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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
(2,6-二甲基苯氧基)乙酰氯 2,6-dimethylphenoxyacetyl chloride 20143-48-0 C10H11ClO2
(2,6-二甲基苯氧基)乙酰氯
(2,5-二甲氧苯基)乙酰氯 2,5-dimethoxyphenylacetyl chloride 52711-92-9 C10H11ClO3
(2,5-二甲氧苯基)乙酰氯
(2,4-二氯苯基)甲磺酰氯 (2,4-dichlorophenyl)methanesulfonyl chloride 88691-50-3 C7H5Cl3O2S
(2,4-二氯苯基)甲磺酰氯
—— trans-5-Norbornene-2,3-dicarbonyl chloride 4582-21-2 C9H8Cl2O2
trans-5-Norbornene-2,3-dicarbonyl chloride
—— 4-ethylamino-benzoyl chloride 4755-50-4 C9H10ClNO
4-ethylamino-benzoyl chloride
—— (2,3-difluorophenyl)methanesulfonyl Chloride 886498-49-3 C7H5ClF2O2S
(2,3-difluorophenyl)methanesulfonyl Chloride
—— 7-bromo-6-methoxy-benzo[b]thiophene-2-sulfonyl chloride 1158208-62-8 C9H6BrClO3S2
7-bromo-6-methoxy-benzo[b]thiophene-2-sulfonyl chloride
—— dimethyl adipimidate dihydrochloride 14620-72-5 C8H16N2O2*2ClH
dimethyl adipimidate dihydrochloride
—— (2S)-ethylhexanoyl chloride 760-67-8 C8H15ClO
(2S)-ethylhexanoyl chloride
—— 2-ethylhexanoyl chloride 760-67-8 C8H15ClO
2-ethylhexanoyl chloride
—— (2R,3R)-Bicyclo[2.2.1]hept-5-ene-2,3-dicarbonyl dichloride 4582-21-2 C9H8Cl2O2
(2R,3R)-Bicyclo[2.2.1]hept-5-ene-2,3-dicarbonyl dichloride
—— (<i>R</i>)-2-bromo-hexanoyl chloride 42768-46-7 C6H10BrClO
(<i>R</i>)-2-bromo-hexanoyl chloride
—— 5-Methyl-4-chlorformyl-3-(4-chlor-phenyl)-isoxazol 91059-01-7 C11H7Cl2NO2
5-Methyl-4-chlorformyl-3-(4-chlor-phenyl)-isoxazol
—— (E)-2-(3-(trifluoromethyl)phenyl)ethene-1-sulfonyl chloride 1161945-21-6 C9H6ClF3O2S
(E)-2-(3-(trifluoromethyl)phenyl)ethene-1-sulfonyl chloride
—— chloramine N 29917-04-2 C6H4ClN2O4S*Na
chloramine N
—— trans-bicyclo[2.2.1]hept-5-ene-2,3-dicarbonyl dichloride 4582-21-2 C9H8Cl2O2
trans-bicyclo[2.2.1]hept-5-ene-2,3-dicarbonyl dichloride
—— 1-phenyl-ethanesulfonyl chloride 58032-85-2 C8H9ClO2S
1-phenyl-ethanesulfonyl chloride
—— 4-chlorobenzoyl fluoride 456-21-3 C7H4ClFO
4-chlorobenzoyl fluoride
—— 4-((4-methylpiperazin-1-yl)methyl)benzoyl chloride dihydrochloride 106261-64-7 C13H17ClN2O*2ClH
4-((4-methylpiperazin-1-yl)methyl)benzoyl chloride dihydrochloride
—— (+)-(1S,2S,5R)-menthyl chloride 13371-12-5 C10H19Cl
(+)-(1S,2S,5R)-menthyl chloride
—— bicyclo[2.2.1]hept-2-ene-5-carbonyl chloride 27063-48-5 C8H9ClO
bicyclo[2.2.1]hept-2-ene-5-carbonyl chloride
—— 5-chloro-2-oxo-2,3-dihydro-benzooxazole-6-sulfonyl chloride 5791-05-9 C7H3Cl2NO4S
5-chloro-2-oxo-2,3-dihydro-benzooxazole-6-sulfonyl chloride
—— (S)-2-bromopropionyl chloride 7148-74-5 C3H4BrClO
(S)-2-bromopropionyl chloride
—— 4-N,N-dimethylaminocrotonoylchloride Hydrochloride 501332-27-0 C6H10ClNO*ClH
4-N,N-dimethylaminocrotonoylchloride Hydrochloride
—— 7-bromoheptanoyl chloride 50733-91-0 C7H12BrClO
7-bromoheptanoyl chloride
—— (E)-pent-2-enoyl chloride 33698-85-0 C5H7ClO
(E)-pent-2-enoyl chloride
—— elaidoyl chloride 112-77-6 C18H33ClO
elaidoyl chloride
—— 1-(2,2-difluorobenzo[d][1,3]dioxol-5-yl)cyclopropanecarbonyl chloride 1004294-65-8 C11H7ClF2O3
1-(2,2-difluorobenzo[d][1,3]dioxol-5-yl)cyclopropanecarbonyl chloride
—— (E)-3-(3,4,5-trimethoxyphenyl)acryloyl chloride 10263-19-1 C12H13ClO4
(E)-3-(3,4,5-trimethoxyphenyl)acryloyl chloride
—— palmitoleoyl chloride 40426-22-0 C16H29ClO
palmitoleoyl chloride
—— 3-benzo[1,3]dioxol-5-yl-acryloyl chloride 26930-49-4 C10H7ClO3
3-benzo[1,3]dioxol-5-yl-acryloyl chloride