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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
—— (3S)-methyl valeroyl chloride 28977-69-7 C6H11ClO
(3S)-methyl valeroyl chloride
—— perfluoro-2-methyl-3-oxahexanoic acid chloride 125037-07-2 C6ClF11O2
perfluoro-2-methyl-3-oxahexanoic acid chloride
—— perfluoro-2,5-dimethyl-3,6-dioxanonanoyl chloride 63069-29-4 C9ClF17O3
perfluoro-2,5-dimethyl-3,6-dioxanonanoyl chloride
—— 7-chloroheptanoyl chloride 54771-63-0 C7H12Cl2O
7-chloroheptanoyl chloride
—— 1,3-Dimethyl cyclohexanecarbonyl chloride 854448-11-6 C9H15ClO
1,3-Dimethyl cyclohexanecarbonyl chloride
—— (Z)-2-methyl-2-butenoyl chloride —— C5H7ClO
(Z)-2-methyl-2-butenoyl chloride
—— 2-ethyl-2-bromo-butyryl chloride 74988-02-6 C6H10BrClO
2-ethyl-2-bromo-butyryl chloride
—— γ-linolenic acid 54562-14-0 C18H29ClO
γ-linolenic acid
—— (S)-2-bromopropionyl chloride 7148-74-5 C3H4BrClO
(S)-2-bromopropionyl chloride
—— 4-bromobutyryl chloride 412018-40-7 C4H6BrClO
4-bromobutyryl chloride
—— 5-norbornene-endo-2-carbonyl chloride —— C8H9ClO
5-norbornene-endo-2-carbonyl chloride
—— (+)-chaulmoogric acid-chloride 110459-18-2 C18H31ClO
(+)-chaulmoogric acid-chloride
—— decanoyl fluoride 334-47-4 C10H19FO
decanoyl fluoride
—— 7-bromoheptanoyl chloride 50733-91-0 C7H12BrClO
7-bromoheptanoyl chloride
—— 3,6-dioxa-1,8-octanoyl dichloride 31255-09-1 C6H8Cl2O4
3,6-dioxa-1,8-octanoyl dichloride
—— perfluoro(5-oxa-6-heptenyl) cyanide 54675-68-2 C4F5NO
perfluoro(5-oxa-6-heptenyl) cyanide
—— trichloroethyl chloroformate 52999-57-2 C3H2Cl4O
trichloroethyl chloroformate
—— 4,4,5,5,5-pentafluoropentanoyl chloride 3637-18-1 C5H4ClF5O
4,4,5,5,5-pentafluoropentanoyl chloride
—— 2-(2-(2-methoxyethoxy)ethoxy)acetyl chloride 63881-16-3 C7H13ClO4
2-(2-(2-methoxyethoxy)ethoxy)acetyl chloride
—— (E)-pent-2-enoyl chloride 33698-85-0 C5H7ClO
(E)-pent-2-enoyl chloride
—— 2,2-dimethyldodecanoyl chloride 60631-34-7 C14H27ClO
2,2-dimethyldodecanoyl chloride
—— 13-methyl-tetradecanoyl chloride 83549-87-5 C15H29ClO
13-methyl-tetradecanoyl chloride
—— 2-(Methoxymethyl)prop-2-enoyl chloride 1146619-41-1 C5H7ClO2
2-(Methoxymethyl)prop-2-enoyl chloride
—— Petroselinyl chloride 21330-53-0 C18H33ClO
Petroselinyl chloride
—— cis-6-Octadecenoylchloride 150989-03-0 C18H33ClO
cis-6-Octadecenoylchloride
—— 8-methyl-nonanoyl chloride 205651-88-3 C10H19ClO
8-methyl-nonanoyl chloride
—— 2-butyloctanoyl chloride 100246-69-3 C12H23ClO
2-butyloctanoyl chloride
—— α,α-bischloromethyl propionyl chloride 4301-04-6 C5H7Cl3O
α,α-bischloromethyl propionyl chloride
—— 3-chloro-2,2-di<chloromethyl>propionyl chloride 50547-79-0 C5H6Cl4O
3-chloro-2,2-di<chloromethyl>propionyl chloride
—— (E)-non-2-enoic acid chloride 60784-27-2 C9H15ClO
(E)-non-2-enoic acid chloride
—— 4-methylsulfanyl-butyryl chloride 54473-54-0 C5H9ClOS
4-methylsulfanyl-butyryl chloride
—— 2-(methylthio)propanoyl chloride 55843-13-5 C4H7ClOS
2-(methylthio)propanoyl chloride
—— butoxyacetyl chloride 56680-70-7 C6H11ClO2
butoxyacetyl chloride
—— 3-Isopropoxy-propionsaeurechlorid 56680-78-5 C6H11ClO2
3-Isopropoxy-propionsaeurechlorid
—— methoxypropionyl chloride 4244-59-1 C4H7ClO2
methoxypropionyl chloride
—— 2-ethylsulfanyl-propionyl chloride 62034-66-6 C5H9ClOS
2-ethylsulfanyl-propionyl chloride
—— perfluoroisobutyryl fluoride 677-84-9 C4F8O
perfluoroisobutyryl fluoride
—— trans-trans-4-n-pentylcyclohexyl-cyclohexane-4'-carboxylic acid chloride 94536-25-1 C18H31ClO
trans-trans-4-n-pentylcyclohexyl-cyclohexane-4'-carboxylic acid chloride
—— 5,8,11,14,17-eicosapentaenoyl chloride 98770-65-1 C20H29ClO
5,8,11,14,17-eicosapentaenoyl chloride
—— (4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenoyl chloride 98776-99-9 C22H31ClO
(4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenoyl chloride
—— (methylthio)acetyl chloride 35928-65-5 C3H5ClOS
(methylthio)acetyl chloride
—— 2-(ethylthio)acetyl chloride 54256-37-0 C4H7ClOS
2-(ethylthio)acetyl chloride
—— propylsulfanyl-acetyl chloride 55016-23-4 C5H9ClOS
propylsulfanyl-acetyl chloride
—— erucic acid chloride —— C22H41ClO
erucic acid chloride
—— elaidoyl chloride 112-77-6 C18H33ClO
elaidoyl chloride
—— 3-butynoyl chloride 851388-73-3 C4H3ClO
3-butynoyl chloride
—— (1,1,2,2,3-Pentafluoro-3-oxopropyl) hypofluorite 5930-63-2 C3F6O2
(1,1,2,2,3-Pentafluoro-3-oxopropyl) hypofluorite
—— 6-aminohexanoic acid chloride hydrochloride 40772-92-7 C6H12ClNO*ClH
6-aminohexanoic acid chloride hydrochloride
—— bicyclohexyl-1-carbonyl chloride 92110-93-5 C13H21ClO
bicyclohexyl-1-carbonyl chloride
—— 2-ethyl-2-methyl-hexanoyl chloride 49802-73-5 C9H17ClO
2-ethyl-2-methyl-hexanoyl chloride