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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
—— α,α-bisfluoromethyl-propionyl chloride 100007-67-8 C5H7ClF2O
α,α-bisfluoromethyl-propionyl chloride
—— (E)-3-methylpent-2-enoyl chloride 104637-16-3 C6H9ClO
(E)-3-methylpent-2-enoyl chloride
—— 3-methyl-hex-2-enoyl chloride 104637-17-4 C7H11ClO
3-methyl-hex-2-enoyl chloride
—— 3,4-dimethyl-2-pentenoyl chloride 76215-43-5 C7H11ClO
3,4-dimethyl-2-pentenoyl chloride
—— 4,5-dimethyl-3,6-dioxaoctanedioyl chloride 66582-24-9 C8H12Cl2O4
4,5-dimethyl-3,6-dioxaoctanedioyl chloride
—— 3-(Ethylsulfanyl)-2,2,3,3-tetrafluoropropanoyl fluoride 77705-88-5 C5H5F5OS
3-(Ethylsulfanyl)-2,2,3,3-tetrafluoropropanoyl fluoride
—— 2,2,3,3-Tetrafluoro-3-(methylsulfanyl)propanoyl fluoride 77705-93-2 C4H3F5OS
2,2,3,3-Tetrafluoro-3-(methylsulfanyl)propanoyl fluoride
—— 8-fluorooctanoyl chloride 764-88-5 C8H14ClFO
8-fluorooctanoyl chloride
—— 2-Ethylpent-4-enoyl chloride 85622-00-0 C7H11ClO
2-Ethylpent-4-enoyl chloride
—— 2-Fluoro-3-methylbut-2-enoyl chloride 82147-71-5 C5H6ClFO
2-Fluoro-3-methylbut-2-enoyl chloride
—— Octahydro-1,6-methanonaphthalene-1(2H)-carbonyl chloride 57386-97-7 C12H17ClO
Octahydro-1,6-methanonaphthalene-1(2H)-carbonyl chloride
—— methacrylic acid bromide 6997-65-5 C4H5BrO
methacrylic acid bromide
—— 1-Chloro-2,3-dimethylcycloprop-2-ene-1-carbonyl chloride 35436-21-6 C6H6Cl2O
1-Chloro-2,3-dimethylcycloprop-2-ene-1-carbonyl chloride
—— 6-chloro-decafluoro-hexanoyl fluoride 335-52-4 C6ClF11O
6-chloro-decafluoro-hexanoyl fluoride
—— diethoxyacetyl chloride 68057-09-0 C6H11ClO3
diethoxyacetyl chloride
—— 3-perfluorohexyl propanoyl chloride 127526-16-3 C9H4ClF13O
3-perfluorohexyl propanoyl chloride
—— crotonoyl fluoride 38986-88-8 C4H5FO
crotonoyl fluoride
—— 11-cyclopentyl-undecanoyl chloride 859318-50-6 C16H29ClO
11-cyclopentyl-undecanoyl chloride
—— (1R,3S)-(+)-3-(Trifluoromethyl)camphonanoyl chloride 229469-05-0 C10H14ClF3O
(1R,3S)-(+)-3-(Trifluoromethyl)camphonanoyl chloride
—— (1R,3S)-(+)-3-(Trifluoromethyl)camphonanoyl fluoride 193280-13-6 C10H14F4O
(1R,3S)-(+)-3-(Trifluoromethyl)camphonanoyl fluoride
—— 2-bromooct-7-enoic chloride 211913-86-9 C8H12BrClO
2-bromooct-7-enoic chloride
—— 2-Methylbut-3-enoyl chloride 24560-24-5 C5H7ClO
2-Methylbut-3-enoyl chloride
—— α-(chloromethyl)acrylic acid chloride 25255-48-5 C4H4Cl2O
α-(chloromethyl)acrylic acid chloride
—— trans-hex-4-enoyl chloride 86734-30-7 C6H9ClO
trans-hex-4-enoyl chloride
—— (R)-2-Fluoropropanoic acid chloride 159405-16-0 C3H4ClFO
