
—— (+)-2(S)-chloropropionyl fluoride 87337-52-8 C3H4ClFO
(+)-2(S)-chloropropionyl fluoride
—— 2(R)-chloropropionyl bromide 154473-27-5 C3H4BrClO
2(R)-chloropropionyl bromide
—— α-pentyloxypropionyl chloride 104632-02-2 C8H15ClO2
α-pentyloxypropionyl chloride