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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
1,1,2,2,3,3,4,4,5,5,6,6,7,7,7-十五氟基-1-庚烷磺酰氯 perfluoroheptane sulfonylfluoride 335-71-7 C7F16O2S
1,1,2,2,3,3,4,4,5,5,6,6,7,7,7-十五氟基-1-庚烷磺酰氯
(3,5-二氟苯基)甲烷磺酰氯 (3,5-Difluorophenyl)methanesulfonyl chloride 163295-74-7 C7H5ClF2O2S
(3,5-二氟苯基)甲烷磺酰氯
(3,4-二甲氧基苯基)乙酰氯 3,4-dimethoxyphenylacetyl chloride 10313-60-7 C10H11ClO3
(3,4-二甲氧基苯基)乙酰氯
(2R)-2-氯丙酰氯 (R)-2-chloropropionyl chloride 70110-25-7 C3H4Cl2O
(2R)-2-氯丙酰氯
(2-氯-4-氟苯基)甲烷磺酰氯 (2-Chloro-4-fluorophenyl)methanesulfonyl chloride 541528-45-4 C7H5Cl2FO2S
(2-氯-4-氟苯基)甲烷磺酰氯
(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
—— 2-Ethyl-5-methoxybenzenesulfonyl chloride 1351416-48-2 C9H11ClO3S
2-Ethyl-5-methoxybenzenesulfonyl chloride
—— 5-chloro-4-methylthiophene-2-sulfonyl chloride 1353435-17-2 C5H4Cl2O2S2
5-chloro-4-methylthiophene-2-sulfonyl chloride
—— 4-(Trifluoromethoxy)phenylmethanesulfonyl chloride 683813-55-0 C8H6ClF3O3S
4-(Trifluoromethoxy)phenylmethanesulfonyl chloride
—— 2-Fluoro-5-methoxypyridine-4-sulfonyl chloride 1261801-17-5 C6H5ClFNO3S
2-Fluoro-5-methoxypyridine-4-sulfonyl chloride
—— 2-fluoro-4-methylbenzylsulfonyl chloride 1505607-08-8 C8H8ClFO2S
2-fluoro-4-methylbenzylsulfonyl chloride
—— (4-Fluoro-2-methylphenyl)methanesulfonyl chloride 1248508-79-3 C8H8ClFO2S
(4-Fluoro-2-methylphenyl)methanesulfonyl chloride
—— dimethyloctanediimidate dihydrochloride 34490-86-3 C10H20N2O2*2ClH
dimethyloctanediimidate dihydrochloride
—— (R)-O-acetylmandeloyl chloride 49845-69-4 C10H9ClO3
(R)-O-acetylmandeloyl chloride
—— 4,5-Dichloro-2-methoxy-benzenesulfonyl chloride 35509-61-6 C7H5Cl3O3S
4,5-Dichloro-2-methoxy-benzenesulfonyl chloride
—— 3-Methylfuran-2-sulfonyl chloride 926921-60-0 C5H5ClO3S
3-Methylfuran-2-sulfonyl chloride
—— 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
—— 3-(4-chlorophenoxy)benzenesulfonyl Chloride 501697-55-8 C12H8Cl2O3S
3-(4-chlorophenoxy)benzenesulfonyl Chloride
—— dimethyl adipimidate dihydrochloride 14620-72-5 C8H16N2O2*2ClH
dimethyl adipimidate dihydrochloride
—— 2-Chloro-6-methylpyridine-4-sulfonyl chloride 1211527-22-8 C6H5Cl2NO2S
2-Chloro-6-methylpyridine-4-sulfonyl chloride
—— (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
—— (R)-2-bromopropionyl chloride 52152-04-2 C3H4BrClO
(R)-2-bromopropionyl 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