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环氧化物

环氧化物是一类在碳链上含有一个环氧基团(即C-O-C三元环)的化合物。它们通常表示为R1-R2-OC-O-R3,其中R1、R2和R3可以是相同或不同的取代基。环氧化物广泛存在于自然界中,并且在有机化学、化学化工及生物医药领域中有着重要的应用。

环氧基团

环氧基团的结构式为O=C-O-C=O,它具有高度反应性,能够参与多种类型的反应,例如加成反应、开环反应等。由于其特殊的化学性质,环氧化物可以被用作有机合成中的重要中间体,也可以作为聚合物化学中制备交联剂的基础。

应用领域
  1. 医药与生物科学:一些天然存在的环氧化合物如环氧树脂(epoxides)具有抗癌、抗炎等活性。通过结构改造和修饰可以开发出新型的药物分子。
  2. 材料科学:环氧化合物在聚合物化学中非常重要,常被用作合成热固性树脂的重要成分,这些树脂广泛用于涂料、粘合剂等领域。
  3. 精细化工:环氧化物是许多精细化学品制备的关键中间体。通过与各种化合物进行开环或加成反应可合成多种有价值的化学品。
合成方法

环氧化物的合成方法多样,包括但不限于:

  • 氧化还原反应
  • 亲核加成反应(如使用过氧化氢)
  • 光化学反应

这些方法可根据具体需求选择最合适的合成路径。

中文名称 英文名称 CAS号 化学式 结构式图片
—— R-(-)-glycidyl ether —— C6H10O3
R-(-)-glycidyl ether
—— (2S,3S)-3-phenyloxirane-2-carboxylate —— C9H7O3-
(2S,3S)-3-phenyloxirane-2-carboxylate
—— (2S)-2-[(1S)-1,2-dibromoethyl]oxirane —— C4H6Br2O
(2S)-2-[(1S)-1,2-dibromoethyl]oxirane
—— (2R)-2-[(1S)-1,2-dibromoethyl]oxirane —— C4H6Br2O
(2R)-2-[(1S)-1,2-dibromoethyl]oxirane
—— (2R)-2-[(1R)-1,2-dibromoethyl]oxirane —— C4H6Br2O
(2R)-2-[(1R)-1,2-dibromoethyl]oxirane
—— (2S)-2-[(1R)-1,2-dibromoethyl]oxirane —— C4H6Br2O
(2S)-2-[(1R)-1,2-dibromoethyl]oxirane
—— (1R,3S,5S,10R)-4,11-dioxatricyclo[8.1.0.03,5]undec-7-ene —— C9H12O2
(1R,3S,5S,10R)-4,11-dioxatricyclo[8.1.0.03,5]undec-7-ene
—— (1R,4R,6S,9R)-5-oxatricyclo[7.1.0.04,6]deca-2,7-diene —— C9H10O
(1R,4R,6S,9R)-5-oxatricyclo[7.1.0.04,6]deca-2,7-diene
—— (3R,5R)-4-oxatricyclo[5.5.2.03,5]tetradeca-1,6,13-triene —— C13H16O
(3R,5R)-4-oxatricyclo[5.5.2.03,5]tetradeca-1,6,13-triene
—— (1R,6R)-1-methyl-7-oxabicyclo[4.1.0]hept-3-ene —— C7H10O
(1R,6R)-1-methyl-7-oxabicyclo[4.1.0]hept-3-ene
—— (1S,6S)-1-methyl-7-oxabicyclo[4.1.0]hept-3-ene —— C7H10O
(1S,6S)-1-methyl-7-oxabicyclo[4.1.0]hept-3-ene
—— (1S,4S,5S,8R)-4,5-dibromo-9-oxabicyclo[6.1.0]nonane —— C8H12Br2O
(1S,4S,5S,8R)-4,5-dibromo-9-oxabicyclo[6.1.0]nonane
—— (1R,4S,5R,8R)-4,5-dibromo-9-oxabicyclo[6.1.0]nonane —— C8H12Br2O
(1R,4S,5R,8R)-4,5-dibromo-9-oxabicyclo[6.1.0]nonane
—— (1S,4R,5S,8R)-4,5-dibromo-9-oxabicyclo[6.1.0]nonane —— C8H12Br2O
