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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
(6ci)-1-环辛烯-1-羰酰氯 Cyclooct-1-ene-1-carbonyl chloride 101166-81-8 C9H13ClO
(6ci)-1-环辛烯-1-羰酰氯
(5Z,8Z,11Z,14Z)-二十二碳-5,8,11,14-四烯酰氯 (5Z,8Z,11Z,14Z)-Docosa-5,8,11,14-tetraenoyl chloride 1027068-72-9 C22H35ClO
(5Z,8Z,11Z,14Z)-二十二碳-5,8,11,14-四烯酰氯
(2S,3S)-2-氯-3-甲基戊酰氯 (2S,3S)-2-chloro-3-methylpentanoyl chloride 110203-04-8 C6H10Cl2O
(2S,3S)-2-氯-3-甲基戊酰氯
(2R)-2-氯丙酰氯 (R)-2-chloropropionyl chloride 70110-25-7 C3H4Cl2O
(2R)-2-氯丙酰氯
(1R,3S)-1,3-环己烷二羰基二氯化物 acid chloride 22605-65-8 C8H10Cl2O2
(1R,3S)-1,3-环己烷二羰基二氯化物
(1R,3S)-1,2,2-三甲基-1,3-环戊烷二羰基二氟化物 (1R,3S)-(+)-Camphoroyl difluoride 193280-15-8 C10H14F2O2
(1R,3S)-1,2,2-三甲基-1,3-环戊烷二羰基二氟化物
(1R,2S)-2-乙烯基环己烷羰基氯化物 (1R,2S)-2-ethenylcyclohexane-1-carbonyl chloride 180908-14-9 C9H13ClO
(1R,2S)-2-乙烯基环己烷羰基氯化物
(1R,2S)-2-(三氟甲基)环己烷羰基氟化物 (1R,2S)-2-(trifluoromethyl)cyclohexane-1-carbonyl fluoride 161117-11-9 C8H10F4O
(1R,2S)-2-(三氟甲基)环己烷羰基氟化物
(1R,2S)-1,2-环己烷二羰基二氟化物 (1R,2S)-Cyclohexane-1,2-dicarbonyl difluoride 161117-13-1 C8H10F2O2
(1R,2S)-1,2-环己烷二羰基二氟化物
(1R,2R)-4-环己烯-1,2-二甲酰氯 trans-4-cyclohexene-1,2-dicarbonyl dichloride 41183-19-1 C8H8Cl2O2
(1R,2R)-4-环己烯-1,2-二甲酰氯
(1R,2R)-2-乙烯基环己烷羰基氯化物 (1R,2R)-2-Ethenylcyclohexane-1-carbonyl chloride 180908-12-7 C9H13ClO
(1R,2R)-2-乙烯基环己烷羰基氯化物
(1R,2R)-1,2-环己烷二羰基二氯化物 trans-1,2-Cyclohexanedicarbonyl chloride 46021-27-6 C8H10Cl2O2
(1R,2R)-1,2-环己烷二羰基二氯化物
—— tricosafluoro-dodecanoyl fluoride —— C12F24O
tricosafluoro-dodecanoyl fluoride
—— 2,2,3-trichloro-butyryl chloride —— C4H4Cl4O
2,2,3-trichloro-butyryl chloride
—— 8-[18F]fluorooctanoyl chloride —— C8H14ClFO
8-[18F]fluorooctanoyl chloride
—— 2-methyl-2-propylvaleryl chloride —— C9H17ClO
2-methyl-2-propylvaleryl chloride
—— 3-Aminobuttersaeurechlorid —— C4H8ClNO
3-Aminobuttersaeurechlorid
—— (+/-)-<i>trans</i>-2-methyl-cyclopentane-carboxylic acid-(1)-chloride —— C7H11ClO
(+/-)-<i>trans</i>-2-methyl-cyclopentane-carboxylic acid-(1)-chloride
—— 2,2,4,8,10,10-hexamethyl-5-dodecanoyl chloride —— C18H35ClO
2,2,4,8,10,10-hexamethyl-5-dodecanoyl chloride
—— 2-tert-butyl-2-cyclopropene-1-carbonyl chloride —— C8H11ClO
2-tert-butyl-2-cyclopropene-1-carbonyl chloride
—— 2-decyltetradecanoyl chloride —— C24H47ClO
2-decyltetradecanoyl chloride
—— 3-chloropropionyl bromide —— C3H4BrClO
3-chloropropionyl bromide
—— 3,8-dichloroformylbicyclo[4,4,0]decane —— C12H16Cl2O2
3,8-dichloroformylbicyclo[4,4,0]decane
