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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
—— (+/-)-<i>trans</i>-2-chloromethyl-3-hydroxymethyl-oxirane 98070-36-1 C4H7ClO2
(+/-)-<i>trans</i>-2-chloromethyl-3-hydroxymethyl-oxirane
—— butyl-2 oxa-1 spiro-<2,5>octane 107167-21-5 C11H20O
butyl-2 oxa-1 spiro-<2,5>octane
—— (2S,3S)-((2,6-dimethoxy-1-(3-methylbut-2-en-1-yl)cyclohexa-2,5-dien-1-yl)methyl)-2-(4-methoxy-4-methylpentyl)-2-methyloxirane 1415456-25-5 C24H40O4
(2S,3S)-((2,6-dimethoxy-1-(3-methylbut-2-en-1-yl)cyclohexa-2,5-dien-1-yl)methyl)-2-(4-methoxy-4-methylpentyl)-2-methyloxirane
—— (2S,3R)-3-(bromomethyl)-2-(4-methoxy-4-methylpentyl)-2-methyloxirane 1415456-24-4 C11H21BrO2
(2S,3R)-3-(bromomethyl)-2-(4-methoxy-4-methylpentyl)-2-methyloxirane
—— 3-ethyl-2,3-epoxy-valeric acid 5699-64-9 C7H12O3
3-ethyl-2,3-epoxy-valeric acid
—— ethyl (2R,3S)-3-(2-methylpropyl)oxirane-2-carboxylate 145475-58-7 C9H16O3
ethyl (2R,3S)-3-(2-methylpropyl)oxirane-2-carboxylate
—— 3-hexyl-3-methyl-oxiranecarboxylic acid ethyl ester 37545-94-1 C12H22O3
3-hexyl-3-methyl-oxiranecarboxylic acid ethyl ester
—— methyl trans-3-methyl-3-phenyloxirane-2-carboxylate 5441-04-3 C11H12O3
methyl trans-3-methyl-3-phenyloxirane-2-carboxylate
—— 3-carbethoxy-2-(1-methylethyl)-2-phenyloxirane 21297-90-5 C14H18O3
3-carbethoxy-2-(1-methylethyl)-2-phenyloxirane
—— (r)-2-(2-Methylallyl)oxirane-2-carbaldehyde 728947-33-9 C7H10O2
(r)-2-(2-Methylallyl)oxirane-2-carbaldehyde
—— [(2S)-2-(2-methylprop-2-enyl)oxiran-2-yl]methanol 791123-31-4 C7H12O2
[(2S)-2-(2-methylprop-2-enyl)oxiran-2-yl]methanol
—— isocaryophyllene diepoxide 60479-15-4 C15H24O2
isocaryophyllene diepoxide
—— trans-6,7-epoxydodecane 92943-15-2 C12H24O
trans-6,7-epoxydodecane
—— 5-allyloxy-2-methyl-1-pentene oxide 107761-98-8 C9H16O2
5-allyloxy-2-methyl-1-pentene oxide
—— 1-Cyclooctyloxy-2,3-epoxypropan 21324-95-8 C11H20O2
1-Cyclooctyloxy-2,3-epoxypropan
—— methyl (2R,3S)-3-[(4S)-8-methoxy-4,8-dimethylnonyl]-3-methyloxirane-2-carboxylate 1352303-72-0 C17H32O4
methyl (2R,3S)-3-[(4S)-8-methoxy-4,8-dimethylnonyl]-3-methyloxirane-2-carboxylate
—— methyl (2R,3S)-3-[(4R)-6-(3,3-dimethyloxiran-2-yl)-4-methylhexyl]-3-methyloxirane-2-carboxylate 1352303-81-1 C16H28O4
methyl (2R,3S)-3-[(4R)-6-(3,3-dimethyloxiran-2-yl)-4-methylhexyl]-3-methyloxirane-2-carboxylate
—— [(2S,3R)-3-dodec-11-enyloxiran-2-yl]methanol 158977-93-6 C15H28O2
[(2S,3R)-3-dodec-11-enyloxiran-2-yl]methanol
—— (2S,3S)-3-((2,6-dimethoxy-1-(3-methylbut-2-en-1-yl)cyclohexa-2,5-dien-1-yl)methyl)-2-methyl-2-(4-methylpent-3-en-1-yl)oxirane 1415456-09-5 C23H36O3
(2S,3S)-3-((2,6-dimethoxy-1-(3-methylbut-2-en-1-yl)cyclohexa-2,5-dien-1-yl)methyl)-2-methyl-2-(4-methylpent-3-en-1-yl)oxirane
—— 1-Cycloheptyloxy-2,3-epoxypropan 21324-94-7 C10H18O2
1-Cycloheptyloxy-2,3-epoxypropan
—— (2S)-2-benzyl-oxirane-2-carboxylic acid ((3R)-tetrahydro-furan-3-yl)amide 910539-78-5 C14H17NO3
(2S)-2-benzyl-oxirane-2-carboxylic acid ((3R)-tetrahydro-furan-3-yl)amide
—— (2S)-2-benzyl-oxirane-2-carboxylic acid benzylamide 910539-76-3 C17H17NO2
(2S)-2-benzyl-oxirane-2-carboxylic acid benzylamide
