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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
—— octadec-2E-en-13-yn-1-oic acid chloride 321838-28-2 C18H29ClO
octadec-2E-en-13-yn-1-oic acid chloride
—— α-Chlor-butyrylbromid 23836-32-0 C4H6BrClO
α-Chlor-butyrylbromid
—— (3-methyl-but-2-enyl)-malonyl dichloride 5243-78-7 C8H10Cl2O2
(3-methyl-but-2-enyl)-malonyl dichloride
—— 3-chloro-2-methyl-3-oxopropyl hypochloro(dithioperoxoite) 52288-60-5 C4H6Cl2OS2
3-chloro-2-methyl-3-oxopropyl hypochloro(dithioperoxoite)
—— 2-Methyl-2-<(1R)-3-methyl-2-cyclopentenyl>propansaeure-chlorid 95760-72-8 C10H15ClO
2-Methyl-2-<(1R)-3-methyl-2-cyclopentenyl>propansaeure-chlorid
—— (+/-)-5-methyldodecanoyl chloride 849770-41-8 C13H25ClO
(+/-)-5-methyldodecanoyl chloride
—— 52288-62-7 C4H5Cl3OS2
—— 2,15-dichloro-3,3,14,14-tetramethylhexadecane-1,16-dioyl chloride 110653-48-0 C20H34Cl4O2
2,15-dichloro-3,3,14,14-tetramethylhexadecane-1,16-dioyl chloride
—— (Z)-2,3-dimethylpenta-2,4-dienoyl chloride 1193304-95-8 C7H9ClO
(Z)-2,3-dimethylpenta-2,4-dienoyl chloride
—— 3-methylpropargylthioacetyl chloride 74786-43-9 C6H7ClOS
3-methylpropargylthioacetyl chloride
—— 3,3,3-trifluoro-2-(1,2,2,2-tetrafluoro-1-trifluoromethyl-ethoxy)-2-trifluoromethyl-propionyl fluoride 38012-76-9 C7F14O2
3,3,3-trifluoro-2-(1,2,2,2-tetrafluoro-1-trifluoromethyl-ethoxy)-2-trifluoromethyl-propionyl fluoride
—— 2-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-Heptadecafluoro-decyl)-tetradecanoyl chloride 220075-25-2 C24H30ClF17O
2-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-Heptadecafluoro-decyl)-tetradecanoyl chloride
—— 2-Cyclohexyl-3,3-dimethylbutyrylchlorid 83357-71-5 C12H21ClO
2-Cyclohexyl-3,3-dimethylbutyrylchlorid
—— α-bromoadipoyl chloride 42875-52-5 C6H7BrCl2O2
α-bromoadipoyl chloride
—— 2-Methylideneheptanoyl chloride 78450-86-9 C8H13ClO
2-Methylideneheptanoyl chloride
—— 6-cyclohexyl-hexanoyl chloride 4354-59-0 C12H21ClO
6-cyclohexyl-hexanoyl chloride
—— 2-Methyl-2-<(1R)-3-methyl-3-cyclopentenyl>propansaeure-chlorid 95760-71-7 C10H15ClO
2-Methyl-2-<(1R)-3-methyl-3-cyclopentenyl>propansaeure-chlorid
—— 1,1,5-trichloro-6-methyl-hept-1-en-4-one 33802-04-9 C8H11Cl3O
1,1,5-trichloro-6-methyl-hept-1-en-4-one
—— (1-Methylcyclopentyl)malonylchlorid 78775-76-5 C9H12Cl2O2
(1-Methylcyclopentyl)malonylchlorid
—— (+/-)-3-Methyl-cyclopent-1-en-1-carbonsaeure-chlorid 64229-93-2 C7H9ClO
(+/-)-3-Methyl-cyclopent-1-en-1-carbonsaeure-chlorid
—— (2E,6Z)-Nona-2,6-dienoyl chloride 104923-50-4 C9H13ClO
(2E,6Z)-Nona-2,6-dienoyl chloride
—— 4-amino butyric acid chloride hydrochloride 137048-10-3 C4H8ClNO*ClH
4-amino butyric acid chloride hydrochloride
—— 2-(((3-chloro-3-oxopropyl)thio)methyl)acryloyl chloride 1173110-30-9 C7H8Cl2O2S
2-(((3-chloro-3-oxopropyl)thio)methyl)acryloyl chloride
