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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
—— 1-Methyl-2-(prop-1-en-2-yl)cyclobutane-1-carbonyl chloride 70645-45-3 C9H13ClO
1-Methyl-2-(prop-1-en-2-yl)cyclobutane-1-carbonyl chloride
—— Octadeca-10,13-dienoyl chloride 63029-03-8 C18H31ClO
Octadeca-10,13-dienoyl chloride
—— 3-Octadecylsulfanyl-propionyl chloride 3062-65-5 C21H41ClOS
3-Octadecylsulfanyl-propionyl chloride
—— Chlormethyl-(2-chlorformyl-ethyl)-phosphinsaeure-chlorid 22793-94-8 C4H6Cl3O2P
Chlormethyl-(2-chlorformyl-ethyl)-phosphinsaeure-chlorid
—— 4-Decenoylchlorid 70173-09-0 C10H17ClO
4-Decenoylchlorid
—— Trifluoromethylacryloyl chloride 406-92-8 C4H2ClF3O
Trifluoromethylacryloyl chloride
—— 2,4,4-Trimethylhexanedioyl dichloride 89982-04-7 C9H14Cl2O2
2,4,4-Trimethylhexanedioyl dichloride
—— 2,5,5-trichloro-3,3-dimethylpentanoic acid chloride 84077-51-0 C7H10Cl4O
2,5,5-trichloro-3,3-dimethylpentanoic acid chloride
—— 3-(2,6,6-trimethyl-cyclohex-1-enyl)-acryloyl chloride 171774-19-9 C12H17ClO
3-(2,6,6-trimethyl-cyclohex-1-enyl)-acryloyl chloride
—— α-chloro-tert-butylacetyl chloride 714230-78-1 C6H10Cl2O
α-chloro-tert-butylacetyl chloride
—— 4-chlorobutanoyl fluoride 15973-66-7 C4H6ClFO
4-chlorobutanoyl fluoride
—— octanoyl fluoride 463-14-9 C9H17FO
octanoyl fluoride
—— 3-Cyclopentylprop-2-enoyl chloride 208922-42-3 C8H11ClO
3-Cyclopentylprop-2-enoyl chloride
—— 2,2-bis(methoxymethyl)propionic acid chloride 203314-59-4 C7H13ClO3
2,2-bis(methoxymethyl)propionic acid chloride
—— 3-Cyclopropylprop-2-enoyl chloride 189498-30-4 C6H7ClO
3-Cyclopropylprop-2-enoyl chloride
—— Docosa-4,7,10,13,16,19-hexaenoyl chloride 158754-21-3 C22H31ClO
Docosa-4,7,10,13,16,19-hexaenoyl chloride
—— Octahydro-7aH-1,4-ethanoindene-7a-carbonyl chloride 100020-94-8 C12H17ClO
Octahydro-7aH-1,4-ethanoindene-7a-carbonyl chloride
—— 1-Methyl-2-fluorformyl-3-trifluormethyl-cyclobuten-1 2647-09-8 C7H6F4O
1-Methyl-2-fluorformyl-3-trifluormethyl-cyclobuten-1
—— <<sup>13</sup>C>-Acetylfluorid 676-78-8 C2H3FO
<<sup>13</sup>C>-Acetylfluorid
—— Ethane-1,2-diamine;oxalyl dichloride —— C4H8Cl2N2O2
Ethane-1,2-diamine;oxalyl dichloride
—— α-Brom-laurinsaeurebromid 59117-76-9 C12H22Br2O
α-Brom-laurinsaeurebromid
—— 2-(1-Ethylpropoxy)acetyl chloride 1158584-73-6 C7H13ClO2
2-(1-Ethylpropoxy)acetyl chloride
—— 2-(Cyanomethyl)cyclopent-1-ene-1-carbonyl chloride 25297-43-2 C8H8ClNO
2-(Cyanomethyl)cyclopent-1-ene-1-carbonyl chloride
—— (6R)-6-Methylcyclohex-1-ene-1-carbonyl chloride 72233-49-9 C8H11ClO
(6R)-6-Methylcyclohex-1-ene-1-carbonyl chloride
—— 2-Butylcycloprop-2-ene-1-carbonyl chloride 82555-59-7 C8H11ClO
2-Butylcycloprop-2-ene-1-carbonyl chloride
—— 2-Methyl-cyclohexen-(3)-carbonsaeure-(1)-chlorid 32893-59-7 C8H11ClO
2-Methyl-cyclohexen-(3)-carbonsaeure-(1)-chlorid
—— Tricyclo[3.1.1.0~3,6~]heptane-6-carbonyl chloride 63127-28-6 C8H9ClO
