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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
—— (<i>S</i>)-4-methyl-heptanoyl chloride 64687-39-4 C8H15ClO
(<i>S</i>)-4-methyl-heptanoyl chloride
—— 2-cyanopropanoyl chloride 4158-25-2 C4H4ClNO
2-cyanopropanoyl chloride
—— ω-Hydroperfluorocaprylfluorid 14042-24-1 C8HF15O
ω-Hydroperfluorocaprylfluorid
—— 3-cyclohexyl-butyryl chloride 84855-49-2 C10H17ClO
3-cyclohexyl-butyryl chloride
—— 2,3,3,4,4,5,5,5-octafluoro-2-(trifluoromethyl)pentanoyl fluoride 67406-03-5 C6F12O
2,3,3,4,4,5,5,5-octafluoro-2-(trifluoromethyl)pentanoyl fluoride
—— (S)-2-(allyloxy)propanoyl chloride 147775-47-1 C6H9ClO2
(S)-2-(allyloxy)propanoyl chloride
—— Cyclohexancarbonsaeure-jodid 79929-36-5 C7H11IO
Cyclohexancarbonsaeure-jodid
—— (E)-Octadec-11-enoyl chloride —— C18H33ClO
(E)-Octadec-11-enoyl chloride
—— 3-(2-chloroethoxy)propanoyl chloride 864296-93-5 C5H8Cl2O2
3-(2-chloroethoxy)propanoyl chloride
—— Fluorosulfuric acid 2-chlorocarbonyl-1,1,2,2-tetrafluoro-ethyl ester 110072-13-4 C3ClF5O4S
Fluorosulfuric acid 2-chlorocarbonyl-1,1,2,2-tetrafluoro-ethyl ester
—— 2,4-dimethylglutaroyl dichloride 89209-01-8 C7H10Cl2O2
2,4-dimethylglutaroyl dichloride
—— cis-1,2-cyclohexanedicarboxylic dichloride 60901-05-5 C8H10Cl2O2
cis-1,2-cyclohexanedicarboxylic dichloride
—— 3-Fluor-1-adamantancarbonylchlorid 69751-93-5 C11H14ClFO
3-Fluor-1-adamantancarbonylchlorid
—— 2-chloro-3-methoxypropanoyl chloride 56001-26-4 C4H6Cl2O2
2-chloro-3-methoxypropanoyl chloride
—— 3-(1-methylcyclopropyl)propanoyl chloride 1196691-52-7 C7H11ClO
3-(1-methylcyclopropyl)propanoyl chloride
—— 2-Methylene-nonanoyl chloride 172687-07-9 C10H17ClO
2-Methylene-nonanoyl chloride
—— 15-methoxy-1(10),13E-ent-halimadien-18-oyl chloride 613680-62-9 C21H33ClO2
15-methoxy-1(10),13E-ent-halimadien-18-oyl chloride
—— α-Propin-(2)-ylmercapto-isobuttersaeure-chlorid 89856-88-2 C7H9ClOS
α-Propin-(2)-ylmercapto-isobuttersaeure-chlorid
—— (2E,4E)-Octadeca-2,4-dienoyl chloride 111076-75-6 C18H31ClO
(2E,4E)-Octadeca-2,4-dienoyl chloride
—— 2-cyanocyclohexylideneacetyl chloride 113001-98-2 C9H10ClNO
2-cyanocyclohexylideneacetyl chloride
—— (R)-(-)-3-methylpentanoic acid chloride 287734-99-0 C6H11ClO
(R)-(-)-3-methylpentanoic acid chloride
—— Cyclononanecarbonyl chloride 35702-21-7 C10H17ClO
Cyclononanecarbonyl chloride
—— 2,3-Butadienoyl chloride 126522-29-0 C4H3ClO
2,3-Butadienoyl chloride
—— 2,2-difluorovaleryl chloride 140126-82-5 C5H7ClF2O
2,2-difluorovaleryl chloride
—— 3-(isopentyloxy)pentanoyl chloride 1193434-32-0 C10H19ClO2
