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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
—— (5Z,8Z,11Z,14Z)-2,17-Dimethyl-docosa-5,8,11,14-tetraenoyl chloride 1025890-62-3 C24H39ClO
(5Z,8Z,11Z,14Z)-2,17-Dimethyl-docosa-5,8,11,14-tetraenoyl chloride
—— trans-(2S)-5-chloro-2-isopropyl-4-pentenoyl chloride 324519-69-9 C8H12Cl2O
trans-(2S)-5-chloro-2-isopropyl-4-pentenoyl chloride
—— (5Z,8Z,11Z,14Z)-Tetracosa-5,8,11,14-tetraenoyl chloride 1026263-55-7 C24H39ClO
(5Z,8Z,11Z,14Z)-Tetracosa-5,8,11,14-tetraenoyl chloride
—— (5Z,8Z,11Z,14Z)-17,17-Dimethyl-henicosa-5,8,11,14-tetraenoyl chloride 1026858-58-1 C23H37ClO
(5Z,8Z,11Z,14Z)-17,17-Dimethyl-henicosa-5,8,11,14-tetraenoyl chloride
—— (5Z,8Z,11Z,14Z)-Tricosa-5,8,11,14-tetraenoyl chloride 1026861-48-2 C23H37ClO
(5Z,8Z,11Z,14Z)-Tricosa-5,8,11,14-tetraenoyl chloride
—— (5Z,8Z,11Z,14Z)-(2013C)icosa-5,8,11,14-tetraenoyl chloride 1026747-11-4 C20H31ClO
(5Z,8Z,11Z,14Z)-(2013C)icosa-5,8,11,14-tetraenoyl chloride
—— (5Z,8Z,11Z,14Z)-2,17,17-Trimethyl-docosa-5,8,11,14-tetraenoyl chloride 1026163-82-5 C25H41ClO
(5Z,8Z,11Z,14Z)-2,17,17-Trimethyl-docosa-5,8,11,14-tetraenoyl chloride
—— (5Z,8Z,11Z,14Z)-17-Methyl-docosa-5,8,11,14-tetraenoyl chloride 1027599-30-9 C23H37ClO
(5Z,8Z,11Z,14Z)-17-Methyl-docosa-5,8,11,14-tetraenoyl chloride
—— (5Z,8Z,11Z,14Z)-2-Methyl-tricosa-5,8,11,14-tetraenoyl chloride 1026438-82-3 C24H39ClO
(5Z,8Z,11Z,14Z)-2-Methyl-tricosa-5,8,11,14-tetraenoyl chloride
—— 2-methyl-heptadecanoyl chloride 118796-13-7 C18H35ClO
2-methyl-heptadecanoyl chloride
—— dodecanoyl fluoride 2266-69-5 C12H23FO
dodecanoyl fluoride
—— cyclohexanecarbonyl fluoride 1977-87-3 C7H11FO
cyclohexanecarbonyl fluoride
—— 3-(ethylthio)propionyl fluoride 173442-05-2 C5H9FOS
3-(ethylthio)propionyl fluoride
—— 2-bromobutyryl bromide 1246218-11-0 C4H6Br2O
2-bromobutyryl bromide
—— formyl iodide 50398-22-6 CHIO
formyl iodide
—— 2-isopropyl-3-methyl-butyryl chloride 29571-64-0 C8H15ClO
2-isopropyl-3-methyl-butyryl chloride
—— β-trichlorogermylbutyroyl chloride 21187-30-4 C4H6Cl4GeO
β-trichlorogermylbutyroyl chloride
—— 2-ethyl-3,3-dimethyl-butyryl chloride 67632-27-3 C8H15ClO
2-ethyl-3,3-dimethyl-butyryl chloride
—— (2-propyl)pentanoyl chloride 1000183-78-7 C8H15ClO
(2-propyl)pentanoyl chloride
—— 2-Ethylpentanoylchlorid 687-26-3 C7H13ClO
2-Ethylpentanoylchlorid
—— 2-ethyl-3-methyl-valeryl chloride 82024-15-5 C8H15ClO
2-ethyl-3-methyl-valeryl chloride
—— 3-methyl-2-propyl-valeryl chloride 854660-15-4 C9H17ClO
3-methyl-2-propyl-valeryl chloride
