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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
—— 2,2-diethylbutanoyl chloride 35354-15-5 C8H15ClO
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—— palmitoyl fluoride 3872-13-7 C16H31FO
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—— (+/-)-2-fluoropropionyl chloride 430-97-7 C3H4ClFO
(+/-)-2-fluoropropionyl chloride
—— 4-(2-Cyanoethyl)bicyclo[2.2.2]octane-1-carbonyl chloride 1308728-89-3 C12H16ClNO
4-(2-Cyanoethyl)bicyclo[2.2.2]octane-1-carbonyl chloride
—— 2-bromo-4-chlorobutanoyl chloride 71254-32-5 C4H5BrCl2O
2-bromo-4-chlorobutanoyl chloride
—— trans-4-n-pentylcyclohexylcarbonyl chloride 67679-85-0 C12H21ClO
trans-4-n-pentylcyclohexylcarbonyl chloride
—— 2,2-dimethyl-3-(methylthio)propanoyl chloride 37695-37-7 C6H11ClOS
2,2-dimethyl-3-(methylthio)propanoyl chloride
—— 3-iodopropionyl chloride 41518-22-3 C3H4ClIO
3-iodopropionyl chloride
—— 2-adamantanecarbonyl chloride 40079-92-3 C11H15ClO
2-adamantanecarbonyl chloride
—— bicyclo[2.2.1]hept-2-ene-5-carbonyl chloride 27063-48-5 C8H9ClO
bicyclo[2.2.1]hept-2-ene-5-carbonyl chloride
—— bicyclo[2.2.1]hept-5-ene-2,3-dicarbonyl dichloride 707-80-2 C9H8Cl2O2
bicyclo[2.2.1]hept-5-ene-2,3-dicarbonyl dichloride
—— 2-propynoyl chloride 50277-65-1 C3HClO
2-propynoyl chloride
—— (1-Cyanoethyl)thioacetylchlorid 56796-14-6 C5H6ClNOS
(1-Cyanoethyl)thioacetylchlorid
—— 3-ethylpent-2-enoyl chloride 124885-60-5 C7H11ClO
3-ethylpent-2-enoyl chloride
—— 1-bromo-1-cyclopentanecarboxylic acid chloride 56447-23-5 C6H8BrClO
1-bromo-1-cyclopentanecarboxylic acid chloride
—— 2-methyl-3-chloropropionyl chloride 7623-10-1 C4H6Cl2O
2-methyl-3-chloropropionyl chloride
—— (1S,2S,4S)-2,4-dimethylcyclohexane-1-carbonyl chloride 1417718-84-3 C9H15ClO
(1S,2S,4S)-2,4-dimethylcyclohexane-1-carbonyl chloride
—— adamantan-1,3,5-tricarbonyl trichloride 753025-22-8 C13H13Cl3O3
adamantan-1,3,5-tricarbonyl trichloride
—— 2-bromododecanoyl chloride 59117-75-8 C12H22BrClO
2-bromododecanoyl chloride
—— 12-methoxydodecanoyl chloride 187885-81-0 C13H25ClO2
12-methoxydodecanoyl chloride
—— 2-Methylhept-4-ynoyl chloride 99783-71-8 C8H11ClO
2-Methylhept-4-ynoyl chloride
—— 5-bromo-4-methylvaleryl chloride 140629-10-3 C6H10BrClO
5-bromo-4-methylvaleryl chloride
—— di-homo-gamma-linolenyl chloride 126104-52-7 C20H33ClO
di-homo-gamma-linolenyl chloride
—— perfluorododecanoic chloride 108497-50-3 C12ClF23O
perfluorododecanoic chloride
—— 3,5-hexadienoic acid chloride 108306-38-3 C6H7ClO
3,5-hexadienoic acid chloride
—— (E)-3,5-hexadienoyl chloride 73670-84-5 C6H7ClO
(E)-3,5-hexadienoyl chloride
—— (E,E)-2,4-Nonadienoyl fluoride 67513-58-0 C6H7FO
(E,E)-2,4-Nonadienoyl fluoride
—— (2R,3R)-2,3-dimethyl-hexanoyl chloride 866108-60-3 C8H15ClO
(2R,3R)-2,3-dimethyl-hexanoyl chloride
—— trans-4'-propylbi(cyclohexane)-trans-4-carboxylic acid chloride 81945-43-9 C16H27ClO
trans-4'-propylbi(cyclohexane)-trans-4-carboxylic acid chloride
—— 2,2-dimethylpentanedioyl dichloride 133003-98-2 C7H10Cl2O2
2,2-dimethylpentanedioyl dichloride
—— (2S)-2-methyldodecanoyl chloride 618108-51-3 C13H25ClO
(2S)-2-methyldodecanoyl chloride
—— 2,4-Pentadienoyl chloride 52126-35-9 C5H5ClO
2,4-Pentadienoyl chloride
—— 4,4-dimethylpent-2-enoyl chloride 132278-01-4 C7H11ClO
4,4-dimethylpent-2-enoyl chloride
—— 4-methyl-2-pentenoyl chloride —— C6H9ClO
4-methyl-2-pentenoyl chloride
—— 2-(cyclohexyloxy)acetyl chloride 191337-81-2 C8H13ClO2
2-(cyclohexyloxy)acetyl chloride
—— 2-chloropentanoyl chloride 61589-68-2 C5H8Cl2O
2-chloropentanoyl chloride
—— hexacosanoyl chloride 145411-41-2 C26H51ClO
hexacosanoyl chloride
—— lignoceroyl chloride 58576-73-1 C24H47ClO
lignoceroyl chloride
—— 2-(trifluoromethyl)acrylic chloride 90715-73-4 C4H2ClF3O
2-(trifluoromethyl)acrylic chloride
—— 4-bromo-3-(bromomethyl)butanoyl chloride 1227960-59-9 C5H7Br2ClO
4-bromo-3-(bromomethyl)butanoyl chloride
—— 2-adamantylacetyl chloride 32132-59-5 C12H17ClO
2-adamantylacetyl chloride
—— 3-(1-adamantyl)propanoyl chloride 118550-72-4 C13H19ClO
3-(1-adamantyl)propanoyl chloride
—— perfluorohexanoyl chloride 335-53-5 C6ClF11O
perfluorohexanoyl chloride
—— 1,1'-ferrocenyldicarbonyl chloride 1273-94-5 C12H8Cl2FeO2
1,1'-ferrocenyldicarbonyl chloride
—— pentacosa-10,12-diynoyl chloride 128937-83-7 C25H41ClO
pentacosa-10,12-diynoyl chloride
—— 2,5-Dibromo-pentanoyl chloride 41339-29-1 C5H7Br2ClO
2,5-Dibromo-pentanoyl chloride
—— chlorure de difluoromalonyle 425-98-9 C3Cl2F2O2
chlorure de difluoromalonyle
—— dichloroacetyl bromide 27699-99-6 C2HBrCl2O
dichloroacetyl bromide
—— pivaloyl fluoride 1478-62-2 C5H9FO
pivaloyl fluoride
—— [1-(11)C]acetyl chloride 112433-86-0 C2H3ClO
[1-(11)C]acetyl chloride