(1S,4R,5S,8R)-4,5-dibromo-9-oxabicyclo[6.1.0]nonane
—— (1R,4S,5S,8R)-4,5-dibromo-9-oxabicyclo[6.1.0]nonane —— C8H12Br2O
(1R,4S,5S,8R)-4,5-dibromo-9-oxabicyclo[6.1.0]nonane
—— (2R,3R)-3-decanoyloxirane-2-carboxamide —— C13H23NO3
(2R,3R)-3-decanoyloxirane-2-carboxamide
—— cis-2,3-epoxy-4-oxotridecanamide —— C13H23NO3
cis-2,3-epoxy-4-oxotridecanamide
—— (2R,3S)-2-[[(2R)-oxiran-2-yl]methyl]-3-[3-[(2R)-oxiran-2-yl]propyl]oxirane —— C10H16O3
(2R,3S)-2-[[(2R)-oxiran-2-yl]methyl]-3-[3-[(2R)-oxiran-2-yl]propyl]oxirane
—— (2S)-2-[[2-methyl-3-[[(2R)-oxiran-2-yl]methoxy]-2-[[(2S)-oxiran-2-yl]methoxymethyl]propoxy]methyl]oxirane —— C14H24O6
(2S)-2-[[2-methyl-3-[[(2R)-oxiran-2-yl]methoxy]-2-[[(2S)-oxiran-2-yl]methoxymethyl]propoxy]methyl]oxirane
—— 3-(2-Carboxy-ethyl)-oxirane-2-carboxylic acid methyl ester —— C7H10O5
3-(2-Carboxy-ethyl)-oxirane-2-carboxylic acid methyl ester
—— (2S)-2-[[(4R)-3,3,4,5,5,6,6,7,7,8,8,8-dodecafluoro-4-methyloctoxy]methyl]oxirane —— C12H12F12O2
(2S)-2-[[(4R)-3,3,4,5,5,6,6,7,7,8,8,8-dodecafluoro-4-methyloctoxy]methyl]oxirane
—— (2R)-2-[[(4R)-3,3,4,5,5,6,6,7,7,8,8,8-dodecafluoro-4-methyloctoxy]methyl]oxirane —— C12H12F12O2
(2R)-2-[[(4R)-3,3,4,5,5,6,6,7,7,8,8,8-dodecafluoro-4-methyloctoxy]methyl]oxirane
—— (2R)-2-[[(4S)-3,3,4,5,5,6,6,7,7,8,8,8-dodecafluoro-4-methyloctoxy]methyl]oxirane —— C12H12F12O2
(2R)-2-[[(4S)-3,3,4,5,5,6,6,7,7,8,8,8-dodecafluoro-4-methyloctoxy]methyl]oxirane
—— (2S)-2-[[(4S)-3,3,4,5,5,6,6,7,7,8,8,8-dodecafluoro-4-methyloctoxy]methyl]oxirane —— C12H12F12O2
(2S)-2-[[(4S)-3,3,4,5,5,6,6,7,7,8,8,8-dodecafluoro-4-methyloctoxy]methyl]oxirane
—— (1S,8Z,12S)-13-oxabicyclo[10.1.0]trideca-4,8-diene —— C12H18O
(1S,8Z,12S)-13-oxabicyclo[10.1.0]trideca-4,8-diene
—— (2S,3R)-2,3-difluoro-2-(1,1,2,2,3,3,4,4,4-nonafluorobutyl)oxirane —— C6HF11O
(2S,3R)-2,3-difluoro-2-(1,1,2,2,3,3,4,4,4-nonafluorobutyl)oxirane
—— (2R,3S)-2,3-difluoro-2-(1,1,2,2,3,3,4,4,5,5,6,6,6-tridecafluorohexyl)oxirane —— C8HF15O
