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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
—— (1S,3S)-1,2,2,3-tetramethylcyclopentane-1-carbonyl chloride —— C10H17ClO
(1S,3S)-1,2,2,3-tetramethylcyclopentane-1-carbonyl chloride
—— (2R)-2,4,4-trimethylpentanoyl chloride —— C8H15ClO
(2R)-2,4,4-trimethylpentanoyl chloride
—— 5-(cyclohexen-1-yl)-3-hexyl-2-propylhexanedioyl dichloride —— C21H34Cl2O2
5-(cyclohexen-1-yl)-3-hexyl-2-propylhexanedioyl dichloride
—— (Z)-undec-5-enoyl chloride —— C11H19ClO
(Z)-undec-5-enoyl chloride
—— (Z)-dodec-6-enoyl chloride —— C12H21ClO
(Z)-dodec-6-enoyl chloride
—— (10Z,13Z)-octadeca-10,13-dienoyl chloride —— C18H31ClO
(10Z,13Z)-octadeca-10,13-dienoyl chloride
—— (10Z,13Z,15Z)-octadeca-10,13,15-trienoyl chloride —— C18H29ClO
(10Z,13Z,15Z)-octadeca-10,13,15-trienoyl chloride
—— 3-chloro-3-(1,3-dichloro-3-oxopropyl)sulfanylpropanoyl chloride —— C6H6Cl4O2S
3-chloro-3-(1,3-dichloro-3-oxopropyl)sulfanylpropanoyl chloride
—— 2-(1-aminocyclohex-2-en-1-yl)acetyl chloride;hydrochloride —— C8H13Cl2NO
2-(1-aminocyclohex-2-en-1-yl)acetyl chloride;hydrochloride
—— 2-(1-aminocyclohex-2-en-1-yl)acetyl chloride —— C8H12ClNO
2-(1-aminocyclohex-2-en-1-yl)acetyl chloride
—— 3-chloro-3-(1,3-dichloro-3-oxopropoxy)propanoyl chloride —— C6H6Cl4O3
3-chloro-3-(1,3-dichloro-3-oxopropoxy)propanoyl chloride
—— (2R)-cyclobutane-1,2-dicarbonyl chloride —— C6H6Cl2O2
(2R)-cyclobutane-1,2-dicarbonyl chloride
—— 2-(cyclohexen-1-yl)pent-4-enoyl chloride —— C11H15ClO
2-(cyclohexen-1-yl)pent-4-enoyl chloride
—— 3-Methyl-bicyclo[2.2.2]oct-5-ene-2-carbonyl chloride —— C10H13ClO
3-Methyl-bicyclo[2.2.2]oct-5-ene-2-carbonyl chloride
—— 8-bromobicyclo[3.3.1]non-6-ene-3-carbonyl chloride —— C10H12BrClO
8-bromobicyclo[3.3.1]non-6-ene-3-carbonyl chloride
—— 3,3,3-trifluoro-2-[2-(1,1,1,3-tetrafluoro-3-oxopropan-2-yl)oxyethoxy]propanoyl fluoride —— C8H6F8O4
3,3,3-trifluoro-2-[2-(1,1,1,3-tetrafluoro-3-oxopropan-2-yl)oxyethoxy]propanoyl fluoride
—— 2-(1-propan-2-ylcyclopent-2-en-1-yl)acetyl chloride —— C10H15ClO
2-(1-propan-2-ylcyclopent-2-en-1-yl)acetyl chloride
—— (3E)-2-methylhexa-3,5-dienoyl fluoride —— C7H9FO
(3E)-2-methylhexa-3,5-dienoyl fluoride
—— 4,4,4-trifluorobutanoyl Bromide —— C4H4BrF3O
4,4,4-trifluorobutanoyl Bromide
—— (E)-2-methanidylbut-2-enoyl chloride;tungsten(2+);yttrium —— C5H5ClOWY
(E)-2-methanidylbut-2-enoyl chloride;tungsten(2+);yttrium
