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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
—— 4-chloro-but-2-enoyl chloride 24806-06-2 C4H4Cl2O
4-chloro-but-2-enoyl chloride
—— 2-methyl-5-norbornene-2-carbonyl chloride 39198-49-7 C9H11ClO
2-methyl-5-norbornene-2-carbonyl chloride
—— (2E,4Z)-2,4-hexadienoyl chloride 171737-31-8 C6H7ClO
(2E,4Z)-2,4-hexadienoyl chloride
—— 2,5,8,11-tetraoxatetradecan-14-oyl chloride 848442-01-3 C10H19ClO5
2,5,8,11-tetraoxatetradecan-14-oyl chloride
—— 2,2,5,5-tetramethylcyclopentanecarbonyl chloride 96188-83-9 C10H17ClO
2,2,5,5-tetramethylcyclopentanecarbonyl chloride
—— 4-fluoro-butyryl chloride 692-25-1 C4H6ClFO
4-fluoro-butyryl chloride
—— (Prop-2-ynylthio)acetic acid chloride 39585-05-2 C5H5ClOS
(Prop-2-ynylthio)acetic acid chloride
—— hepta-5,6-dienoyl chloride 457060-27-4 C7H9ClO
hepta-5,6-dienoyl chloride
—— cyclooctyl-acetyl chloride 67657-72-1 C10H17ClO
cyclooctyl-acetyl chloride
—— 6(4-Chlorobutoxy)-2,2-dimethylhexanoyl chloride 1239662-83-9 C12H22Cl2O2
6(4-Chlorobutoxy)-2,2-dimethylhexanoyl chloride
—— 1-tert-Butylcyclohexansaeurechlorid 35618-41-8 C11H19ClO
1-tert-Butylcyclohexansaeurechlorid
—— 2-sec-butoxyethanoyl chloride 56680-73-0 C6H11ClO2
2-sec-butoxyethanoyl chloride
—— 2-Chloro-2-(3,5,7-trimethyl-1-adamantyl)acetyl chloride 40193-21-3 C15H22Cl2O
2-Chloro-2-(3,5,7-trimethyl-1-adamantyl)acetyl chloride
—— (<i>R</i>)-4-methyl-hexanoyl chloride 70432-01-8 C7H13ClO
(<i>R</i>)-4-methyl-hexanoyl chloride
—— 1-Isopropyl-cyclohexan-carbonsaeure-chlorid 2890-41-7 C10H17ClO
1-Isopropyl-cyclohexan-carbonsaeure-chlorid
—— 2,2-dichloropentanoyl chloride 41718-49-4 C5H7Cl3O
2,2-dichloropentanoyl chloride
—— (1S,6S)-6-methylcyclohex-3-ene-1-carbonyl chloride 92284-36-1 C8H11ClO
(1S,6S)-6-methylcyclohex-3-ene-1-carbonyl chloride
—— 5-methoxypentanoyl chloride 96720-53-5 C6H11ClO2
5-methoxypentanoyl chloride
—— 2-Fluor-butyrylchlorid 2027-81-8 C4H6ClFO
2-Fluor-butyrylchlorid
—— 3-bromo-2,2,4-trimethylcyclohex-3-ene carbonyl chloride 185851-20-1 C10H14BrClO
3-bromo-2,2,4-trimethylcyclohex-3-ene carbonyl chloride
—— (<i>R</i>)-3-methyl-hexanoyl chloride 63707-87-9 C7H13ClO
(<i>R</i>)-3-methyl-hexanoyl chloride
—— (2R)-2-propan-2-ylpentanoyl chloride 1000183-79-8 C8H15ClO
(2R)-2-propan-2-ylpentanoyl chloride
—— (2S)-2-propan-2-ylpentanoyl chloride 1000183-80-1 C8H15ClO
(2S)-2-propan-2-ylpentanoyl chloride
—— 2,2-dideuterio-propionylchlorid 37610-04-1 C3H5ClO
2,2-dideuterio-propionylchlorid
—— (1R)-4-methylcyclohex-3-enecarboxylic acid chloride 1314795-37-3 C8H11ClO
(1R)-4-methylcyclohex-3-enecarboxylic acid chloride
