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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
—— 2,2,3-trifluoropropionyl fluoride —— C3H2F4O
2,2,3-trifluoropropionyl fluoride
—— 5,5-dimethylhexanoyl chloride —— C8H15ClO
5,5-dimethylhexanoyl chloride
—— tert-butylacetyl fluoride —— C6H11FO
tert-butylacetyl fluoride
—— Brom-chlor-acetylbromid —— C2HBr2ClO
Brom-chlor-acetylbromid
—— 1-chlorocyclopropyl-2-chloro-2-ethan-1-one —— C5H6Cl2O
1-chlorocyclopropyl-2-chloro-2-ethan-1-one
—— 5-bromopentanoyl bromide —— C5H8Br2O
5-bromopentanoyl bromide
—— gondoic acid chloride —— C20H37ClO
gondoic acid chloride
—— arachidonic acid chloride —— C20H31ClO
arachidonic acid chloride
—— perfluoroundecanoic chloride —— C11ClF21O
perfluoroundecanoic chloride
—— 2,3-dimethyl-1,4-succinyl chloride —— C6H8Cl2O2
2,3-dimethyl-1,4-succinyl chloride
—— 2-[(3-chloropropyl)sulfanyl]acetyl chloride —— C5H8Cl2OS
2-[(3-chloropropyl)sulfanyl]acetyl chloride
—— 2-ethyl-4-methyl-valeryl chloride —— C8H15ClO
2-ethyl-4-methyl-valeryl chloride
—— 1,3,5-pentanetricarbonyl trichloride —— C8H9Cl3O3
1,3,5-pentanetricarbonyl trichloride
—— dichloro-acetyl iodide —— C2HCl2IO
dichloro-acetyl iodide
—— cyclobutene-1-carbonyl chloride —— C5H5ClO
cyclobutene-1-carbonyl chloride
—— 5,5,6,6,6-pentafluorohexanoyl chloride —— C6H6ClF5O
5,5,6,6,6-pentafluorohexanoyl chloride
—— 5,8,11,14,17-eicosapentaenoyl chloride —— C20H29ClO
5,8,11,14,17-eicosapentaenoyl chloride
—— 3-mercaptopropionyl chloride —— C3H5ClOS
3-mercaptopropionyl chloride
—— tetradecanoyl fluoride —— C14H27FO
tetradecanoyl fluoride
—— (9Z,12Z)-hexadeca-9,12,15-trienyl chloride —— C16H25ClO
(9Z,12Z)-hexadeca-9,12,15-trienyl chloride
—— pentafluorosulfanyldifluoroacetyl chloride —— C2ClF7OS
pentafluorosulfanyldifluoroacetyl chloride
—— 6-bromohexanoylbromide —— C6H10Br2O
6-bromohexanoylbromide
—— 3,4,4-trifluorobut-3-enoyl chloride —— C4H2ClF3O
3,4,4-trifluorobut-3-enoyl chloride
—— 2-methylsulfanyl-butyryl chloride —— C5H9ClOS
2-methylsulfanyl-butyryl chloride
—— 2,2,4,8,10,10-hexamethyl-5-dodecanoyl chloride —— C18H35ClO
2,2,4,8,10,10-hexamethyl-5-dodecanoyl chloride
—— cis-4-isohexyl-1-methylcyclohexanecarbonyl chloride —— C14H25ClO
cis-4-isohexyl-1-methylcyclohexanecarbonyl chloride
—— 3,4-dichlorobutanoyl chloride —— C4H5Cl3O
3,4-dichlorobutanoyl chloride
—— (E)-10-pentafluorosulfanyldec-9-enecarbonyl chloride —— C10H16ClF5OS
(E)-10-pentafluorosulfanyldec-9-enecarbonyl chloride
—— oleoyl chloride —— C18H33ClO
oleoyl chloride
—— fumaryl chloride —— C4H2Cl2O2
fumaryl chloride
—— (1RS,2RS,4aRS,8aRS)-decahydro-2,5,5,8a-tetramethylnaphthalene-1-carbonyl chloride —— C15H25ClO
(1RS,2RS,4aRS,8aRS)-decahydro-2,5,5,8a-tetramethylnaphthalene-1-carbonyl chloride
—— Tetrafluorobutanedioyl dibromide —— C4Br2F4O2
Tetrafluorobutanedioyl dibromide
—— (E)-4-bromopent-2-enoyl chloride —— C5H6BrClO
(E)-4-bromopent-2-enoyl chloride
—— 2-fluoroacrylic acid bromide —— C3H2BrFO
2-fluoroacrylic acid bromide
—— 3-hexyloxypropionylchloride —— C9H17ClO2
3-hexyloxypropionylchloride
—— 1,3,5-trichlorobenzoyl chloride —— C7H4Cl4O
1,3,5-trichlorobenzoyl chloride
—— (E)-6-methylhept-2-enoyl chloride —— C8H13ClO
(E)-6-methylhept-2-enoyl chloride
—— (+)(S)-heptane-carboxylic acid-(3)-bromide —— C8H15BrO
(+)(S)-heptane-carboxylic acid-(3)-bromide
—— 2-ethyl-hexanoyl bromide —— C8H15BrO
2-ethyl-hexanoyl bromide
—— (-)(R)-heptane-carboxylic acid-(3)-bromide —— C8H15BrO
(-)(R)-heptane-carboxylic acid-(3)-bromide
—— Chlor-dibrom-essigsaeurechlorid —— C2Br2Cl2O
Chlor-dibrom-essigsaeurechlorid
—— 2,4-octadecadienoyl chloride —— C18H31ClO
2,4-octadecadienoyl chloride
—— methoxymethyloxy acetyl chloride 50918-09-7 C4H7ClO3
methoxymethyloxy acetyl chloride
—— 4-cyanobutanoyl chloride 16170-41-5 C5H6ClNO
4-cyanobutanoyl chloride
—— 2-(Cyclohexylmethoxy)-3-methylbutanoyl chloride 67679-45-2 C12H21ClO2
2-(Cyclohexylmethoxy)-3-methylbutanoyl chloride
—— Iodoacetyl bromide 735273-32-2 C2H2BrIO
Iodoacetyl bromide
—— Fluorcarbonyltrifluormethylketen 60001-86-7 C4F4O2
Fluorcarbonyltrifluormethylketen
—— Octanoyl fluoride;hydrofluoride 90411-88-4 C8H16F2O
Octanoyl fluoride;hydrofluoride
—— 3-(chloromethyl)-valeryl chloride 139223-88-4 C6H10Cl2O
3-(chloromethyl)-valeryl chloride
—— trans-5-Norbornene-2,3-dicarbonyl chloride 4582-21-2 C9H8Cl2O2
trans-5-Norbornene-2,3-dicarbonyl chloride