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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-Methyl-allyl)-2-(3-trimethylsilanyl-propyl)-decanoyl chloride 88729-74-2 C20H39ClOSi
2-(2-Methyl-allyl)-2-(3-trimethylsilanyl-propyl)-decanoyl chloride
—— (2R,3R)-Bicyclo[2.2.1]hept-5-ene-2,3-dicarbonyl dichloride 4582-21-2 C9H8Cl2O2
(2R,3R)-Bicyclo[2.2.1]hept-5-ene-2,3-dicarbonyl dichloride
—— (<i>R</i>)-2-bromo-hexanoyl chloride 42768-46-7 C6H10BrClO
(<i>R</i>)-2-bromo-hexanoyl chloride
—— 3,3-difluorocyclobutanecarbonyl chloride 946488-78-4 C5H5ClF2O
3,3-difluorocyclobutanecarbonyl chloride
—— 5-Chlorcarbonyl-5-n-butyl-nonan 52061-79-7 C14H27ClO
5-Chlorcarbonyl-5-n-butyl-nonan
—— 2,3-Dibromo-2-fluoropropanoyl bromide 96625-73-9 C3H2Br3FO
2,3-Dibromo-2-fluoropropanoyl bromide
—— (S)-2-methyloctanoyl chloride 120837-12-9 C9H17ClO
(S)-2-methyloctanoyl chloride
—— Pentanoyl-iodid 78209-73-1 C5H9IO
Pentanoyl-iodid
—— cyclopentylbutanoyl chloride 173901-17-2 C9H15ClO
cyclopentylbutanoyl chloride
—— 4-ethyl-hexanoyl chloride 2979-85-3 C8H15ClO
4-ethyl-hexanoyl chloride
—— (RS)-2-cyclopentenecarbonyl chloride 66857-04-3 C6H7ClO
(RS)-2-cyclopentenecarbonyl chloride
—— (3-methyl-2-butenyl)-trifluoromethylmalonyl fluoride 60001-89-0 C9H9F5O2
(3-methyl-2-butenyl)-trifluoromethylmalonyl fluoride
—— 2-(2-propinyl)-4-pentinoyl chloride 40870-14-2 C8H7ClO
2-(2-propinyl)-4-pentinoyl chloride
—— 2-Chlor-hexafluor-isobutyrylfluorid 677-83-8 C4ClF7O
2-Chlor-hexafluor-isobutyrylfluorid
—— 2-Chloro-3-(trimethylsilyl)propanoyl chloride 89121-61-9 C6H12Cl2OSi
2-Chloro-3-(trimethylsilyl)propanoyl chloride
—— (E)-tetradec-2-enoyl chloride 59044-31-4 C14H25ClO
(E)-tetradec-2-enoyl chloride
—— tridec-2-enoyl chloride 112767-09-6 C13H23ClO
tridec-2-enoyl chloride
—— hendecenoyl chloride 27236-80-2 C11H19ClO
hendecenoyl chloride
—— 2-trans-dodecenoyl chloride 112767-08-5 C12H21ClO
2-trans-dodecenoyl chloride
—— (E)-dec-2-enoyl chloride 110232-46-7 C10H17ClO
(E)-dec-2-enoyl chloride
—— (E)-2-Cyano-but-2-enoyl chloride 132132-68-4 C5H4ClNO
(E)-2-Cyano-but-2-enoyl chloride
—— 2-methyl-3-(trichlorogermyl)-butanoyl chloride 95681-81-5 C5H8Cl4GeO
2-methyl-3-(trichlorogermyl)-butanoyl chloride
—— (2S,5R)-2,5-dibromohexanedioyl dichloride 137300-49-3 C6H6Br2Cl2O2
(2S,5R)-2,5-dibromohexanedioyl dichloride
—— 3-(3-bromopropoxy)propionyl chloride 1382620-88-3 C6H10BrClO2
3-(3-bromopropoxy)propionyl chloride
—— deca-2<i>t</i>,4<i>t</i>-dienoyl chloride 42997-45-5 C10H15ClO
