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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
—— 1,6-dimethyl-7-oxabicyclo[4.1.0]hept-3-ene 57338-10-0 C8H12O
1,6-dimethyl-7-oxabicyclo[4.1.0]hept-3-ene
—— 1,2-dimethyl-1,3,5-cyclohexatriene 1,2-oxide 73654-32-7 C8H10O
1,2-dimethyl-1,3,5-cyclohexatriene 1,2-oxide
—— 1-oxaspiro[2.13]hexadecane 96278-20-5 C15H28O
1-oxaspiro[2.13]hexadecane
—— 1-oxaspiro[2.14]heptadecane 96278-21-6 C16H30O
1-oxaspiro[2.14]heptadecane
—— 1-oxaspiro[2.15]octadecane 96278-22-7 C17H32O
1-oxaspiro[2.15]octadecane
—— 1-oxa-spiro[2.7]decane-2-carboxylic acid ethyl ester 33475-39-7 C12H20O3
1-oxa-spiro[2.7]decane-2-carboxylic acid ethyl ester
—— 5,5,7-trimethyl-1-oxa-spiro[2.5]octane-2-carboxylic acid ethyl ester 60234-72-2 C13H22O3
5,5,7-trimethyl-1-oxa-spiro[2.5]octane-2-carboxylic acid ethyl ester
—— ethyl 4-methyl-1-oxaspiro[2.5]octane-2-carboxylate 73040-01-4 C11H18O3
ethyl 4-methyl-1-oxaspiro[2.5]octane-2-carboxylate
—— 1,4-Bis(2,3-epoxypropoxy)but-2-ene 13416-97-2 C10H16O4
1,4-Bis(2,3-epoxypropoxy)but-2-ene
—— ethyl trans-3-pentyl-1-oxirane-2-carboxylate 91664-25-4 C10H18O3
ethyl trans-3-pentyl-1-oxirane-2-carboxylate
—— (2R,5R,6R)-2,12:5,6-diepoxycaryophyllane 60444-80-6 C15H24O2
(2R,5R,6R)-2,12:5,6-diepoxycaryophyllane
—— Einecs 249-758-6 29660-48-8 C15H24O
Einecs 249-758-6
—— 2,3-epoxy-3-propyl-hexanoic acid ethyl ester 100048-26-8 C11H20O3
2,3-epoxy-3-propyl-hexanoic acid ethyl ester
—— 2,3-epoxy-3-methyl-hexanoic acid 4383-97-5 C7H12O3
2,3-epoxy-3-methyl-hexanoic acid
—— 1,2-epoxy-3,3,4,4,5,5,6,6-octafluorohexane 123271-23-8 C6H4F8O
1,2-epoxy-3,3,4,4,5,5,6,6-octafluorohexane
—— ethyl (Z)-3-methyl-3-phenylglycidate 70774-46-8 C12H14O3
ethyl (Z)-3-methyl-3-phenylglycidate
—— 1,4-bis(2,3-epoxypropoxy)cyclohexane 16850-39-8 C12H20O4
1,4-bis(2,3-epoxypropoxy)cyclohexane
—— Ethyl spiro[6,7,8,9-tetrahydrobenzo[7]annulene-5,3'-oxirane]-2'-carboxylate 97283-72-2 C15H18O3
Ethyl spiro[6,7,8,9-tetrahydrobenzo[7]annulene-5,3'-oxirane]-2'-carboxylate
—— 1,1:2,2-Bis-pentamethylen-ethylenoxid 174-36-7 C12H20O
1,1:2,2-Bis-pentamethylen-ethylenoxid
—— 1-oxa-spiro[2.6]nonane-2-carboxylic acid ethyl ester 6975-19-5 C11H18O3
1-oxa-spiro[2.6]nonane-2-carboxylic acid ethyl ester
—— trans/cis-dodecafluoro-2,3-epoxyhexane 71917-16-3 C6F12O
trans/cis-dodecafluoro-2,3-epoxyhexane
—— 1,1,2,2,5,5,6,6-octamethyl-7-oxadispiro[2.0.2.1]heptane 496881-57-3 C14H24O
1,1,2,2,5,5,6,6-octamethyl-7-oxadispiro[2.0.2.1]heptane
—— (2R,3S)-2-methyl-3-(3-methyl-2-butenyl)oxiranemethanol 204918-26-3 C9H16O2
(2R,3S)-2-methyl-3-(3-methyl-2-butenyl)oxiranemethanol
—— methyl cis-2,3-epoxyhexanoate —— C7H12O3
methyl cis-2,3-epoxyhexanoate
—— 2-(9-chloro-nonyl)-2-methyloxirane 204316-47-2 C12H23ClO
2-(9-chloro-nonyl)-2-methyloxirane
—— 1,6-di-((S)-oxiran-2-yl)-hexane 161814-90-0 C10H18O2
1,6-di-((S)-oxiran-2-yl)-hexane
—— (+/-)-tetrahydrocerulenin 64838-72-8 C12H21NO3
(+/-)-tetrahydrocerulenin
—— rel-(2R,3S)-N,N-Dimethyl-3-(1-oxotetradecyl)-2-oxiranecarboxamide 252026-93-0 C19H35NO3
rel-(2R,3S)-N,N-Dimethyl-3-(1-oxotetradecyl)-2-oxiranecarboxamide
