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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
(2E,4Z,6E)-9-氧杂双环[6.1.0]壬-2,4,6-三烯 (2Z,4Z,6Z)-9-Oxa-bicyclo[6.1.0]nona-2,4,6-triene 4011-20-5 C8H8O
(2E,4Z,6E)-9-氧杂双环[6.1.0]壬-2,4,6-三烯
(2-叔丁基环氧乙烷-2-基)-三甲基硅烷 Oxirane, 2-(1,1-dimethylethyl)-2-trimethylsilyl- 114693-78-6 C9H20OSi
(2-叔丁基环氧乙烷-2-基)-三甲基硅烷
(2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12,13,13,14,14,15,15,16,16,17,17,17-三十三氟十七烷基)环氧乙烷 (2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12,13,13,14,14,15,15,16,16,17,17,17-Tritriacontafluoroheptadecyl)oxirane 94158-68-6 C19H5F33O
(2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12,13,13,14,14,15,15,16,16,17,17,17-三十三氟十七烷基)环氧乙烷
(2,2,3,3,4,4,4-七氟丁基)环氧乙烷 2-(2,2,3,3,4,4,4-Heptafluorobutyl)oxirane 1765-92-0 C6H5F7O
(2,2,3,3,4,4,4-七氟丁基)环氧乙烷
(1R,4E,7E,11R)-1,5,9,9-四甲基-12-氧杂双环[9.1.0]十二碳-4,7-二烯 humulene epoxide I 19888-33-6 C15H24O
(1R,4E,7E,11R)-1,5,9,9-四甲基-12-氧杂双环[9.1.0]十二碳-4,7-二烯
(1-甲基丁基)-环氧乙烷 2-(pentan-2-yl)oxirane 53229-39-3 C7H14O
(1-甲基丁基)-环氧乙烷
(1,2S:6S,7)-二环氧庚烷 (1,2S:6S,7)-diepoxyheptane 1378382-00-3 C7H12O2
(1,2S:6S,7)-二环氧庚烷
(-)-(2S,3S)-2,3-环氧-3-环己基-1-丙醇 (-)-(2S,3S)-2,3-epoxy-3-cyclohexyl-1-propanol 115362-12-4 C9H16O2
(-)-(2S,3S)-2,3-环氧-3-环己基-1-丙醇
(+)-[(庚氧基)甲基]-环氧乙烷 (R)-(+)-Glycidyl heptyl ether 121906-44-3 C10H20O2
(+)-[(庚氧基)甲基]-环氧乙烷
(+)-3-(烯丙氧基)-1,2-环氧丙烷 (S)-allyl glycidyl ether 95043-55-3 C6H10O2
(+)-3-(烯丙氧基)-1,2-环氧丙烷
(+)-1,2-环氧-癸烷 (S)-(-)-epoxydecane 81623-66-7 C10H20O
(+)-1,2-环氧-癸烷
—— 1428988-94-6 C14H26ClN
—— ethyl N-propyl-2,3-epoxysuccinamate 74557-14-5 C9H15NO4
ethyl N-propyl-2,3-epoxysuccinamate
—— dibutyl(3-(((R)-oxiran-2-yl)methoxy)prop-1-en-1-yl)(3-(((S)-oxiran-2-yl)methoxy)prop-1-en-1-yl)stannane 51077-67-9 C20H36O4Sn
dibutyl(3-(((R)-oxiran-2-yl)methoxy)prop-1-en-1-yl)(3-(((S)-oxiran-2-yl)methoxy)prop-1-en-1-yl)stannane
—— ((S)-2,2-dimethyl-4-(2-(methylthio)ethyl)oxazolidin-3-yl)((2S,3R)-3-((E)-3-methylbut-1-en-1-yl)oxiran-2-yl)methanone 1434629-35-2 C16H27NO3S
((S)-2,2-dimethyl-4-(2-(methylthio)ethyl)oxazolidin-3-yl)((2S,3R)-3-((E)-3-methylbut-1-en-1-yl)oxiran-2-yl)methanone
—— 1-Methylen-spiro<5.5>undecan-epoxyd 19577-25-4 C12H20O
1-Methylen-spiro<5.5>undecan-epoxyd