deca-2<i>t</i>,4<i>t</i>-dienoyl chloride
—— 2-cyclopentyl propionyl chloride 59795-36-7 C8H13ClO
2-cyclopentyl propionyl chloride
—— (1,1-dimethylethoxy)acetyl chloride 78826-46-7 C6H11ClO2
(1,1-dimethylethoxy)acetyl chloride
—— 4,4-dichloro-<i>trans</i>-crotonoyl chloride 16502-89-9 C4H3Cl3O
4,4-dichloro-<i>trans</i>-crotonoyl chloride
—— 2.2-difluoro-4-pentenoic acid 109004-88-8 C5H5ClF2O
2.2-difluoro-4-pentenoic acid
—— 4,4,5,5,6,6,7,7,7-nonafluoroheptanoyl chloride 142063-13-6 C7H4ClF9O
4,4,5,5,6,6,7,7,7-nonafluoroheptanoyl chloride
—— 2-(3,3,4,4,5,5,6,6,6-Nonafluorohexyl)tridecanoyl chloride 220075-21-8 C19H28ClF9O
2-(3,3,4,4,5,5,6,6,6-Nonafluorohexyl)tridecanoyl chloride
—— (E)-7-Methyloct-5-enoic acid chloride 112375-57-2 C9H15ClO
(E)-7-Methyloct-5-enoic acid chloride
—— (5Z,8Z,11Z,14Z)-16,16-dimethyldocosa-5,8,11,14-tetraenoyl chloride 322399-62-2 C24H39ClO
(5Z,8Z,11Z,14Z)-16,16-dimethyldocosa-5,8,11,14-tetraenoyl chloride
—— 7-methyloctanoyl chloride 57077-36-8 C9H17ClO
7-methyloctanoyl chloride
—— 15-cyanopentadeanoyl chloride 776323-45-6 C16H28ClNO
15-cyanopentadeanoyl chloride
—— nonadeca-10,13-dienoyl chloride 150989-04-1 C19H33ClO
nonadeca-10,13-dienoyl chloride
—— cis-vaccenoyl chloride 95548-26-8 C18H33ClO
cis-vaccenoyl chloride
—— octadec-9-ynoyl chloride 60010-36-8 C18H31ClO
octadec-9-ynoyl chloride
—— 10-Nonadecenoyl chloride, (Z)- 95548-27-9 C19H35ClO
10-Nonadecenoyl chloride, (Z)-
—— 13-cyclopentyl-tridecanoyl chloride 859318-19-7 C18H33ClO
13-cyclopentyl-tridecanoyl chloride
—— Bicyclo[4.2.0]oct-1(6)ene-3-carbonyl Chloride 153311-28-5 C9H11ClO
Bicyclo[4.2.0]oct-1(6)ene-3-carbonyl Chloride
—— 2,3-dimethyl-valeryl chloride 98410-92-5 C7H13ClO
2,3-dimethyl-valeryl chloride
—— 3-Trichlorgermyl-2-methyl-propionylchlorid 21187-29-1 C4H6Cl4GeO
3-Trichlorgermyl-2-methyl-propionylchlorid
—— (±)-3,3,3-trifluoro-2-methylpropanoyl chloride 88740-59-4 C4H4ClF3O
(±)-3,3,3-trifluoro-2-methylpropanoyl chloride
—— pent-2-enoyl chloride 18802-94-3 C5H7ClO
pent-2-enoyl chloride
—— 3,3-dimethylpentanoyl chloride 79097-84-0 C7H13ClO
3,3-dimethylpentanoyl chloride
—— α-iodopropionyl chloride 15876-96-7 C3H4ClIO
α-iodopropionyl chloride
—— 8-chlorooctanoyl chloride 99219-17-7 C8H14Cl2O
8-chlorooctanoyl chloride
—— 12-chlorododecanoic acid chloride 78476-69-4 C12H22Cl2O
12-chlorododecanoic acid chloride
—— 12-aminododecanic acid chloride 654062-36-9 C12H24ClNO
12-aminododecanic acid chloride