—— (2S)-2,3,3,3-tetrafluoro-2-[(2S)-1,1,2,3,3,3-hexafluoro-2-(1,1,2,2,3,3,3-heptafluoropropoxy)propoxy]propanoyl fluoride —— C9F18O3
(2S)-2,3,3,3-tetrafluoro-2-[(2S)-1,1,2,3,3,3-hexafluoro-2-(1,1,2,2,3,3,3-heptafluoropropoxy)propoxy]propanoyl fluoride
—— (2R)-2,3,3,3-tetrafluoro-2-[(2S)-1,1,2,3,3,3-hexafluoro-2-(1,1,2,2,3,3,3-heptafluoropropoxy)propoxy]propanoyl fluoride;(2S)-2,3,3,3-tetrafluoro-2-[(2S)-1,1,2,3,3,3-hexafluoro-2-(1,1,2,2,3,3,3-heptafluoropropoxy)propoxy]propanoyl fluoride;(2R)-2,3,3,3-tetrafluoro-2-[(2R)-1,1,2,3,3,3-hexafluoro-2-(1,1,2,2,3,3,3-heptafluoropropoxy)propoxy]propanoyl fluoride;(2S)-2,3,3,3-tetrafluoro-2-[(2R)-1,1,2,3,3,3-hexafluoro-2-(1,1,2,2,3,3,3-heptafluoropropoxy)propoxy]propanoyl fluoride —— C36F72O12
(2R)-2,3,3,3-tetrafluoro-2-[(2S)-1,1,2,3,3,3-hexafluoro-2-(1,1,2,2,3,3,3-heptafluoropropoxy)propoxy]propanoyl fluoride;(2S)-2,3,3,3-tetrafluoro-2-[(2S)-1,1,2,3,3,3-hexafluoro-2-(1,1,2,2,3,3,3-heptafluoropropoxy)propoxy]propanoyl fluoride;(2R)-2,3,3,3-tetrafluoro-2-[(2R)-1,1,2,3,3,3-hexafluoro-2-(1,1,2,2,3,3,3-heptafluoropropoxy)propoxy]propanoyl fluoride;(2S)-2,3,3,3-tetrafluoro-2-[(2R)-1,1,2,3,3,3-hexafluoro-2-(1,1,2,2,3,3,3-heptafluoropropoxy)propoxy]propanoyl fluoride
—— (2R)-2,3,3,3-tetrafluoro-2-[(2R)-1,1,2,3,3,3-hexafluoro-2-(1,1,2,2,3,3,3-heptafluoropropoxy)propoxy]propanoyl fluoride —— C9F18O3
(2R)-2,3,3,3-tetrafluoro-2-[(2R)-1,1,2,3,3,3-hexafluoro-2-(1,1,2,2,3,3,3-heptafluoropropoxy)propoxy]propanoyl fluoride
—— (2R)-2,3,3,3-tetrafluoro-2-[(2S)-1,1,2,3,3,3-hexafluoro-2-(1,1,2,2,3,3,3-heptafluoropropoxy)propoxy]propanoyl fluoride —— C9F18O3
(2R)-2,3,3,3-tetrafluoro-2-[(2S)-1,1,2,3,3,3-hexafluoro-2-(1,1,2,2,3,3,3-heptafluoropropoxy)propoxy]propanoyl fluoride
—— (2S)-2,3,3,3-tetrafluoro-2-[(2R)-1,1,2,3,3,3-hexafluoro-2-(1,1,2,2,3,3,3-heptafluoropropoxy)propoxy]propanoyl fluoride —— C9F18O3
(2S)-2,3,3,3-tetrafluoro-2-[(2R)-1,1,2,3,3,3-hexafluoro-2-(1,1,2,2,3,3,3-heptafluoropropoxy)propoxy]propanoyl fluoride
—— 2,3,3,4,4,5,5,6,6,6-Decafluorohexanoyl fluoride —— C6HF11O
2,3,3,4,4,5,5,6,6,6-Decafluorohexanoyl fluoride
—— (3S)-2-methyl-3-[(2-methylpropan-2-yl)oxy]butanoyl fluoride —— C9H17FO2
(3S)-2-methyl-3-[(2-methylpropan-2-yl)oxy]butanoyl fluoride
—— 1,2,2-Trimethyl-3-trifluoromethylcyclopent-3-ene-1-carbonyl fluoride —— C10H12F4O
1,2,2-Trimethyl-3-trifluoromethylcyclopent-3-ene-1-carbonyl fluoride
