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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
—— chloro-succinyl chloride 44808-38-0 C4H3Cl3O2
chloro-succinyl chloride
—— perfluorooxydiacetyl chloride 21297-62-1 C4Cl2F4O3
perfluorooxydiacetyl chloride
—— (ethylsulfanyl)acetyl fluoride 359794-76-6 C4H7FOS
(ethylsulfanyl)acetyl fluoride
—— β-chloro-isovaleryl chloride 78584-28-8 C5H8Cl2O
β-chloro-isovaleryl chloride
—— 2-bromoadamantaneacetyl chloride 98398-65-3 C12H16BrClO
2-bromoadamantaneacetyl chloride
—— 2-ethyl-2-chloro-butyryl chloride 77215-04-4 C6H10Cl2O
2-ethyl-2-chloro-butyryl chloride
—— 2-bromo-3,3,3-trifluoro-2-trifluoromethyl-propionyl chloride 662-18-0 C4BrClF6O
2-bromo-3,3,3-trifluoro-2-trifluoromethyl-propionyl chloride
—— 3,3,3-trifluoro-2-methyl-2-trifluoromethyl-propionyl chloride 13027-24-2 C5H3ClF6O
3,3,3-trifluoro-2-methyl-2-trifluoromethyl-propionyl chloride
—— α-Brom-hexafluor-isobutyrylfluorid 677-80-5 C4BrF7O
α-Brom-hexafluor-isobutyrylfluorid
—— 4,4,4-trifluoro-3-methylbutanoyl chloride 121320-45-4 C5H6ClF3O
4,4,4-trifluoro-3-methylbutanoyl chloride
—— monomethyl adipic mono acid chloride 51134-99-7 C7H10Cl2O2
monomethyl adipic mono acid chloride
—— chlorure de diisopropyl-2,2 methyl-3 butanoyle 35494-82-7 C11H21ClO
chlorure de diisopropyl-2,2 methyl-3 butanoyle
—— 3-(chloro-vinyl-phosphinoyl)-propionyl chloride 38056-66-5 C5H7Cl2O2P
3-(chloro-vinyl-phosphinoyl)-propionyl chloride
—— pentafluorosulfurdifluoroacetylfluoride 354-66-5 C2F8OS
pentafluorosulfurdifluoroacetylfluoride
—— 2-Methylpimelic acid chloride 53367-58-1 C8H12Cl2O2
2-Methylpimelic acid chloride
—— (E)-hept-4-enoyl chloride 879124-50-2 C7H11ClO
(E)-hept-4-enoyl chloride
—— ethyl adipoyl chloride 108250-01-7 C8H12Cl2O2
ethyl adipoyl chloride
—— 2,2-diethyl-5-chlorovaleric acid chloride 1356660-81-5 C9H16Cl2O
2,2-diethyl-5-chlorovaleric acid chloride
—— 1-bromocyclobutane-1-carbonyl chloride 70339-23-0 C5H6BrClO
1-bromocyclobutane-1-carbonyl chloride
—— cyclobutylcarboxylic acid fluoride 10412-81-4 C5H7FO
cyclobutylcarboxylic acid fluoride
—— 2,2,3,3,4,5,5-heptafluoro-adipoyl chloride 866-27-3 C6HCl2F7O2
2,2,3,3,4,5,5-heptafluoro-adipoyl chloride
—— 2,7-dimethyl-octanedioyl chloride 99192-38-8 C10H16Cl2O2
2,7-dimethyl-octanedioyl chloride
—— 1-adamantanecarbonyl chloride 1237807-42-9 C10H13ClO
1-adamantanecarbonyl chloride
—— Tricosanoyl chloride, 23-bromo- 61658-02-4 C23H44BrClO
Tricosanoyl chloride, 23-bromo-
—— (1-decyl-ethane-1,2-diyldioxy)-bis-acetyl chloride 62002-43-1 C16H28Cl2O4
(1-decyl-ethane-1,2-diyldioxy)-bis-acetyl chloride