—— 2-ethyl-3-methyl-butyryl chloride 51760-89-5 C7H13ClO
2-ethyl-3-methyl-butyryl chloride
—— 2,3-dimethyl-3-butenaeurechkorid 54980-06-2 C6H9ClO
2,3-dimethyl-3-butenaeurechkorid
—— (E)-4-chloro-2-butenoic acid chloride 24806-06-2 C4H4Cl2O
(E)-4-chloro-2-butenoic acid chloride
—— (E)-oct-2-enoic acid chloride 100808-08-0 C8H13ClO
(E)-oct-2-enoic acid chloride
—— decanoic acid bromide 49791-22-2 C10H19BrO
decanoic acid bromide
—— hexanoyl bromide 51499-41-3 C6H11BrO
hexanoyl bromide
—— Cyclopentanecarbonyl fluoride, 1,2,2,3,3,4,5,5-octafluoro-4-(trifluoromethyl)- 1646599-70-3 C7F12O
Cyclopentanecarbonyl fluoride, 1,2,2,3,3,4,5,5-octafluoro-4-(trifluoromethyl)-
—— β-Chlor-caproylchlorid 90631-66-6 C6H10Cl2O
β-Chlor-caproylchlorid
—— F(O)C-(CF2)6-COF 24647-09-4 C8F14O2
F(O)C-(CF2)6-COF
—— 5-cyclohexylpentanoyl chloride 5693-80-1 C11H19ClO
5-cyclohexylpentanoyl chloride
—— 3-bromo-2-methylpropionyl chloride 71271-28-8 C4H6BrClO
3-bromo-2-methylpropionyl chloride
—— 5-butyl-5-ethyl-3,7-dioxaazelaoyl dichloride 108444-75-3 C13H22Cl2O4
5-butyl-5-ethyl-3,7-dioxaazelaoyl dichloride
—— tetracosanedioyl dichloride 123333-83-5 C24H44Cl2O2
tetracosanedioyl dichloride
—— dotriacontanedioic acid dichloride 113960-53-5 C32H60Cl2O2
dotriacontanedioic acid dichloride
—— Cycloundecan-carbonsaeurechlorid 83224-26-4 C12H21ClO
Cycloundecan-carbonsaeurechlorid
—— 2-ethyl-heptanoyl chloride 60545-38-2 C9H17ClO
2-ethyl-heptanoyl chloride
—— 2-isopropylacryloyl chloride 72846-28-7 C6H9ClO
2-isopropylacryloyl chloride
—— 1-Cycloheptene-1-carboxylic acid chloride 72233-47-7 C8H11ClO
1-Cycloheptene-1-carboxylic acid chloride
—— 2-butylacryloyl chloride 72835-84-8 C7H11ClO
2-butylacryloyl chloride
—— 10,12-docosadiyne-1,22-dicarbonyl chloride 57120-17-9 C22H32Cl2O2
10,12-docosadiyne-1,22-dicarbonyl chloride
—— cyclohexane-1,3,5-tricarbonyl trichloride —— C9H9Cl3O3
cyclohexane-1,3,5-tricarbonyl trichloride
—— octadeca-10,12-diynoyl chloride 128937-78-0 C18H27ClO
octadeca-10,12-diynoyl chloride
—— (<i>S</i>)-2-methyl-pentanoyl chloride 25548-83-8 C6H11ClO
(<i>S</i>)-2-methyl-pentanoyl chloride
—— Me2CHSCH2CH2C(O)Cl 1071712-69-0 C6H11ClOS
Me2CHSCH2CH2C(O)Cl
—— 9-bromononanoyl chloride 73674-10-9 C9H16BrClO
9-bromononanoyl chloride
—— α,β,β-Trichlor-propionylchlorid 20734-79-6 C3H2Cl4O
α,β,β-Trichlor-propionylchlorid
—— dichloro-fluoro-acetyl chloride 354-17-6 C2Cl3FO
dichloro-fluoro-acetyl chloride
—— 2-Tert-butyl-2,3,3-trimethylbutanoyl chloride 343853-02-1 C11H21ClO
2-Tert-butyl-2,3,3-trimethylbutanoyl chloride