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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
—— 7H-Perfluoroheptanoyl bromide —— C7HBrF12O
7H-Perfluoroheptanoyl bromide
—— 4-Methylhex-5-ynoyl chloride —— C7H9ClO
4-Methylhex-5-ynoyl chloride
—— 2,2,3,3,4,4,5,5-octafluoropentanoyl Iodide —— C5HF8IO
2,2,3,3,4,4,5,5-octafluoropentanoyl Iodide
—— Nonafluoropentanoyl bromide 159623-35-5 C5BrF9O
Nonafluoropentanoyl bromide
—— 1,2-Difluoroethane;tetrafluoromethane;3,3,5-trifluoropentanoyl chloride —— C8H10ClF9O
1,2-Difluoroethane;tetrafluoromethane;3,3,5-trifluoropentanoyl chloride
—— hept-2-enoyl chloride —— C7H11ClO
hept-2-enoyl chloride
—— 1,1,2,2,3,3,4,4,5,5,6,6,7,7,8-pentadecafluorooctane;2-[(E)-2,4,7,9-tetramethyl-7-(2-oxoethoxy)dec-5-en-4-yl]oxyacetyl fluoride —— C26H34F16O4
1,1,2,2,3,3,4,4,5,5,6,6,7,7,8-pentadecafluorooctane;2-[(E)-2,4,7,9-tetramethyl-7-(2-oxoethoxy)dec-5-en-4-yl]oxyacetyl fluoride
—— 3-Chloropropanoyl chloride;ethane —— C5H10Cl2O
3-Chloropropanoyl chloride;ethane
—— 4-(4-Carbonochloridoylcyclopenta-1,3-dien-1-yl)cyclopenta-1,3-diene-1-carbonyl chloride;ethane —— C16H20Cl2O2
4-(4-Carbonochloridoylcyclopenta-1,3-dien-1-yl)cyclopenta-1,3-diene-1-carbonyl chloride;ethane
—— 3-Methylbicyclo[3.3.1]nonane-1,3,7-tricarbonyl chloride —— C13H15Cl3O3
3-Methylbicyclo[3.3.1]nonane-1,3,7-tricarbonyl chloride
—— Deca-6,8-dienoyl chloride —— C10H15ClO
Deca-6,8-dienoyl chloride
—— 2-chloroprop-2-enoyl chloride —— C3HCl2O-
2-chloroprop-2-enoyl chloride
—— (E)-2-ethyl-5-iminopent-2-enoyl chloride —— C7H10ClNO
(E)-2-ethyl-5-iminopent-2-enoyl chloride
—— 2-Fluoro-2-(1,1,1,3,3,3-hexafluoropropan-2-yloxy)acetyl fluoride —— C5H2F8O2
2-Fluoro-2-(1,1,1,3,3,3-hexafluoropropan-2-yloxy)acetyl fluoride
—— Ethoxyethane;(1,1,2-trifluoro-2-oxoethyl) hypofluorite —— C6H10F4O3
Ethoxyethane;(1,1,2-trifluoro-2-oxoethyl) hypofluorite
—— 2-Fluoroacetyl fluoride;[2-(2-fluoro-2-oxoethoxy)cyclohexyl] hypofluorite —— C10H14F4O4
2-Fluoroacetyl fluoride;[2-(2-fluoro-2-oxoethoxy)cyclohexyl] hypofluorite
—— 3-Iminopropanoyl fluoride —— C3H4FNO
3-Iminopropanoyl fluoride
—— 3-[(2-Methylpropan-2-yl)oxy]propanoyl fluoride —— C7H13FO2
3-[(2-Methylpropan-2-yl)oxy]propanoyl fluoride
—— Docosa-2,4,6-trienoyl chloride —— C22H37ClO
Docosa-2,4,6-trienoyl chloride
—— Formaldehyde;hexadecanoyl chloride —— C17H33ClO2
Formaldehyde;hexadecanoyl chloride
—— 3,3,3-Trichloropropionyl fluoride —— C3H2Cl3FO
3,3,3-Trichloropropionyl fluoride
—— (2E)-2-[(Z)-3-chloroprop-1-enyl]penta-2,4-dienoyl chloride —— C8H8Cl2O
(2E)-2-[(Z)-3-chloroprop-1-enyl]penta-2,4-dienoyl chloride
—— 1,8a-Dihydronaphthalene-2-carbonyl chloride —— C11H9ClO
1,8a-Dihydronaphthalene-2-carbonyl chloride
