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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
—— (6Z,9Z,11R,12R)-11,12-epoxyhenicosa-6,9-diene —— C21H38O
(6Z,9Z,11R,12R)-11,12-epoxyhenicosa-6,9-diene
—— 3-cyclohexyl-2,3-epoxy-butyric acid ethyl ester —— C12H20O3
3-cyclohexyl-2,3-epoxy-butyric acid ethyl ester
—— butyl-2,3-epoxy-2-methylpropanoate —— C8H14O3
butyl-2,3-epoxy-2-methylpropanoate
—— 1-(5-norbornene-2-methoxy)-3,4-epoxybutane —— C12H18O2
1-(5-norbornene-2-methoxy)-3,4-epoxybutane
—— 2,3-epoxy-2-propyl-valeronitrile —— C8H13NO
2,3-epoxy-2-propyl-valeronitrile
—— cis-2-Ethyl-3-n-propyl-3-oxiranecarbonotrile —— C8H13NO
cis-2-Ethyl-3-n-propyl-3-oxiranecarbonotrile
—— trans-2-Ethyl-3-n-propyl-3-oxiranecarbonitrile —— C8H13NO
trans-2-Ethyl-3-n-propyl-3-oxiranecarbonitrile
—— 11-oxadispiro<4.0.4>undecane —— C10H16O
11-oxadispiro<4.0.4>undecane
—— (+/-)-(2S,3S)-2,3-epoxy-3-phenyl-2-trimethylsilylpropanoic acid —— C12H16O3Si
(+/-)-(2S,3S)-2,3-epoxy-3-phenyl-2-trimethylsilylpropanoic acid
—— cyclooctatetraene oxide —— C8H8O
cyclooctatetraene oxide
—— 1,5-bis(2,3-epoxypropylthio)-3-thiapentane —— C10H18O2S3
1,5-bis(2,3-epoxypropylthio)-3-thiapentane
—— (S)-2-(isobutoxymethyl)oxirane —— C7H14O2
(S)-2-(isobutoxymethyl)oxirane
—— {(2S,3S)-3-[2-((S)-3,3-Dimethyl-oxiranyl)-ethyl]-3-methyl-oxiranyl}-methanol —— C10H18O3
{(2S,3S)-3-[2-((S)-3,3-Dimethyl-oxiranyl)-ethyl]-3-methyl-oxiranyl}-methanol
—— 6,6-dimethyl-1-oxaspiro[2.5]octane —— C9H16O
6,6-dimethyl-1-oxaspiro[2.5]octane
—— 2,2-Bis-ethoxymethyl oxirane —— C8H16O3
2,2-Bis-ethoxymethyl oxirane
—— (-)-caryophyllene β-oxide —— C14H22O
(-)-caryophyllene β-oxide
—— (-)-((2R,4R)-4-phenyl-2-propyloxazolidin-3-yl)((2R,3S)-3-phenyloxiran-2-yl)methanone —— C21H23NO3
(-)-((2R,4R)-4-phenyl-2-propyloxazolidin-3-yl)((2R,3S)-3-phenyloxiran-2-yl)methanone
—— (-)-((2S,4R)-4-phenyl-2-propyloxazolidin-3-yl)((2R,3S)-3-phenyloxiran-2-yl)methanone —— C21H23NO3
(-)-((2S,4R)-4-phenyl-2-propyloxazolidin-3-yl)((2R,3S)-3-phenyloxiran-2-yl)methanone
—— cis-2-butyl-3-((Z)-hex-1-enyl)oxirane —— C12H22O
cis-2-butyl-3-((Z)-hex-1-enyl)oxirane
—— 2-(2-(3,3-dimethyloxiran-2-yl)ethyl)-2-methyl-3-(3-methylenepent-4-en-1-yl)oxirane —— C15H24O2
2-(2-(3,3-dimethyloxiran-2-yl)ethyl)-2-methyl-3-(3-methylenepent-4-en-1-yl)oxirane
—— (1-octen-3-yn-1-yl)oxirane —— C10H14O
(1-octen-3-yn-1-yl)oxirane
—— 8-oxabicyclo[5.1.0]oct-2-ene —— C7H10O
8-oxabicyclo[5.1.0]oct-2-ene
—— 8-oxabicyclo[5.1.0]oct-2-ene —— C7H10O
8-oxabicyclo[5.1.0]oct-2-ene
—— methyl (2S,3R)-3-[(2R)-2-[tert-butyl(dimethyl)silyl]oxy-3,3-dimethyl-4-oxobutyl]oxirane-2-carboxylate 1095272-66-4 C16H30O5Si
methyl (2S,3R)-3-[(2R)-2-[tert-butyl(dimethyl)silyl]oxy-3,3-dimethyl-4-oxobutyl]oxirane-2-carboxylate
—— methyl (2S,3R)-3-[(2R,4R)-2-[tert-butyl(dimethyl)silyl]oxy-4-hydroxy-3,3-dimethyl-6-oxooctyl]oxirane-2-carboxylate 1095272-59-5 C20H38O6Si
methyl (2S,3R)-3-[(2R,4R)-2-[tert-butyl(dimethyl)silyl]oxy-4-hydroxy-3,3-dimethyl-6-oxooctyl]oxirane-2-carboxylate
