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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
—— (2S,3R)-2-Decyl-3-(4-methylpentyl)oxirane 52260-03-4 C18H36O
(2S,3R)-2-Decyl-3-(4-methylpentyl)oxirane
—— 7,10-Dibromo-11-oxa-tricyclo[4.4.1.0<sup>1,6</sup>]undeca-2,4,8-triene 5904-81-4 C10H8Br2O
7,10-Dibromo-11-oxa-tricyclo[4.4.1.0<sup>1,6</sup>]undeca-2,4,8-triene
—— 2,2-Dimethyl-3-(4-methylpent-3-en-1-yl)oxirane 56031-78-8 C10H18O
2,2-Dimethyl-3-(4-methylpent-3-en-1-yl)oxirane
—— Oxirane--1,1,2-trifluoroethene (1/1) 923587-99-9 C4H5F3O
Oxirane--1,1,2-trifluoroethene (1/1)
—— 3-(Difluoromethylidene)-2,2-dimethyloxirane 925705-75-5 C5H6F2O
3-(Difluoromethylidene)-2,2-dimethyloxirane
—— 5,12-Dioxatricyclo[9.1.0.0~4,6~]dodecane 1077-31-2 C10H16O2
5,12-Dioxatricyclo[9.1.0.0~4,6~]dodecane
—— 3H-Pentaleno[1,6a-b]oxirene 25330-95-4 C8H6O
3H-Pentaleno[1,6a-b]oxirene
—— 2,2-dimethyl-3-[(3R)-3-methylhex-5-ynyl]oxirane 1395056-70-8 C11H18O
2,2-dimethyl-3-[(3R)-3-methylhex-5-ynyl]oxirane
—— 2,2a(2)-[1,7-Heptanediylbis(oxymethylene)]bis[oxirane] 373609-57-5 C13H24O4
2,2a(2)-[1,7-Heptanediylbis(oxymethylene)]bis[oxirane]
—— (2S,3S)-3-ethenyloxirane-2-carboxylic acid 1448445-93-9 C5H6O3
(2S,3S)-3-ethenyloxirane-2-carboxylic acid
—— (1aS,5aS)-5-fluoro-1a,2,3,5a-tetrahydro-1-benzoxirene 1431975-59-5 C6H7FO
(1aS,5aS)-5-fluoro-1a,2,3,5a-tetrahydro-1-benzoxirene
—— (1aS,5aR)-3,4-dibromo-1a,2,3,5a-tetrahydro-1-benzoxirene 1431975-71-1 C6H6Br2O
(1aS,5aR)-3,4-dibromo-1a,2,3,5a-tetrahydro-1-benzoxirene
—— (1aS,5aR)-4-bromo-1a,2,3,5a-tetrahydro-1-benzoxirene 1431975-65-3 C6H7BrO
(1aS,5aR)-4-bromo-1a,2,3,5a-tetrahydro-1-benzoxirene
—— [(4S)-2,2-dimethyl-4-(2-methylsulfanylethyl)-1,3-oxazolidin-3-yl]-[(2S,3R)-3-[(2S,3R)-3-[(E)-2-trimethylsilylethenyl]oxiran-2-yl]oxiran-2-yl]methanone 1434629-56-7 C18H31NO4SSi
[(4S)-2,2-dimethyl-4-(2-methylsulfanylethyl)-1,3-oxazolidin-3-yl]-[(2S,3R)-3-[(2S,3R)-3-[(E)-2-trimethylsilylethenyl]oxiran-2-yl]oxiran-2-yl]methanone
—— (2R,3R)-2,3-epoxy-9-decen-1-ol 76903-95-2 C10H18O2
(2R,3R)-2,3-epoxy-9-decen-1-ol
—— Oxiranecarboxylic acid, 3-(2-thienyl)-, 1-methylethyl ester 140623-68-3 C10H12O3S