—— 4,7,8-trimethyl-1-oxaspiro<2.5>oct-4-ene 74146-75-1 C10H16O
4,7,8-trimethyl-1-oxaspiro<2.5>oct-4-ene
—— (2R,5E)-2,12-epoxycaryophyll-5-ene 88395-50-0 C15H24O
(2R,5E)-2,12-epoxycaryophyll-5-ene
—— 1-(3-chloropropoxy)-2,3-epoxypropane 211736-98-0 C6H11ClO2
1-(3-chloropropoxy)-2,3-epoxypropane
—— 1-(2-chloro-1-chloromethyl)ethoxy-2,3-epoxypropane 23916-49-6 C6H10Cl2O2
1-(2-chloro-1-chloromethyl)ethoxy-2,3-epoxypropane
—— (R)-2-(2-methylallyl)oxirane 916228-08-5 C6H10O
(R)-2-(2-methylallyl)oxirane
—— 2-(8-chlorooctyl)oxirane 185559-27-7 C10H19ClO
2-(8-chlorooctyl)oxirane
—— 3-[(4R)-4-methyl-1-oxaspiro[2.5]octan-4-yl]propanenitrile 218898-56-7 C11H17NO
3-[(4R)-4-methyl-1-oxaspiro[2.5]octan-4-yl]propanenitrile
—— ethyl (2R,3R)-5-methyl-2,3-oxirane-hexanoate 869012-79-3 C9H16O3
ethyl (2R,3R)-5-methyl-2,3-oxirane-hexanoate
—— 2-Fluoro-3-[3-fluoro-2,3-bis(trifluoromethyl)oxiran-2-yl]-2,3-bis(trifluoromethyl)oxirane 165749-30-4 C8F14O2
2-Fluoro-3-[3-fluoro-2,3-bis(trifluoromethyl)oxiran-2-yl]-2,3-bis(trifluoromethyl)oxirane
—— 2-({2-[2-(Dodecylsulfanyl)ethoxy]ethoxy}methyl)oxirane 102013-66-1 C19H38O3S
2-({2-[2-(Dodecylsulfanyl)ethoxy]ethoxy}methyl)oxirane
—— 2,5-dimethylhex-2,4-diene diepoxide 1004-69-9 C8H14O2
2,5-dimethylhex-2,4-diene diepoxide
—— 1,2;3,4-diepoxy-pentane 48086-15-3 C5H8O2
1,2;3,4-diepoxy-pentane
—— (2R)-2-methyl-2-(4-methylpent-3-en-1-yl)oxirane 138944-69-1 C9H16O
(2R)-2-methyl-2-(4-methylpent-3-en-1-yl)oxirane
—— (+/-)-<i>threo</i>-2,3-epoxy-valeric acid 5699-62-7 C5H8O3
(+/-)-<i>threo</i>-2,3-epoxy-valeric acid
—— 2-(1-Bromoethenyl)-1-oxaspiro[2.6]nonane 1196720-43-0 C10H15BrO
2-(1-Bromoethenyl)-1-oxaspiro[2.6]nonane
—— (4E)-(2R,7R)-1-tert-Butoxy-2,4-dimethyl-7,8-epoxy-4-octene 130767-24-7 C14H26O2
(4E)-(2R,7R)-1-tert-Butoxy-2,4-dimethyl-7,8-epoxy-4-octene
—— 3,4-epoxynon-1-ene 77192-31-5 C9H16O
3,4-epoxynon-1-ene
—— (2R,4R)-1,2-epoxy-4,8-dimethylnonane 130626-03-8 C11H22O
(2R,4R)-1,2-epoxy-4,8-dimethylnonane
—— (2S)-2-[[(2R,3R)-2,3-bis(methoxymethoxy)-4-[(2S)-2-(methoxymethoxy)dodecoxy]butoxy]methyl]oxirane 670748-83-1 C25H50O9
(2S)-2-[[(2R,3R)-2,3-bis(methoxymethoxy)-4-[(2S)-2-(methoxymethoxy)dodecoxy]butoxy]methyl]oxirane
—— (2S)-2-[[(2S,3S)-2,3-bis(methoxymethoxy)-4-[(2S)-2-(methoxymethoxy)dodecoxy]butoxy]methyl]oxirane 670748-81-9 C25H50O9
(2S)-2-[[(2S,3S)-2,3-bis(methoxymethoxy)-4-[(2S)-2-(methoxymethoxy)dodecoxy]butoxy]methyl]oxirane
—— 2-(9-Methoxynonyl)oxirane 111903-70-9 C12H24O2
2-(9-Methoxynonyl)oxirane
—— 2-(3-Methylbut-3-en-1-yn-1-yl)oxirane 89524-87-8 C7H8O
2-(3-Methylbut-3-en-1-yn-1-yl)oxirane
—— (Z)-2-tert-Butyl-2,3-dichloroxiran 91524-20-8 C6H10Cl2O
(Z)-2-tert-Butyl-2,3-dichloroxiran
—— Ethyl trans-3-isopropyloxirane-2-carboxylate 52945-83-2 C8H14O3
Ethyl trans-3-isopropyloxirane-2-carboxylate
—— (2S)-isopropenyloxirane 154961-92-9 C5H8O
(2S)-isopropenyloxirane
—— (2R,3S)-2,3-epoxy-4-oxo-dodecanamide 17397-90-9 C12H21NO3
(2R,3S)-2,3-epoxy-4-oxo-dodecanamide
—— humulene-1,2-epoxide 882187-46-4 C15H24O
humulene-1,2-epoxide
—— (1RS,4RS,6SR,10SR)-5,11-dioxatricyclo<8.1.0.0<sup>4,6</sup>>undecane 87020-58-4 C9H14O2
(1RS,4RS,6SR,10SR)-5,11-dioxatricyclo<8.1.0.0<sup>4,6</sup>>undecane