—— [(E)-3-(3-Chloro-2-oxiranylmethoxy-propoxy)-propenyl]-methyl-dipropyl-silane 40973-24-8 C16H31ClO3Si
[(E)-3-(3-Chloro-2-oxiranylmethoxy-propoxy)-propenyl]-methyl-dipropyl-silane
—— 5.6-Epoxy-2-<1-hydroxy-pentyl>-bicyclo<2.2.1>heptan 25564-43-6 C12H20O2
5.6-Epoxy-2-<1-hydroxy-pentyl>-bicyclo<2.2.1>heptan
—— 2.4-Dichlor-2.3-epoxynonansaeure 36842-60-1 C9H14Cl2O3
2.4-Dichlor-2.3-epoxynonansaeure
—— ethyl β-ethyl-β-phenyl glycidate 19464-93-8 C13H16O3
ethyl β-ethyl-β-phenyl glycidate
—— (6S)-2,3-epoxy-2,6-dimethyldocosane 190669-89-7 C24H48O
(6S)-2,3-epoxy-2,6-dimethyldocosane
—— 2,4,5-Trimethyl-4-vinylethinyl-1,3-dioxan 37922-20-6 C11H16O2
2,4,5-Trimethyl-4-vinylethinyl-1,3-dioxan
—— 24086-09-7 C13H20N4O
—— Methyl-2.4-dichlor-2.3-epoxy-hexanoat 36842-56-5 C7H10Cl2O3
Methyl-2.4-dichlor-2.3-epoxy-hexanoat
—— ((2R,3S)-3-Hept-6-enyl-oxiranyl)-methanol 76946-40-2 C10H18O2
((2R,3S)-3-Hept-6-enyl-oxiranyl)-methanol
—— (2S,3R)-2-((2E,5E)-Octa-2,5-dienyl)-3-pentyl-oxirane 75363-27-8 C15H26O
(2S,3R)-2-((2E,5E)-Octa-2,5-dienyl)-3-pentyl-oxirane
—— ((S)-2,2-dimethyl-4-(2-(methylthio)ethyl)oxazolidin-3-yl)((2S,3R)-3-ethyloxiran-2-yl)methanone 1195778-30-3 C13H23NO3S
((S)-2,2-dimethyl-4-(2-(methylthio)ethyl)oxazolidin-3-yl)((2S,3R)-3-ethyloxiran-2-yl)methanone
—— (1S,4aS,8aS)-5,5,8a-trimethyloctahydro-2H-spiro[naphthalene-1,2'-oxirane] 83997-38-0 C14H24O
(1S,4aS,8aS)-5,5,8a-trimethyloctahydro-2H-spiro[naphthalene-1,2'-oxirane]
—— 2,2,3,3-tetramethyl-3,3a-dihydro-2<i>H</i>-cyclohepta[<i>b</i>]furan 33422-12-7 C13H18O
2,2,3,3-tetramethyl-3,3a-dihydro-2<i>H</i>-cyclohepta[<i>b</i>]furan
—— (3R,4S)-2,2-Difluoro-4-phenyl-3-trifluoromethyl-oxetane-3-carboxylic acid methyl ester 41875-11-0 C12H9F5O3
(3R,4S)-2,2-Difluoro-4-phenyl-3-trifluoromethyl-oxetane-3-carboxylic acid methyl ester
—— 4,8-dimethyl-1-oxaspiro[2.5]octane 53955-83-2 C9H16O
4,8-dimethyl-1-oxaspiro[2.5]octane
—— [(4S)-2,2-dimethyl-4-(2-methylsulfanylethyl)-1,3-oxazolidin-3-yl]-[(2S,3R)-3-phenyloxiran-2-yl]methanone 1195778-18-7 C17H23NO3S
[(4S)-2,2-dimethyl-4-(2-methylsulfanylethyl)-1,3-oxazolidin-3-yl]-[(2S,3R)-3-phenyloxiran-2-yl]methanone
—— ((2S,3R)-3-butyloxiran-2-yl)((S)-2,2-dimethyl-4-(2-(methylthio)ethyl)oxazolidin-3-yl)methanone 1438398-93-6 C15H27NO3S