—— Adamantane-1-carbonyl iodide 79929-37-6 C11H15IO
Adamantane-1-carbonyl iodide
—— 143668-95-5 C12H19ClO
—— 2-Brommethyl-2-butyl-capronsaeure-chlorid 91354-59-5 C11H20BrClO
2-Brommethyl-2-butyl-capronsaeure-chlorid
—— 2-methyl-3-(methylthio)propanoyl chloride 1228671-08-6 C5H9ClOS
2-methyl-3-(methylthio)propanoyl chloride
—— 3-Methyl-3-pentensaeurechlorid 54716-07-3 C6H9ClO
3-Methyl-3-pentensaeurechlorid
—— 3-(1-propyl-prop-2-ynyloxy)-propionyl chloride 98959-28-5 C9H13ClO2
3-(1-propyl-prop-2-ynyloxy)-propionyl chloride
—— (1S,3R)-1,2,2-Trimethyl-1,3-cyclopentanedicarbonyl dichloride 15484-08-9 C10H14Cl2O2
(1S,3R)-1,2,2-Trimethyl-1,3-cyclopentanedicarbonyl dichloride
—— (Z)-5-iodopent-4-enoyl chloride 1258379-46-2 C5H6ClIO
(Z)-5-iodopent-4-enoyl chloride
—— hexanedioyl-3,3,4,4-d4 dichloride 115797-57-4 C6H8Cl2O2
hexanedioyl-3,3,4,4-d4 dichloride
—— 6-chloro-3,3-dimethyl-hept-5-en-2-one 73336-15-9 C9H15ClO
6-chloro-3,3-dimethyl-hept-5-en-2-one
—— [1-<sup>13</sup>C]-n-octanoic chloride 59669-12-4 C8H15ClO
[1-<sup>13</sup>C]-n-octanoic chloride
—— Bicyclo<3,3,1>nonan-1-carbonsaeurechlorid 28438-18-8 C10H15ClO
Bicyclo<3,3,1>nonan-1-carbonsaeurechlorid
—— 3-Hexyl-nonanoyl chloride 80256-61-7 C15H29ClO
3-Hexyl-nonanoyl chloride
—— (E)-4,4-Dimethyl-hexa-2,5-dienoyl chloride 110824-19-6 C8H11ClO
(E)-4,4-Dimethyl-hexa-2,5-dienoyl chloride
—— 4-Methylbicyclo <2.2.2> octan-1-carbonsaeurechlorid 22094-07-1 C10H15ClO
4-Methylbicyclo <2.2.2> octan-1-carbonsaeurechlorid
—— (S)-2-Ethyl-2-methyl-pentanedioyl dichloride 109826-73-5 C8H12Cl2O2
(S)-2-Ethyl-2-methyl-pentanedioyl dichloride
—— octylthioglycolic acid chloride 35928-62-2 C10H19ClOS
octylthioglycolic acid chloride
—— 2-tert-butylpentanoyl chloride 80071-60-9 C9H17ClO
2-tert-butylpentanoyl chloride
—— 2-(2-Methyl-allylsulfanyl)-propionyl chloride 53234-75-6 C7H11ClOS
2-(2-Methyl-allylsulfanyl)-propionyl chloride
—— 1,8-Dicarbamoyl-4,5-dichlor-dodecafluor-octen-(4) 13829-05-5 C10H4Cl2F12N2O2
1,8-Dicarbamoyl-4,5-dichlor-dodecafluor-octen-(4)
—— 2-methyl-3-pentenoic acid chloride 54716-05-1 C6H9ClO
2-methyl-3-pentenoic acid chloride
—— 3,3,4,4,5,5,6,6-octafluorooctanedioyl chloride 20996-68-3 C8H4Cl2F8O2
3,3,4,4,5,5,6,6-octafluorooctanedioyl chloride
—— 4,6-Dimethyl-(E,E)-2,4-heptadienoylchlorid 67513-48-8 C9H13ClO
4,6-Dimethyl-(E,E)-2,4-heptadienoylchlorid
—— 2-Methyl-hept-6-enoyl chloride 935474-12-7 C8H13ClO
2-Methyl-hept-6-enoyl chloride
—— α-chlorocamphoric acid dichloride 87859-83-4 C10H13Cl3O2
α-chlorocamphoric acid dichloride
—— 2-(3,3-dimethylallylthio)propionyl chloride 53234-76-7 C8H13ClOS
2-(3,3-dimethylallylthio)propionyl chloride
—— 3-(1-ethyl-prop-2-ynyloxy)-propionyl chloride 98592-81-5 C8H11ClO2
3-(1-ethyl-prop-2-ynyloxy)-propionyl chloride