—— 2H-Oxirenylium 57789-76-1 C2H3O
2H-Oxirenylium
—— 2-(1-Methylpentyl)oxirane 106859-44-3 C8H16O
2-(1-Methylpentyl)oxirane
—— 2,2'-[Methylenebis(oxymethylene)]bis(oxirane) 29194-36-3 C7H12O4
2,2'-[Methylenebis(oxymethylene)]bis(oxirane)
—— 2-[(3S,3aS,5aR,7R,9aR,9bS)-3a-methylspiro[2,4,5,5a,6,7,8,9,9a,9b-decahydro-1H-cyclopenta[a]naphthalene-3,2'-oxirane]-7-yl]ethanol 1012317-69-9 C17H28O2
2-[(3S,3aS,5aR,7R,9aR,9bS)-3a-methylspiro[2,4,5,5a,6,7,8,9,9a,9b-decahydro-1H-cyclopenta[a]naphthalene-3,2'-oxirane]-7-yl]ethanol
—— (3,3-Diethyloxiran-2-yl) acetate 86289-84-1 C8H14O3
(3,3-Diethyloxiran-2-yl) acetate
—— 2,3-Epoxy-3-fluor-2-methyl-pentan 29974-50-3 C6H11FO
2,3-Epoxy-3-fluor-2-methyl-pentan
—— 2-(1,1,2,2,2-Pentafluoroethyl)oxirane 51035-19-9 C4H3F5O
2-(1,1,2,2,2-Pentafluoroethyl)oxirane
—— 2-Ethyl-2-[(2-oxiranylmethoxy)methyl]-1,3-propanediol 20624-64-0 C9H18O4
2-Ethyl-2-[(2-oxiranylmethoxy)methyl]-1,3-propanediol
—— (2S,3S)-3-(3-benzylcarbamoyl)oxirane-2-carboxylic acid 142759-62-4 C11H11NO4
(2S,3S)-3-(3-benzylcarbamoyl)oxirane-2-carboxylic acid
—— 2-Dodecyl-2-tetradecyloxirane 922163-90-4 C28H56O
2-Dodecyl-2-tetradecyloxirane
—— 2-[(7S)-7-(methoxymethoxy)-8-nonenyl]oxirane 1022533-07-8 C13H24O3
2-[(7S)-7-(methoxymethoxy)-8-nonenyl]oxirane
—— (2S)-2-[(7S)-7-(methoxymethoxy)-8-nonenyl]oxirane 1022533-01-2 C13H24O3
(2S)-2-[(7S)-7-(methoxymethoxy)-8-nonenyl]oxirane
—— 2-[(1S,3aS,4aR,6S,8aR,9aS)-9a-methylspiro[3,3a,4,4a,5,6,7,8,8a,9-decahydro-2H-cyclopenta[b]naphthalene-1,2'-oxirane]-6-yl]ethanol 1012317-68-8 C17H28O2
2-[(1S,3aS,4aR,6S,8aR,9aS)-9a-methylspiro[3,3a,4,4a,5,6,7,8,8a,9-decahydro-2H-cyclopenta[b]naphthalene-1,2'-oxirane]-6-yl]ethanol
—— 3-(Oxiran-2-yl)but-3-en-1-ol 1005325-48-3 C6H10O2
3-(Oxiran-2-yl)but-3-en-1-ol
—— 2-(((2-Ethylcyclohexyl)oxy)methyl)oxirane 130014-35-6 C11H20O2
2-(((2-Ethylcyclohexyl)oxy)methyl)oxirane
—— 6311-64-4 C4H4KO5
—— Sodium;3-methyl-3-phenyloxirane-2-carboxylic acid 25957-43-1 C10H10NaO3+
Sodium;3-methyl-3-phenyloxirane-2-carboxylic acid
—— Sodium;1-oxaspiro[2.4]heptane-2-carboxylate 89848-73-7 C7H9O3*Na
Sodium;1-oxaspiro[2.4]heptane-2-carboxylate
—— 2-Carbamoyl-3-phenyl-2,3-epoxy-propionsaeure-aethylester 22539-57-7 C12H13NO4
2-Carbamoyl-3-phenyl-2,3-epoxy-propionsaeure-aethylester
—— 1,5,5,8-Tetramethyl-12-oxabicyclo[9.1.0]dodeca-3,7-diene 19888-34-7 C15H24O
1,5,5,8-Tetramethyl-12-oxabicyclo[9.1.0]dodeca-3,7-diene
—— ((2S,3S)-3-Vinyl-oxiranyl)-acetic acid 1354424-67-1 C6H8O3
((2S,3S)-3-Vinyl-oxiranyl)-acetic acid
—— (2R,3S,4S)-4-hydroxy-2-(2-methyl-5-phenyl-pent-2-enoyl)-2,3-epoxypentamide 479092-67-6 C17H21NO4
(2R,3S,4S)-4-hydroxy-2-(2-methyl-5-phenyl-pent-2-enoyl)-2,3-epoxypentamide
—— 1,4-Dimethyl-9-oxabicyclo[6.1.0]non-4-ene 94231-79-5 C10H16O
1,4-Dimethyl-9-oxabicyclo[6.1.0]non-4-ene
—— 1-Ethyloxymethoxy-2,3-epoxy-propan 89534-53-2 C6H12O3
1-Ethyloxymethoxy-2,3-epoxy-propan
—— 2-((2-(dodecyloxy)ethoxy)methyl)oxirane 120439-35-2 C17H34O3
2-((2-(dodecyloxy)ethoxy)methyl)oxirane