Oxiranecarboxylic acid, 3-(2-thienyl)-, 1-methylethyl ester
—— (2R,3S)-(-)-ethyl-2,3-epoxyheptanoate 139618-55-6 C9H16O3
(2R,3S)-(-)-ethyl-2,3-epoxyheptanoate
—— [(2S,3S)-3-(2-Methyl-cyclohex-1-enylmethyl)-oxiranyl]-methanol 155258-62-1 C11H18O2
[(2S,3S)-3-(2-Methyl-cyclohex-1-enylmethyl)-oxiranyl]-methanol
—— (2R,3S)-Tetrahydrocerulenin 68853-92-9 C12H23NO3
(2R,3S)-Tetrahydrocerulenin
—— hexadecyl (S)-2-oxiranylmethyl thioether 153414-07-4 C19H38OS
hexadecyl (S)-2-oxiranylmethyl thioether
—— 4-allyloxy-2-methyl-1-butene oxide 102773-00-2 C8H14O2
4-allyloxy-2-methyl-1-butene oxide
—— Madolin A 205371-29-5 C15H22O2
Madolin A
—— Madolin B 205239-54-9 C15H22O3
Madolin B
—— (2R,3S)-3-{(S)-3-Hydroxy-3-[(2S,5R)-((7Z,9Z)-5-tetradeca-7,9,13-trienyl)-tetrahydro-furan-2-yl]-propyl}-oxirane-2-carboxylic acid methyl ester 300702-98-1 C25H40O5
(2R,3S)-3-{(S)-3-Hydroxy-3-[(2S,5R)-((7Z,9Z)-5-tetradeca-7,9,13-trienyl)-tetrahydro-furan-2-yl]-propyl}-oxirane-2-carboxylic acid methyl ester
—— [(E)-9-(3,3-Dimethyl-oxiranyl)-7-methyl-non-6-en-2-ynyl]-trimethyl-silane 186249-84-3 C17H30OSi
[(E)-9-(3,3-Dimethyl-oxiranyl)-7-methyl-non-6-en-2-ynyl]-trimethyl-silane
—— 2-hydroxymethyl-1-oxaspiro[2.6]nonane 229330-52-3 C9H16O2
2-hydroxymethyl-1-oxaspiro[2.6]nonane
—— propan-2-yl (2R,3S)-3-(cyclohexylmethyl)oxirane-2-carboxylate 176487-01-7 C13H22O3
propan-2-yl (2R,3S)-3-(cyclohexylmethyl)oxirane-2-carboxylate
—— Madolin C 205239-56-1 C14H22O
Madolin C
—— N,N-dimethyl-cis-2,3-epoxy-4-oxododecanamide 80663-12-3 C14H25NO3
N,N-dimethyl-cis-2,3-epoxy-4-oxododecanamide
—— (2R,3R)-3-Formyl-oxirane-2-carboxylic acid diethylamide —— C8H13NO3
(2R,3R)-3-Formyl-oxirane-2-carboxylic acid diethylamide
—— (2R,3S)-3-<(R)-1-<(tert-butyldimethylsilyl)oxy>ethyl>-2-<(E)-2-methyl-6-oxohex-2-enoyl>oxirane-2-carboxamide 239108-27-1 C18H31NO5Si
(2R,3S)-3-<(R)-1-<(tert-butyldimethylsilyl)oxy>ethyl>-2-<(E)-2-methyl-6-oxohex-2-enoyl>oxirane-2-carboxamide
—— (2S,6S,3Z)-6,7-epoxy-2-(trimethylsilylethoxymethoxy)hept-3-en-1-ol 172328-15-3 C13H26O4Si
(2S,6S,3Z)-6,7-epoxy-2-(trimethylsilylethoxymethoxy)hept-3-en-1-ol
—— (2S,3S)-2-Chloromethyl-3-((2Z,5Z)-undeca-2,5-dienyl)-oxirane 206268-76-0 C14H23ClO