(2R,3S)-2,3-difluoro-2-(1,1,2,2,3,3,4,4,5,5,6,6,6-tridecafluorohexyl)oxirane
—— (2R,3R)-2,3-difluoro-2-(1,1,2,2,3,3,4,4,5,5,6,6,6-tridecafluorohexyl)oxirane —— C8HF15O
(2R,3R)-2,3-difluoro-2-(1,1,2,2,3,3,4,4,5,5,6,6,6-tridecafluorohexyl)oxirane
—— (2S,3S)-2,3-difluoro-2-(1,1,2,2,3,3,4,4,5,5,6,6,6-tridecafluorohexyl)oxirane —— C8HF15O
(2S,3S)-2,3-difluoro-2-(1,1,2,2,3,3,4,4,5,5,6,6,6-tridecafluorohexyl)oxirane
—— (2S,3R)-2,3-difluoro-2-(1,1,2,2,3,3,4,4,5,5,6,6,6-tridecafluorohexyl)oxirane —— C8HF15O
(2S,3R)-2,3-difluoro-2-(1,1,2,2,3,3,4,4,5,5,6,6,6-tridecafluorohexyl)oxirane
—— (2R,3S)-2,3-difluoro-2-(1,1,2,2,3,3,4,4,4-nonafluorobutyl)oxirane —— C6HF11O
(2R,3S)-2,3-difluoro-2-(1,1,2,2,3,3,4,4,4-nonafluorobutyl)oxirane
—— (2S,3S)-2,3-difluoro-2-(1,1,2,2,3,3,4,4,4-nonafluorobutyl)oxirane —— C6HF11O
(2S,3S)-2,3-difluoro-2-(1,1,2,2,3,3,4,4,4-nonafluorobutyl)oxirane
—— (2R,3R)-2,3-difluoro-2-(1,1,2,2,3,3,4,4,4-nonafluorobutyl)oxirane —— C6HF11O
(2R,3R)-2,3-difluoro-2-(1,1,2,2,3,3,4,4,4-nonafluorobutyl)oxirane
—— (2S)-2-fluoro-2-(1,1,2,2,2-pentafluoroethyl)-3,3-bis(trifluoromethyl)oxirane —— C6F12O
(2S)-2-fluoro-2-(1,1,2,2,2-pentafluoroethyl)-3,3-bis(trifluoromethyl)oxirane
—— (2R)-2-fluoro-2-(1,1,2,2,2-pentafluoroethyl)-3,3-bis(trifluoromethyl)oxirane —— C6F12O
(2R)-2-fluoro-2-(1,1,2,2,2-pentafluoroethyl)-3,3-bis(trifluoromethyl)oxirane
—— (2R)-2-(6-chloro-1,1,2,2,3,3,4,4,5,5,6,6-dodecafluorohexyl)-2,3,3-trifluorooxirane —— C8ClF15O
(2R)-2-(6-chloro-1,1,2,2,3,3,4,4,5,5,6,6-dodecafluorohexyl)-2,3,3-trifluorooxirane
—— (2S)-2-(4-chloro-1,1,2,2,3,3,4,4-octafluorobutyl)-2,3,3-trifluorooxirane —— C6ClF11O
(2S)-2-(4-chloro-1,1,2,2,3,3,4,4-octafluorobutyl)-2,3,3-trifluorooxirane
—— (2R)-2-(4-chloro-1,1,2,2,3,3,4,4-octafluorobutyl)-2,3,3-trifluorooxirane —— C6ClF11O
(2R)-2-(4-chloro-1,1,2,2,3,3,4,4-octafluorobutyl)-2,3,3-trifluorooxirane
—— (2S)-2-(6-chloro-1,1,2,2,3,3,4,4,5,5,6,6-dodecafluorohexyl)-2,3,3-trifluorooxirane —— C8ClF15O
(2S)-2-(6-chloro-1,1,2,2,3,3,4,4,5,5,6,6-dodecafluorohexyl)-2,3,3-trifluorooxirane