3-(isopentyloxy)pentanoyl chloride
—— (Z)-2-methoxyhepta-2,6-dienoyl chloride 1370416-29-7 C8H11ClO2
(Z)-2-methoxyhepta-2,6-dienoyl chloride
—— 6,6-Dimethylbicyclo<2.1.1>hexan-1-carbonsaeurechlorid 79635-05-5 C9H13ClO
6,6-Dimethylbicyclo<2.1.1>hexan-1-carbonsaeurechlorid
—— 2-Buten-1,4-dicarbonsaeure-dichlorid 18482-05-8 C6H6Cl2O2
2-Buten-1,4-dicarbonsaeure-dichlorid
—— (perfluoro-1-adamantyl)acetyl fluoride 107406-39-3 C12F18O
(perfluoro-1-adamantyl)acetyl fluoride
—— 9-decynoic acid chloride 100131-19-9 C10H15ClO
9-decynoic acid chloride
—— 2-Chloro-2,3,3,3-tetrafluoropropanoyl bromide 261503-70-2 C3BrClF4O
2-Chloro-2,3,3,3-tetrafluoropropanoyl bromide
—— (+/-)-4-methyldodecanoyl chloride 849770-38-3 C13H25ClO
(+/-)-4-methyldodecanoyl chloride
—— rac.-6-Methyl-octanoyl-chlorid 53838-47-4 C9H17ClO
rac.-6-Methyl-octanoyl-chlorid
—— Formylchlorid-d(1) 68666-69-3 CHClO
Formylchlorid-d(1)
—— 2-propyl-hexanoyl chloride 861623-29-2 C9H17ClO
2-propyl-hexanoyl chloride
—— 5-Propyl-octanoyl chloride 73383-11-6 C11H21ClO
5-Propyl-octanoyl chloride
—— 9,10,12,13,15,16-Hexabrom-stearinsaeurechlorid 100559-73-7 C18H29Br6ClO
9,10,12,13,15,16-Hexabrom-stearinsaeurechlorid
—— 4-Methylnonanoic acid chloride 299426-65-6 C10H19ClO
4-Methylnonanoic acid chloride
—— 5-(4-Chlorocarbonyl-butylsulfanyl)-pentanoyl chloride 53135-97-0 C10H16Cl2O2S
5-(4-Chlorocarbonyl-butylsulfanyl)-pentanoyl chloride
—— 4-Methyl-cyclohex-2-enecarbonyl chloride 19876-41-6 C8H11ClO
4-Methyl-cyclohex-2-enecarbonyl chloride
—— (Z)-Non-3-enoyl chloride 131721-20-5 C9H15ClO
(Z)-Non-3-enoyl chloride
—— 9,10,12,13-Tetrabrom-stearinsaeurechlorid 100568-24-9 C18H31Br4ClO
9,10,12,13-Tetrabrom-stearinsaeurechlorid
—— Cyclopentanediacetic acid chloride 105743-63-3 C9H12Cl2O2
Cyclopentanediacetic acid chloride
—— 3,4-Pentadienoyl chloride 251911-48-5 C5H5ClO
3,4-Pentadienoyl chloride
—— 2,7-Dichlor-heptanoylchlorid 73106-00-0 C7H11Cl3O
2,7-Dichlor-heptanoylchlorid
—— difluoromethylthioacetyl chloride 83494-33-1 C3H3ClF2OS
difluoromethylthioacetyl chloride
—— Bicyclo[2.2.2]oct-2-ene-2-carbonyl chloride 554412-95-2 C9H11ClO
Bicyclo[2.2.2]oct-2-ene-2-carbonyl chloride
—— 2-Methylmercapto-2-ethyl-buttersaeure-chlorid 89693-13-0 C7H13ClOS
2-Methylmercapto-2-ethyl-buttersaeure-chlorid
—— 1-Methyl-cyclopentylessigsaeurechlorid 70079-83-3 C8H13ClO
1-Methyl-cyclopentylessigsaeurechlorid
—— (5Z,8Z,11Z,14Z)-2,16,16-Trimethyl-docosa-5,8,11,14-tetraenoyl chloride 1027150-24-8 C25H41ClO
(5Z,8Z,11Z,14Z)-2,16,16-Trimethyl-docosa-5,8,11,14-tetraenoyl chloride