((2S,3R)-3-butyloxiran-2-yl)((S)-2,2-dimethyl-4-(2-(methylthio)ethyl)oxazolidin-3-yl)methanone
—— ethyl-dimethyl-oxiranyl-silane 18169-53-4 C6H14OSi
ethyl-dimethyl-oxiranyl-silane
—— 3-Benzyl-5-methyl-4-methylene-tetrahydro-furan-3-carboxylic acid 862171-05-9 C14H16O3
3-Benzyl-5-methyl-4-methylene-tetrahydro-furan-3-carboxylic acid
—— [(2S,3R)-3-cyclohexyloxiran-2-yl]-[(4S)-2,2-dimethyl-4-(2-methylsulfanylethyl)-1,3-oxazolidin-3-yl]methanone 1195778-34-7 C17H29NO3S
[(2S,3R)-3-cyclohexyloxiran-2-yl]-[(4S)-2,2-dimethyl-4-(2-methylsulfanylethyl)-1,3-oxazolidin-3-yl]methanone
—— (1R,4aS,8aS)-5,5,8a-trimethyloctahydro-2H-spiro[naphthalene-1,2'-oxirane] 83929-07-1 C14H24O
(1R,4aS,8aS)-5,5,8a-trimethyloctahydro-2H-spiro[naphthalene-1,2'-oxirane]
—— (1R,3S,8S)-5,8,12,12-Tetramethyl-2-oxa-tricyclo[6.4.0.0<sup>1,3</sup>]dodec-5-ene 32436-28-5 C15H24O
(1R,3S,8S)-5,8,12,12-Tetramethyl-2-oxa-tricyclo[6.4.0.0<sup>1,3</sup>]dodec-5-ene
—— (3-cyclopent-1-enyl-prop-2-ynyl)-oxirane 15112-38-6 C10H12O
(3-cyclopent-1-enyl-prop-2-ynyl)-oxirane
—— (4S,5S)-4,5-epoxynonan-1-ol 1287305-52-5 C9H18O2
(4S,5S)-4,5-epoxynonan-1-ol
—— L-3-trans-Benzylcarbamoyloxirane-2-carboxylic acid 788107-77-7 C11H11NO4
L-3-trans-Benzylcarbamoyloxirane-2-carboxylic acid
—— 9-Oxa-tricyclo[5.3.2.0<sup>1,6</sup>]dodec-5-ene 29494-28-8 C11H16O
9-Oxa-tricyclo[5.3.2.0<sup>1,6</sup>]dodec-5-ene
—— 9,10-epoxydispiro<2.0.2.4>dec-7-ene 111192-72-4 C10H12O
9,10-epoxydispiro<2.0.2.4>dec-7-ene
—— 24903-91-1 C15H22O4
—— 2-heptylundecyl glycidyl ether 79513-07-8 C21H42O2
2-heptylundecyl glycidyl ether
—— (R)-Cyclohexyl-((2S,3S)-3-cyclohexyl-oxiranyl)-methanol 147127-76-2 C15H26O2
(R)-Cyclohexyl-((2S,3S)-3-cyclohexyl-oxiranyl)-methanol
—— (4S,5S)-4,5-epoxynon-8-en-1-ol 1287305-53-6 C9H16O2
(4S,5S)-4,5-epoxynon-8-en-1-ol
—— 1186199-82-5 C20H34O4
—— ((S)-2,2-dimethyl-4-(2-(methylthio)ethyl)oxazolidin-3-yl)((2S,3R)-3-tridecyloxiran-2-yl)methanone 1438398-95-8 C24H45NO3S
((S)-2,2-dimethyl-4-(2-(methylthio)ethyl)oxazolidin-3-yl)((2S,3R)-3-tridecyloxiran-2-yl)methanone
—— (3R,4S)-2,2-Difluoro-4-phenyl-3-trifluoromethyl-oxetane-3-carbonyl fluoride 41875-10-9 C11H6F6O2
(3R,4S)-2,2-Difluoro-4-phenyl-3-trifluoromethyl-oxetane-3-carbonyl fluoride