Tricyclo[3.1.1.0~3,6~]heptane-6-carbonyl chloride
—— (1S,2R)-2-methyl-5-propan-2-ylidenecyclopentane-1-carbonyl chloride 61900-01-4 C10H15ClO
(1S,2R)-2-methyl-5-propan-2-ylidenecyclopentane-1-carbonyl chloride
—— 2,4-Dimethylcyclopent-3-ene-1-carbonyl chloride 90003-10-4 C8H11ClO
2,4-Dimethylcyclopent-3-ene-1-carbonyl chloride
—— 4-Chlor-1-cyclopentancarbonsaeurechlorid 56447-14-4 C6H8Cl2O
4-Chlor-1-cyclopentancarbonsaeurechlorid
—— 2-Chlorocyclobutane-1-carbonyl chloride 89182-33-2 C5H6Cl2O
2-Chlorocyclobutane-1-carbonyl chloride
—— 2,2,3-Trimethylcyclopent-3-ene-1-carbonyl chloride 65514-84-3 C9H13ClO
2,2,3-Trimethylcyclopent-3-ene-1-carbonyl chloride
—— 4-fluoro-bicyclo(2.2.2)octane-1-carboxylic fluoride 81725-03-3 C9H12F2O
4-fluoro-bicyclo(2.2.2)octane-1-carboxylic fluoride
—— Cyclooctatetraenecarbonyl chloride —— C9H7ClO
Cyclooctatetraenecarbonyl chloride
—— (2Z)-2-(Cyanomethylidene)cyclopentane-1-carbonyl chloride 25341-91-7 C8H8ClNO
(2Z)-2-(Cyanomethylidene)cyclopentane-1-carbonyl chloride
—— 1-Ethoxycyclobutane-1-carbonyl chloride 70339-22-9 C7H11ClO2
1-Ethoxycyclobutane-1-carbonyl chloride
—— 3-Fluorotricyclo[4.2.1.0~2,5~]non-7-ene-3-carbonyl fluoride 658074-23-8 C10H10F2O
3-Fluorotricyclo[4.2.1.0~2,5~]non-7-ene-3-carbonyl fluoride
—— Bicyclo[3.3.1]nonane-9-carbonyl chloride 63665-53-2 C10H15ClO
Bicyclo[3.3.1]nonane-9-carbonyl chloride
—— Bicyclo[3.2.0]heptane-3-carbonyl chloride 71098-35-6 C8H11ClO
Bicyclo[3.2.0]heptane-3-carbonyl chloride
—— 1,2-Dimethylcyclohexane-1-carbonyl fluoride 49576-71-8 C9H15FO
1,2-Dimethylcyclohexane-1-carbonyl fluoride
—— 1-Methyl-4-methylidenecyclohexane-1-carbonyl chloride 57738-82-6 C9H13ClO
1-Methyl-4-methylidenecyclohexane-1-carbonyl chloride
—— Tricyclo[4.2.1.0~2,5~]non-7-ene-3-carbonyl chloride 663618-23-3 C10H11ClO
Tricyclo[4.2.1.0~2,5~]non-7-ene-3-carbonyl chloride
—— 2-Chlor-2,3,3-trifluorcyclobutancarbonsaeurechlorid 51504-22-4 C5H3Cl2F3O
2-Chlor-2,3,3-trifluorcyclobutancarbonsaeurechlorid
—— (2Z)-2-Ethylidene-6,6-dimethylcyclohex-3-ene-1-carbonyl chloride 57935-27-0 C11H15ClO
(2Z)-2-Ethylidene-6,6-dimethylcyclohex-3-ene-1-carbonyl chloride
—— Dispiro<3.1.4.1>undecan-carbonsaeure-(2)-chlorid 91561-69-2 C12H17ClO
Dispiro<3.1.4.1>undecan-carbonsaeure-(2)-chlorid
—— 1-Ethyl-2,3-dimethyl-cyclohexanecarbonyl chloride 54556-69-3 C11H19ClO
1-Ethyl-2,3-dimethyl-cyclohexanecarbonyl chloride
—— 3,4-Dichloro-cyclopentanecarbonyl chloride 56447-17-7 C6H7Cl3O
3,4-Dichloro-cyclopentanecarbonyl chloride
—— 2-Ethyl-6,6-dimethylcyclohexa-1,3-diene-1-carbonyl chloride 57935-26-9 C11H15ClO
2-Ethyl-6,6-dimethylcyclohexa-1,3-diene-1-carbonyl chloride
—— (3Z,7Z)-cycloundeca-3,7-diene-1-carbonyl chloride —— C12H17ClO
(3Z,7Z)-cycloundeca-3,7-diene-1-carbonyl chloride
—— 4-Chlorobicyclo[2.2.2]octane-1-carbonyl fluoride 94994-06-6 C9H12ClFO
4-Chlorobicyclo[2.2.2]octane-1-carbonyl fluoride