—— (1S,2S,4S,7S)-5-bromo-3,8-dioxa-tricyclo[5.1.0.0<sup>2,4</sup>]oct-5-ene 320616-21-5 C6H5BrO2
(1S,2S,4S,7S)-5-bromo-3,8-dioxa-tricyclo[5.1.0.0<sup>2,4</sup>]oct-5-ene
—— (1S,2S,4S,7S)-5-chloro-3,8-dioxa-tricyclo[5.1.0.0<sup>2,4</sup>]oct-5-ene 320410-64-8 C6H5ClO2
(1S,2S,4S,7S)-5-chloro-3,8-dioxa-tricyclo[5.1.0.0<sup>2,4</sup>]oct-5-ene
—— Methyl 2-chloro-3-heptyloxirane-2-carboxylate 475145-78-9 C11H19ClO3
Methyl 2-chloro-3-heptyloxirane-2-carboxylate
—— (8Z)-1,6,10,10-tetramethyl-5,13-dioxatricyclo[10.1.0.04,6]tridec-8-ene 118899-63-1 C15H24O2
(8Z)-1,6,10,10-tetramethyl-5,13-dioxatricyclo[10.1.0.04,6]tridec-8-ene
—— {(2R,3R)-3-[2-((2S,3S)-3-Methoxymethoxymethyl-3-methyl-oxiranyl)-ethyl]-2-methyl-oxiranyl}-methanol 294623-82-8 C12H22O5
{(2R,3R)-3-[2-((2S,3S)-3-Methoxymethoxymethyl-3-methyl-oxiranyl)-ethyl]-2-methyl-oxiranyl}-methanol
—— (2S,3R)-2-Chloromethyl-3-dodecyl-oxirane 566202-94-6 C15H29ClO
(2S,3R)-2-Chloromethyl-3-dodecyl-oxirane
—— {(2S,3S)-2-Methyl-3-[2-(2-vinyl-oxiranyl)-ethyl]-oxiranyl}-methanol 609767-77-3 C10H16O3
{(2S,3S)-2-Methyl-3-[2-(2-vinyl-oxiranyl)-ethyl]-oxiranyl}-methanol
—— (R)-2-(diisopropoxymethyl)oxirane 934296-13-6 C9H18O3
(R)-2-(diisopropoxymethyl)oxirane
—— (Z)-2-(hex-4-enyl)-2-pentyloxirane 1159611-86-5 C13H24O
(Z)-2-(hex-4-enyl)-2-pentyloxirane
—— (3R)-2,2-dimethyl-3-[2-[(2R,3R)-2-methyl-3-(3-methylbut-3-enyl)oxiran-2-yl]ethyl]oxirane 1221900-11-3 C14H24O2
(3R)-2,2-dimethyl-3-[2-[(2R,3R)-2-methyl-3-(3-methylbut-3-enyl)oxiran-2-yl]ethyl]oxirane
—— 4,4,5,5,6,6,7,7,8,8-decamethyl-1-oxa-spiro[2.5]octane 1239151-80-4 C17H32O
4,4,5,5,6,6,7,7,8,8-decamethyl-1-oxa-spiro[2.5]octane
—— seq.-trans-3-Ethoxycarbonyl-2-isobutyl-2-methyl-oxiran 24222-13-7 C10H18O3
seq.-trans-3-Ethoxycarbonyl-2-isobutyl-2-methyl-oxiran
—— (2R)-2-[(2Z)-2-methylhexa-2,5-dienyl]oxirane 1350744-05-6 C9H14O
(2R)-2-[(2Z)-2-methylhexa-2,5-dienyl]oxirane
—— trans-1,2-Epoxy-1-methoxycarbonyl-cycloundecan 64268-94-6 C13H22O3
trans-1,2-Epoxy-1-methoxycarbonyl-cycloundecan
—— (3,3-Dimethyl-2-trimethylsilanyl-oxiranyl)-trimethylsilanyl-methanone 135192-93-7 C11H24O2Si2
(3,3-Dimethyl-2-trimethylsilanyl-oxiranyl)-trimethylsilanyl-methanone
—— 6,7-erythro-5,6:7,8-Diepoxydodecan 123285-75-6 C12H22O2
6,7-erythro-5,6:7,8-Diepoxydodecan
—— (2R)-2-[(7S)-7-(methoxymethoxy)-8-nonenyl]oxirane 1022533-04-5 C13H24O3
(2R)-2-[(7S)-7-(methoxymethoxy)-8-nonenyl]oxirane
—— (3S)-{6-[(1S,6S)-dimethyl-6-(4-methylpent-3-enyl)-cyclohexa-2,4-dienyl]-3-methyl-hex-(3E)-enyl}-2,2-dimethyloxirane 1038994-41-0 C25H40O
(3S)-{6-[(1S,6S)-dimethyl-6-(4-methylpent-3-enyl)-cyclohexa-2,4-dienyl]-3-methyl-hex-(3E)-enyl}-2,2-dimethyloxirane
—— 3-{2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl}oxiran-2-yl acetate 1584651-43-3 C13H20O4
3-{2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl}oxiran-2-yl acetate
—— (2S,3S)-2,3-epoxy-6-methylheptan-1-ol 1247042-85-8 C8H16O2
(2S,3S)-2,3-epoxy-6-methylheptan-1-ol
—— (2R,3S)-methyl 2,3-epoxy-6-methylheptanoate 1247042-86-9 C9H16O3
(2R,3S)-methyl 2,3-epoxy-6-methylheptanoate
—— 2-(3-Cyclododecyloxypropyl)oxirane 1245018-83-0 C17H32O2
2-(3-Cyclododecyloxypropyl)oxirane