(R)-2-Fluoropropanoic acid chloride
—— 2-Ethyl-2,3-dimethylbutanoyl chloride 343928-00-7 C8H15ClO
2-Ethyl-2,3-dimethylbutanoyl chloride
—— 2-methylbutanoic acid bromide 54905-33-8 C5H9BrO
2-methylbutanoic acid bromide
—— 2,2,3,3,4,4,5,5-octafluoro-pentanoyl bromide 376-69-2 C5HBrF8O
2,2,3,3,4,4,5,5-octafluoro-pentanoyl bromide
—— 2,2,3,3-tetramethylbutyric acid chloride 16896-40-5 C8H15ClO
2,2,3,3-tetramethylbutyric acid chloride
—— 3-Fluoro-2,2-bis(fluoromethyl)propanoyl chloride 112433-49-5 C5H6ClF3O
3-Fluoro-2,2-bis(fluoromethyl)propanoyl chloride
—— 2-tert-butyl-2-cyclopropene-1-carbonyl chloride 82495-40-7 C8H11ClO
2-tert-butyl-2-cyclopropene-1-carbonyl chloride
—— 4-pentylbicyclo<2.2.2>octane-1-carnonyl chloride 73152-73-5 C14H23ClO
4-pentylbicyclo<2.2.2>octane-1-carnonyl chloride
—— 2-heptylundecanoyl chloride 78865-81-3 C18H35ClO
2-heptylundecanoyl chloride
—— formyl fluoride-d1 558-04-3 CHFO
formyl fluoride-d1
—— 3-decynoyl chloride 124576-41-6 C10H15ClO
3-decynoyl chloride
—— methylfumaroyl chloride 20537-97-7 C5H4Cl2O2
methylfumaroyl chloride
—— 2,3-diethyl-2-cyclopropene-1-carbonyl chloride 82555-54-2 C8H11ClO
2,3-diethyl-2-cyclopropene-1-carbonyl chloride
—— 2,2-Bis(chloromethyl)butanoyl chloride 114012-40-7 C6H9Cl3O
2,2-Bis(chloromethyl)butanoyl chloride
—— octadec-2<i>t</i>-enoyl chloride 150989-02-9 C18H33ClO
octadec-2<i>t</i>-enoyl chloride
—— trans-2-tert-butyl-4,4-dimethyl-pent-2-enoyl chloride 1029277-29-9 C11H19ClO
trans-2-tert-butyl-4,4-dimethyl-pent-2-enoyl chloride
—— cis-11-Eicosenoylchloride 1094216-75-7 C20H37ClO
cis-11-Eicosenoylchloride
—— 2-bromocyclopentylacetylchloride 99644-87-8 C7H10BrClO
2-bromocyclopentylacetylchloride
—— [(trichlorogermyl)methyl]succinyl chloride 114686-89-4 C5H5Cl5GeO2
[(trichlorogermyl)methyl]succinyl chloride
—— 1,3,5-Trimethyladamantyl-7-carboxylic acid chloride 50741-88-3 C14H21ClO
1,3,5-Trimethyladamantyl-7-carboxylic acid chloride
—— 2-Allyl-2-methyl-4-pentenoyl chloride 159225-70-4 C9H13ClO
2-Allyl-2-methyl-4-pentenoyl chloride
—— 3-bromo-2,2-dimethylpropanoic acid chloride 2941-17-5 C5H8BrClO
3-bromo-2,2-dimethylpropanoic acid chloride
—— trans-6-methylhept-4-enoic acid chloride 112375-59-4 C8H13ClO
trans-6-methylhept-4-enoic acid chloride
—— 2-bromo-3,3-dimethylbutanoyl chloride 86512-66-5 C6H10BrClO
2-bromo-3,3-dimethylbutanoyl chloride
—— Bis(pentafluorsulfanyl)acetylfluorid 118142-24-8 C2HF11OS2
Bis(pentafluorsulfanyl)acetylfluorid
—— 3-methoxy-2,2-dimethylpropanoyl chloride 85777-50-0 C6H11ClO2
3-methoxy-2,2-dimethylpropanoyl chloride