—— Decahydronaphthalene-2,7-dicarbonyl dichloride —— C12H16Cl2O2
Decahydronaphthalene-2,7-dicarbonyl dichloride
—— (E)-4,4,4-Trifluoro-but-2-enoyl fluoride —— C4H2F4O
(E)-4,4,4-Trifluoro-but-2-enoyl fluoride
—— Acetyl chloride;nonanoyl chloride —— C11H20Cl2O2
Acetyl chloride;nonanoyl chloride
—— (E)-3-ethylhex-2-enoyl chloride —— C8H13ClO
(E)-3-ethylhex-2-enoyl chloride
—— 3-(Cyclopentylamino)propanoyl chloride —— C8H14ClNO
3-(Cyclopentylamino)propanoyl chloride
—— Acetyl fluoride;1,1,1,4,4,4-hexafluoro-2-(1,1,2-trifluoroprop-2-enoxy)butane —— C9H8F10O2
Acetyl fluoride;1,1,1,4,4,4-hexafluoro-2-(1,1,2-trifluoroprop-2-enoxy)butane
—— 3-(1,1,1,7,7,7-Hexafluoro-4,4-dimethylheptan-2-yl)oxy-3-methyl-2-(trifluoromethyl)butanoyl chloride —— C15H20ClF9O2
3-(1,1,1,7,7,7-Hexafluoro-4,4-dimethylheptan-2-yl)oxy-3-methyl-2-(trifluoromethyl)butanoyl chloride
—— 16-Sulfanylhexadecanoyl fluoride —— C16H31FOS
16-Sulfanylhexadecanoyl fluoride
—— (2S,7S)-7-formyl-8-methyl-2-propan-2-ylnon-4-enoyl chloride —— C14H23ClO2
(2S,7S)-7-formyl-8-methyl-2-propan-2-ylnon-4-enoyl chloride
—— Acetyl chloride;bromomethane —— C3H6BrClO
Acetyl chloride;bromomethane
—— 3-Cyclohex-2-en-1-yl-2-methylprop-2-enoyl chloride —— C10H13ClO
3-Cyclohex-2-en-1-yl-2-methylprop-2-enoyl chloride
—— (1R)-1,2,2-trimethylcyclopentane-1,3-dicarbonyl chloride —— C10H14Cl2O2
(1R)-1,2,2-trimethylcyclopentane-1,3-dicarbonyl chloride
—— 3-Ethoxybutanoyl fluoride —— C6H11FO2
3-Ethoxybutanoyl fluoride
—— 2-[Chloro(difluoro)methyl]-3,3,3-trifluoro-2-methylpropanoyl fluoride —— C5H3ClF6O
2-[Chloro(difluoro)methyl]-3,3,3-trifluoro-2-methylpropanoyl fluoride
—— 2-Cyclohexa-1,5-dien-1-ylacetyl chloride —— C8H9ClO
2-Cyclohexa-1,5-dien-1-ylacetyl chloride
—— Ethanol;2-methylprop-2-enoyl chloride —— C6H11ClO2
Ethanol;2-methylprop-2-enoyl chloride
—— 3-Methylidenecyclohexane-1-carbonyl fluoride —— C8H11FO
3-Methylidenecyclohexane-1-carbonyl fluoride
—— 5-Ethylcyclononane-1-carbonyl chloride —— C12H21ClO
5-Ethylcyclononane-1-carbonyl chloride
—— 2-Tert-butyl-2-methylpropanedioyl dichloride —— C8H12Cl2O2
2-Tert-butyl-2-methylpropanedioyl dichloride
—— 4-Methyloct-2-enoyl chloride —— C9H15ClO
4-Methyloct-2-enoyl chloride
—— 2-Cyclooct-3-en-1-ylacetyl chloride —— C10H15ClO
2-Cyclooct-3-en-1-ylacetyl chloride
—— 6-Formylcyclohexene-1-carbonyl chloride —— C8H9ClO2
6-Formylcyclohexene-1-carbonyl chloride