—— 4-methyl-3-pentenoic acid chloride 41199-96-6 C6H9ClO
4-methyl-3-pentenoic acid chloride
—— (E-crotyloxy)acetyl chloride 109385-07-1 C6H9ClO2
(E-crotyloxy)acetyl chloride
—— Diamantan-1.6-dicarbonsaeurechlorid 66060-86-4 C16H18Cl2O2
Diamantan-1.6-dicarbonsaeurechlorid
—— 1-ethylcyclobutane-1-carbonyl chloride 1029128-57-1 C7H11ClO
1-ethylcyclobutane-1-carbonyl chloride
—— cyclohexa-1,3-dienecarboxylic acid chloride 20355-56-0 C7H7ClO
cyclohexa-1,3-dienecarboxylic acid chloride
—— Cyclohexa-1,5-diene-1-carbonyl chloride 784213-45-2 C7H7ClO
Cyclohexa-1,5-diene-1-carbonyl chloride
—— (2-Cyanoethyl)thioacetylchlorid 61404-34-0 C5H6ClNOS
(2-Cyanoethyl)thioacetylchlorid
—— chlorure de l'acide bicyclo<2.2.2>octene-5 carboxylique 99094-77-6 C9H11ClO
chlorure de l'acide bicyclo<2.2.2>octene-5 carboxylique
—— 3-methylbutyroyl fluoride 352-66-9 C5H9FO
3-methylbutyroyl fluoride
—— (Z)-2-Chlor-2-hexenoyl-fluorid 62300-89-4 C6H8ClFO
(Z)-2-Chlor-2-hexenoyl-fluorid
—— trans-1,2-cyclobutanedicarboxylic acid dichloride 3668-43-7 C6H6Cl2O2
trans-1,2-cyclobutanedicarboxylic acid dichloride
—— Bicyclo<3.2.1>octan-1-carbonsaeurechlorid 58541-35-8 C9H13ClO
Bicyclo<3.2.1>octan-1-carbonsaeurechlorid
—— 2<i>H</i>,2<i>H</i>-heptafluoro-valeryl chloride 813-20-7 C5H2ClF7O
2<i>H</i>,2<i>H</i>-heptafluoro-valeryl chloride
—— 2-Propylundecanoyl chloride 875217-79-1 C14H27ClO
2-Propylundecanoyl chloride
—— 1,3,5,7-adamantanetetracarbonyl chloride 137494-82-7 C14H12Cl4O4
1,3,5,7-adamantanetetracarbonyl chloride
—— (1R,3R)-1,2,2,3-tetramethylcyclopentanoyl chloride 923593-85-5 C10H17ClO
(1R,3R)-1,2,2,3-tetramethylcyclopentanoyl chloride
—— 3-fluoro-2,2-dimethylpropanoyl chloride 95298-07-0 C5H8ClFO
3-fluoro-2,2-dimethylpropanoyl chloride
—— 2-Tert-butylpent-4-enoyl chloride 1252553-47-1 C9H15ClO
2-Tert-butylpent-4-enoyl chloride
—— (-)(R)-5-butyl-caproic acid-chloride 107351-30-4 C10H19ClO
(-)(R)-5-butyl-caproic acid-chloride
—— [(4aR,8aR)-6-Methyl-3,4,4a,5,8,8a-hexahydro-2H-naphthalen-(1E)-ylidene]-acetyl chloride 123992-79-0 C13H17ClO
[(4aR,8aR)-6-Methyl-3,4,4a,5,8,8a-hexahydro-2H-naphthalen-(1E)-ylidene]-acetyl chloride
—— 2-Chloro-2-(chlorothio)butanoyl chloride 56701-12-3 C4H5Cl3OS
2-Chloro-2-(chlorothio)butanoyl chloride
—— 7-methyl-2-octenoyl chloride 1258519-41-3 C9H15ClO
7-methyl-2-octenoyl chloride
—— Cycloocta-1,3,5,7-tetraene-1-carbonyl chloride 663618-22-2 C9H7ClO
Cycloocta-1,3,5,7-tetraene-1-carbonyl chloride
—— 1-Chlorformyl-cycloundecadien-(5,9) 91561-68-1 C12H17ClO
1-Chlorformyl-cycloundecadien-(5,9)
—— 5-Oxopent-4-enoyl chloride 17423-43-7 C5H5ClO2
5-Oxopent-4-enoyl chloride