—— methyl (2S,3R)-3-[(1R,2R,4S)-2-bicyclo[2.2.1]hept-5-enyl]-3-methyloxirane-2-carboxylate —— C12H16O3
methyl (2S,3R)-3-[(1R,2R,4S)-2-bicyclo[2.2.1]hept-5-enyl]-3-methyloxirane-2-carboxylate
—— methyl (2S,3S)-3-[(1R,2R,4S)-2-bicyclo[2.2.1]hept-5-enyl]-3-methyloxirane-2-carboxylate —— C12H16O3
methyl (2S,3S)-3-[(1R,2R,4S)-2-bicyclo[2.2.1]hept-5-enyl]-3-methyloxirane-2-carboxylate
—— methyl (2R,3S)-3-[(1R,2R,4S)-2-bicyclo[2.2.1]hept-5-enyl]-3-methyloxirane-2-carboxylate —— C12H16O3
methyl (2R,3S)-3-[(1R,2R,4S)-2-bicyclo[2.2.1]hept-5-enyl]-3-methyloxirane-2-carboxylate
—— methyl (2R,3R)-3-[(1R,2R,4S)-2-bicyclo[2.2.1]hept-5-enyl]-3-methyloxirane-2-carboxylate —— C12H16O3
methyl (2R,3R)-3-[(1R,2R,4S)-2-bicyclo[2.2.1]hept-5-enyl]-3-methyloxirane-2-carboxylate
—— (2R)-2-[[(2R)-2-[(2R)-1-[[(2R)-oxiran-2-yl]methoxy]propan-2-yl]oxypropoxy]methyl]oxirane —— C12H22O5
(2R)-2-[[(2R)-2-[(2R)-1-[[(2R)-oxiran-2-yl]methoxy]propan-2-yl]oxypropoxy]methyl]oxirane
—— (2R)-2-[[(2S)-2-[(2R)-1-[[(2R)-oxiran-2-yl]methoxy]propan-2-yl]oxypropoxy]methyl]oxirane —— C12H22O5
(2R)-2-[[(2S)-2-[(2R)-1-[[(2R)-oxiran-2-yl]methoxy]propan-2-yl]oxypropoxy]methyl]oxirane
—— (2R)-2-[[(1S,2R)-2-[[(2R)-oxiran-2-yl]methoxy]cyclohexyl]oxymethyl]oxirane —— C12H20O4
(2R)-2-[[(1S,2R)-2-[[(2R)-oxiran-2-yl]methoxy]cyclohexyl]oxymethyl]oxirane
—— (2R)-2-[[(1R,2R)-2-[[(2R)-oxiran-2-yl]methoxy]cyclohexyl]oxymethyl]oxirane —— C12H20O4
(2R)-2-[[(1R,2R)-2-[[(2R)-oxiran-2-yl]methoxy]cyclohexyl]oxymethyl]oxirane
—— (2R)-2-[[(1S,2S)-2-[[(2R)-oxiran-2-yl]methoxy]cyclohexyl]oxymethyl]oxirane —— C12H20O4
(2R)-2-[[(1S,2S)-2-[[(2R)-oxiran-2-yl]methoxy]cyclohexyl]oxymethyl]oxirane
—— (2R)-2-[(1S,2S,4S)-1,4,5,6,7,7-hexachloro-2-bicyclo[2.2.1]hept-5-enyl]oxirane —— C9H6Cl6O
(2R)-2-[(1S,2S,4S)-1,4,5,6,7,7-hexachloro-2-bicyclo[2.2.1]hept-5-enyl]oxirane
—— (2R)-2-[(1S,2R,4S)-1,4,5,6,7,7-hexachloro-2-bicyclo[2.2.1]hept-5-enyl]oxirane —— C9H6Cl6O
(2R)-2-[(1S,2R,4S)-1,4,5,6,7,7-hexachloro-2-bicyclo[2.2.1]hept-5-enyl]oxirane