—— Argon;2-chloropropanoyl chloride —— C3H4ArCl2O
Argon;2-chloropropanoyl chloride
—— Cyclopentane-1,1-dicarbonyl bromide —— C7H8Br2O2
Cyclopentane-1,1-dicarbonyl bromide
—— Cyclobutane-1,1-dicarbonyl bromide —— C6H6Br2O2
Cyclobutane-1,1-dicarbonyl bromide
—— (2E,4Z)-2-ethylhexa-2,4-dienoyl chloride —— C8H11ClO
(2E,4Z)-2-ethylhexa-2,4-dienoyl chloride
—— (9Z,12Z)-octadeca-9,12-dienoyl bromide —— C18H31BrO
(9Z,12Z)-octadeca-9,12-dienoyl bromide
—— 2-Phosphorosoacetyl chloride —— C2H2ClO2P
2-Phosphorosoacetyl chloride
—— (Z)-icos-9-enoyl chloride —— C20H37ClO
(Z)-icos-9-enoyl chloride
—— 1-(Fluoromethyl)cyclobutane-1-carbonyl chloride —— C6H8ClFO
1-(Fluoromethyl)cyclobutane-1-carbonyl chloride
—— [3-Carbonofluoridoyl-1,1,2,3,4,4,4-heptafluoro-2-(trifluoromethyl)butyl] hypofluorite —— C6F12O2
[3-Carbonofluoridoyl-1,1,2,3,4,4,4-heptafluoro-2-(trifluoromethyl)butyl] hypofluorite
—— 3-Aminopropanoyl iodide —— C3H6INO
3-Aminopropanoyl iodide
—— 8-Ethynylcyclotetradecane-1-carbonyl chloride —— C17H27ClO
8-Ethynylcyclotetradecane-1-carbonyl chloride
—— 4-Sulfanylbutanoyl iodide —— C4H7IOS
4-Sulfanylbutanoyl iodide
—— 7-Methylcyclotridecane-1-carbonyl chloride —— C15H27ClO
7-Methylcyclotridecane-1-carbonyl chloride
—— 2,5-Dichlorocyclohexa-2,4-diene-1-carbonyl chloride —— C7H5Cl3O
2,5-Dichlorocyclohexa-2,4-diene-1-carbonyl chloride
—— (2E,4E,6Z)-deca-2,4,6-trienoyl chloride —— C10H13ClO
(2E,4E,6Z)-deca-2,4,6-trienoyl chloride
—— 2-Ethyl-7-phosphanylnonanoyl chloride —— C11H22ClOP
2-Ethyl-7-phosphanylnonanoyl chloride
—— Tricyclo[3.3.1.02,7]non-2-ene-5-carbonyl chloride —— C10H11ClO
Tricyclo[3.3.1.02,7]non-2-ene-5-carbonyl chloride
—— 2-Butyl-2-ethyl-hexanoyl chloride —— C12H23ClO
2-Butyl-2-ethyl-hexanoyl chloride
—— 2,2-Diethylhexanoyl chloride —— C10H19ClO
2,2-Diethylhexanoyl chloride
—— 2,2,3,4,4,5,5,5-Octafluoro-3-(trifluoromethyl)pentanoyl fluoride —— C6F12O
2,2,3,4,4,5,5,5-Octafluoro-3-(trifluoromethyl)pentanoyl fluoride
—— (5E,8E,11E)-icosa-5,8,11-trienoyl chloride —— C20H33ClO
(5E,8E,11E)-icosa-5,8,11-trienoyl chloride
—— 2-Ethylhexa-3,5-diynoyl chloride —— C8H7ClO
2-Ethylhexa-3,5-diynoyl chloride
—— 2-(3-Methylcyclohexa-1,5-dien-1-yl)acetyl chloride —— C9H11ClO
2-(3-Methylcyclohexa-1,5-dien-1-yl)acetyl chloride
—— Bicyclo[2.2.1]hept-5-ene-2-carbonyl chloride;hexadecanoyl chloride —— C24H40Cl2O2
Bicyclo[2.2.1]hept-5-ene-2-carbonyl chloride;hexadecanoyl chloride
—— (E)-4-chlorohex-4-enoyl chloride —— C6H8Cl2O
(E)-4-chlorohex-4-enoyl chloride
—— 3-Methylcyclohexa-1,5-diene-1,4-dicarbonyl chloride —— C9H8Cl2O2
3-Methylcyclohexa-1,5-diene-1,4-dicarbonyl chloride
—— Acetyl chloride;argon —— C2H3ArClO
Acetyl chloride;argon