—— t-butylacetyl bromide 4775-70-6 C6H11BrO
t-butylacetyl bromide
—— 2,5,8,11,14,17,20-heptaoxadocosan-22-oyl chloride 75427-78-0 C15H29ClO8
2,5,8,11,14,17,20-heptaoxadocosan-22-oyl chloride
—— (2E,4E)-Octa-2,4-dienoyl chloride 68597-86-4 C8H11ClO
(2E,4E)-Octa-2,4-dienoyl chloride
—— 3-methyladamantane-1-acetic acid chloride 120081-34-7 C13H19ClO
3-methyladamantane-1-acetic acid chloride
—— (prop-2-ynyloxy)acetic acid chloride 77378-24-6 C5H5ClO2
(prop-2-ynyloxy)acetic acid chloride
—— (<i>R</i>)-2-methyl-pentanoyl chloride 73365-31-8 C6H11ClO
(<i>R</i>)-2-methyl-pentanoyl chloride
—— 2,3-Dichlor-2-fluorpropancarbonsaeurechlorid 53510-12-6 C3H2Cl3FO
2,3-Dichlor-2-fluorpropancarbonsaeurechlorid
—— isopropoxyacetylchloride 56680-71-8 C5H9ClO2
isopropoxyacetylchloride
—— (S)-5-methylcyclopent-1-enecarbonyl chloride 1252030-49-1 C7H9ClO
(S)-5-methylcyclopent-1-enecarbonyl chloride
—— 9-undecynoic acid chloride 61798-17-2 C11H17ClO
9-undecynoic acid chloride
—— cis-4-methylpent-2-enoyl chloride 119163-26-7 C6H9ClO
cis-4-methylpent-2-enoyl chloride
—— (3,5,7-trimethyl-adamantan-1-yl)-acetyl chloride 31897-77-5 C15H23ClO
(3,5,7-trimethyl-adamantan-1-yl)-acetyl chloride
—— Spiro[4.6]undecane-2-carbonyl chloride 95070-39-6 C12H19ClO
Spiro[4.6]undecane-2-carbonyl chloride
—— 1-(2-ethyl-butyl)-cyclohexanecarbonyl chloride 211515-46-7 C13H23ClO
1-(2-ethyl-butyl)-cyclohexanecarbonyl chloride
—— 3-(Trichlorostannyl)propanoyl chloride 59586-10-6 C3H4Cl4OSn
3-(Trichlorostannyl)propanoyl chloride
—— Tricyclo[3.3.1.0~2,7~]nonane-1-carbonyl chloride 67226-73-7 C10H13ClO
Tricyclo[3.3.1.0~2,7~]nonane-1-carbonyl chloride
—— bromo-fluoro-acetyl bromide 359-22-8 C2HBr2FO
bromo-fluoro-acetyl bromide
—— 3-methyl-heptanoyl chloride 99222-85-2 C8H15ClO
3-methyl-heptanoyl chloride
—— S-3-methylheptanoyl chloride 99267-00-2 C8H15ClO
S-3-methylheptanoyl chloride
—— 2-(2-chlorocarbonyl-allyloxymethyl)-acryloylchloride 652966-97-7 C8H8Cl2O3
2-(2-chlorocarbonyl-allyloxymethyl)-acryloylchloride
—— ω-(methylthio)undecanoic acid chloride 89988-15-8 C12H23ClOS
ω-(methylthio)undecanoic acid chloride
—— 8-chloro-8<i>H</i>-tetradecafluoro-octanoyl fluoride 335-62-6 C8ClF15O
8-chloro-8<i>H</i>-tetradecafluoro-octanoyl fluoride
—— 2,5-dichloro-3,3-dimethyl-pentanoic acid-chloride 84077-54-3 C7H11Cl3O
2,5-dichloro-3,3-dimethyl-pentanoic acid-chloride
—— α-cyano-sec-butylacetyl chloride 344330-51-4 C7H10ClNO
α-cyano-sec-butylacetyl chloride
—— (2,2,2-Trifluoraethylthio)-acetylchlorid 57008-23-8 C4H4ClF3OS
(2,2,2-Trifluoraethylthio)-acetylchlorid