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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
—— 6-fluoro-hexanoyl chloride 661-00-7 C6H10ClFO
6-fluoro-hexanoyl chloride
—— 2,2-propanopentanoyl chloride 58148-18-8 C8H13ClO
2,2-propanopentanoyl chloride
—— 2,4-methanoheptanoyl chloride 69615-41-4 C8H13ClO
2,4-methanoheptanoyl chloride
—— 2-bromo-4-methylvaleryl bromide 74204-03-8 C6H10Br2O
2-bromo-4-methylvaleryl bromide
—— oleoyl fluoride 1480-60-0 C18H33FO
oleoyl fluoride
—— triethylsilylacetic acid chloride 23138-88-7 C8H17ClOSi
triethylsilylacetic acid chloride
—— (+/-)-Dihydrocitronellic acid chloride 53838-48-5 C10H19ClO
(+/-)-Dihydrocitronellic acid chloride
—— 2-bromo-3,3,3-trifluoropropanoic acid chloride 71026-99-8 C3HBrClF3O
2-bromo-3,3,3-trifluoropropanoic acid chloride
—— 3-amino-3-cyclohexyl-DL-propionyl chloride 53030-52-7 C9H16ClNO
3-amino-3-cyclohexyl-DL-propionyl chloride
—— dichloropropionyl chloride 17880-86-3 C3H3Cl3O
dichloropropionyl chloride
—— (E)-2,4-Dimethyl-2-pentenoic acid chloride 89609-13-2 C7H11ClO
(E)-2,4-Dimethyl-2-pentenoic acid chloride
—— (E)-2-methyldec-2-enoyl chloride 299190-85-5 C11H19ClO
(E)-2-methyldec-2-enoyl chloride
—— (E)-2-bromobut-2-enoyl chloride 112181-96-1 C4H4BrClO
(E)-2-bromobut-2-enoyl chloride
—— (E)-2-methyl-2-hexenoyl chloride 111505-05-6 C7H11ClO
(E)-2-methyl-2-hexenoyl chloride
—— (E)-2-methyl-2-pentenoyl chloride 55764-37-9 C6H9ClO
(E)-2-methyl-2-pentenoyl chloride
—— (E)-2-ethyl-2-butenoyl chloride 89609-12-1 C6H9ClO
(E)-2-ethyl-2-butenoyl chloride
—— (R)-2-Bromo-4-methyl-pentanoyl chloride —— C6H10BrClO
(R)-2-Bromo-4-methyl-pentanoyl chloride
—— 2-methyloctanoyl chloride 43152-88-1 C9H17ClO
2-methyloctanoyl chloride
—— 2,2-Dibrom-propionylbromid 51714-76-2 C3H3Br3O
2,2-Dibrom-propionylbromid
—— (3-chloroadamantan-1-yl)acetyl chloride 1257096-47-1 C12H16Cl2O
(3-chloroadamantan-1-yl)acetyl chloride
—— (R)-(2-cyclohexen-1-yl)acetyl chloride 133775-35-6 C8H11ClO
(R)-(2-cyclohexen-1-yl)acetyl chloride
—— hexa-2,4-dienoyl chloride 90554-82-8 C6H7ClO
hexa-2,4-dienoyl chloride
—— cyanomethylmercapto acetyl chloride 52069-55-3 C4H4ClNOS
cyanomethylmercapto acetyl chloride
—— (3S)-3-(aminomethyl)-5-methylhexanoyl chloride 1352244-06-4 C8H16ClNO
(3S)-3-(aminomethyl)-5-methylhexanoyl chloride
—— 3-(aminomethyl)-5-methylhexanoyl chloride 1360871-06-2 C8H16ClNO
3-(aminomethyl)-5-methylhexanoyl chloride
—— 5-cyclooctenecarbonyl chloride 15973-61-2 C9H13ClO
5-cyclooctenecarbonyl chloride
—— Perfluoro-2-methyl-3-oxahexanedioic acid difluoride 13140-20-0 C6F10O3
Perfluoro-2-methyl-3-oxahexanedioic acid difluoride
—— Perfluoro(3-propoxypropionyl) fluoride 356-61-6 C6F12O2
Perfluoro(3-propoxypropionyl) fluoride
—— 2-(chloromethyl)-4-methylvaleryl chloride 76789-52-1 C7H12Cl2O
2-(chloromethyl)-4-methylvaleryl chloride
—— 3,3-dimethylpent-4-enoic acid chloride 88819-78-7 C7H11ClO
3,3-dimethylpent-4-enoic acid chloride
—— 3-aminopropionyl chloride 5722-81-6 C3H6ClNO
3-aminopropionyl chloride
—— 2-methyl-4,4,4-trifluorobutyryl chloride 136564-78-8 C5H6ClF3O
2-methyl-4,4,4-trifluorobutyryl chloride
—— oleoyl chloride 7378-94-1 C18H33ClO
oleoyl chloride
—— 2-bromo-2-propyl-valeryl bromide 63718-61-6 C8H14Br2O
2-bromo-2-propyl-valeryl bromide
—— <1-14C>pivaloyl chloride 98160-27-1 C5H9ClO
<1-14C>pivaloyl chloride
—— α,α-Dimethylpalmitinsaeurechlorid 85216-72-4 C18H35ClO
α,α-Dimethylpalmitinsaeurechlorid
—— 5-α-Bromisocapronsaeurechlorid 28659-88-3 C6H10BrClO
5-α-Bromisocapronsaeurechlorid
—— (2S)-2-chloro-4-methylpentanoic acid 28659-82-7 C6H10Cl2O
(2S)-2-chloro-4-methylpentanoic acid
—— 3,3,3-trifluoropropionyl fluoride 85345-75-1 C3H2F4O
3,3,3-trifluoropropionyl fluoride
—— (4'-methylcyclohex-3'-ene-1-'-yl)carbonyl chloride 16695-95-7 C8H11ClO
(4'-methylcyclohex-3'-ene-1-'-yl)carbonyl chloride
—— stearoyl fluoride 1511-79-1 C18H35FO
stearoyl fluoride
—— (E)-3-cyclohexylacryloyl chloride 52331-62-1 C9H13ClO
(E)-3-cyclohexylacryloyl chloride
—— trans-4-Chlor-buten-(3)-saeure-(1)-chlorid 89033-90-9 C4H4Cl2O
trans-4-Chlor-buten-(3)-saeure-(1)-chlorid
—— 9-decenoyl chloride 116902-88-6 C10H17ClO
9-decenoyl chloride
—— 3-methylbut-3-enoyl chloride 3350-77-4 C5H7ClO
3-methylbut-3-enoyl chloride
—— 3,3-bis-chlorocarbonylmethyl-pentanedioyl chloride 78326-60-0 C9H8Cl4O4
3,3-bis-chlorocarbonylmethyl-pentanedioyl chloride
—— 11-(F-butyl)-undecanoyl chloride 118624-68-3 C15H20ClF9O
11-(F-butyl)-undecanoyl chloride
—— CHCl2OCHClCOCl 124948-12-5 C3H2Cl4O2
CHCl2OCHClCOCl
—— sebacoyl fluoride 1543-85-7 C10H16F2O2
sebacoyl fluoride
—— undecanedioyl dichloride 45165-01-3 C11H18Cl2O2
undecanedioyl dichloride