(2S,3S)-2-Chloromethyl-3-((2Z,5Z)-undeca-2,5-dienyl)-oxirane
—— 2-(Hydroxymethyl)-3-propyl-2-oxiranecarbonitrile 59991-93-4 C7H11NO2
2-(Hydroxymethyl)-3-propyl-2-oxiranecarbonitrile
—— (2S,3S)-3-(1-adamantyl)-2,3-epoxypropan-1-ol 524718-50-1 C13H20O2
(2S,3S)-3-(1-adamantyl)-2,3-epoxypropan-1-ol
—— (2S,3S,6E)-2,3-epoxynonadec-6-en-1-ol 221014-56-8 C19H36O2
(2S,3S,6E)-2,3-epoxynonadec-6-en-1-ol
—— 1,2-Epoxydecane-1,1-diylbis(trimethylsilane) 176790-48-0 C16H36OSi2
1,2-Epoxydecane-1,1-diylbis(trimethylsilane)
—— (+)-Palmosalide C 128255-38-9 C15H20O3
(+)-Palmosalide C
—— (Z,2R,3S,10S,11R)-1,12-dichloro-2,3;10,11-bis-epoxy-6-dodecene 507480-31-1 C12H18Cl2O2
(Z,2R,3S,10S,11R)-1,12-dichloro-2,3;10,11-bis-epoxy-6-dodecene
—— 2,2,6-Trimethyl-7-oxabicyclo<4.1.0>heptan-1-yl formate 119124-62-8 C10H16O3
2,2,6-Trimethyl-7-oxabicyclo<4.1.0>heptan-1-yl formate
—— 7,7-dimethyl-1,5-dioxa-dispiro(2.0,2.4)decane 142453-17-6 C10H16O2
7,7-dimethyl-1,5-dioxa-dispiro(2.0,2.4)decane
—— <1S,2R,5R,6S,14S>-1,2,6-trimethyl-9-methylene-6-oxiranylbicyclo<3.3.1>nonane 234078-14-9 C15H24O
<1S,2R,5R,6S,14S>-1,2,6-trimethyl-9-methylene-6-oxiranylbicyclo<3.3.1>nonane
—— (2S,3R)-3-phenyl-N,N-bis[(1S)-1-phenylethyl]oxirane-2-carboxamide 246236-74-8 C25H25NO2
(2S,3R)-3-phenyl-N,N-bis[(1S)-1-phenylethyl]oxirane-2-carboxamide
—— ethyl (2S,3S)-2,3-epoxydecanoate 161346-14-1 C12H22O3
ethyl (2S,3S)-2,3-epoxydecanoate
—— (1S,8R,9S)-9-Methoxy-5,12,12-trimethyl-4-oxa-tricyclo[6.3.1.0<sup>3,5</sup>]dodecane 205682-87-7 C15H26O2
(1S,8R,9S)-9-Methoxy-5,12,12-trimethyl-4-oxa-tricyclo[6.3.1.0<sup>3,5</sup>]dodecane
—— humulene 2,3:6,7-diepoxide 531492-87-2 C15H24O2
humulene 2,3:6,7-diepoxide
—— 3-isopropyloxiranecarboxylic acid 749786-73-0 C6H10O3
3-isopropyloxiranecarboxylic acid
—— [(2R,3R)-((Z)-3-Nonadec-10-enyl)-oxiranyl]-methanol 439140-27-9 C22H42O2
[(2R,3R)-((Z)-3-Nonadec-10-enyl)-oxiranyl]-methanol
—— Oxirane, 2,2'-[1,2-ethanediylbis(thiomethylene)]bis- 103296-84-0 C8H14O2S2
Oxirane, 2,2'-[1,2-ethanediylbis(thiomethylene)]bis-
—— 2-(2-diethoxymethylallyl)oxirane 850811-29-9 C10H18O3
2-(2-diethoxymethylallyl)oxirane