—— gamma-aminobutyric acid iodide —— C4H8INO
gamma-aminobutyric acid iodide
—— 1-methylcyclohexanoyl fluoride —— C8H13FO
1-methylcyclohexanoyl fluoride
—— 2-bromohex-5-enoyl chloride 1575589-09-1 C6H8BrClO
2-bromohex-5-enoyl chloride
—— 4-chlorotetrahydrophthaloyl chloride —— C8H7Cl3O2
4-chlorotetrahydrophthaloyl chloride
—— 2,2,5-trimethylhex-4-enoyl chloride —— C9H15ClO
2,2,5-trimethylhex-4-enoyl chloride
—— 5-chloropentanoyl fluoride —— C5H8ClFO
5-chloropentanoyl fluoride
—— [1-11C]butyryl chloride —— C4H7ClO
[1-11C]butyryl chloride
—— 1,1-d2-Methacryloyl chloride —— C4H5ClO
1,1-d2-Methacryloyl chloride
—— (4',6'-dimethylcyclohex-3'-ene-1'-yl)-carbonyl chloride —— C9H13ClO
(4',6'-dimethylcyclohex-3'-ene-1'-yl)-carbonyl chloride
—— pent-2-ynoyl chloride —— C5H5ClO
pent-2-ynoyl chloride
—— trans-2-ethyl-2-hexenoyl chloride —— C8H13ClO
trans-2-ethyl-2-hexenoyl chloride
—— Acetylchlorid-Aluminiumchlorid-Komplex —— AlCl3*C2H3ClO
Acetylchlorid-Aluminiumchlorid-Komplex
—— dodeca-5,7-diynedioyl dichloride —— C12H12Cl2O2
dodeca-5,7-diynedioyl dichloride
—— α-bromo-tert-butylacetylbromide —— C6H10Br2O
α-bromo-tert-butylacetylbromide
—— (2E)-3-cyclopentylacryloyl chloride —— C8H11ClO
(2E)-3-cyclopentylacryloyl chloride
—— 2-(methylthio)hexafluoroisobutyryl chloride —— C5H3ClF6OS
2-(methylthio)hexafluoroisobutyryl chloride
—— 14-bromotetradecanoyl chloride —— C14H26BrClO
14-bromotetradecanoyl chloride
—— 2-[2-(3-Methoxyhexafluoropropoxy)hexafluoropropoxy]-tetrafluoropropionyl fluoride —— C10H3F17O4
2-[2-(3-Methoxyhexafluoropropoxy)hexafluoropropoxy]-tetrafluoropropionyl fluoride
—— 1-(14)C-perfluorooctanoyl fluoride —— C8F16O
1-(14)C-perfluorooctanoyl fluoride
—— 2-cyclohexyl-2-methylpropanoyl chloride —— C10H17ClO
2-cyclohexyl-2-methylpropanoyl chloride
—— (R)-2-n-hexyloxypropanoyl chloride —— C9H17ClO2
(R)-2-n-hexyloxypropanoyl chloride
—— trans-4-cyanocyclohexanecarbonyl chloride —— C8H10ClNO
trans-4-cyanocyclohexanecarbonyl chloride
—— 1-methyl-2-cyclohexene-1-carbonyl chloride —— C8H11ClO
1-methyl-2-cyclohexene-1-carbonyl chloride
—— 3-pentenoyl chloride 3350-75-2 C5H7ClO
3-pentenoyl chloride
—— 2,4-dimethyl-valeryl chloride —— C7H13ClO
2,4-dimethyl-valeryl chloride
—— trans-4,5-Dimethyl-1,2-cyclohex-4-enedicarbonyl chloride —— C10H12Cl2O2
trans-4,5-Dimethyl-1,2-cyclohex-4-enedicarbonyl chloride
—— S-1-dodecyl-S'-(α,α'-dimethyl-α''acylchloride)trithiocarbonate —— C17H31ClOS3
S-1-dodecyl-S'-(α,α'-dimethyl-α''acylchloride)trithiocarbonate