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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
—— 12-Oxabicyclo[9.1.0]dodeca-4,7-diene, 1,5,9,9-tetramethyl- 74282-07-8 C15H24O
12-Oxabicyclo[9.1.0]dodeca-4,7-diene, 1,5,9,9-tetramethyl-
—— 25,26-Epoxy-9,43-henpentacontadiene —— C51H98O
25,26-Epoxy-9,43-henpentacontadiene
—— 5',5',9'-Trimethylspiro[oxirane-2,14'-tetracyclo[11.3.1.01,10.04,9]heptadecane] —— C21H34O
5',5',9'-Trimethylspiro[oxirane-2,14'-tetracyclo[11.3.1.01,10.04,9]heptadecane]
—— 2-(5-methyl-hexyl)-3-octyl-oxirane 54034-65-0 C17H34O
2-(5-methyl-hexyl)-3-octyl-oxirane
—— 1,5,5,8-tetramethyl-12-oxabicyclo[9.1.0]dodeca-3,7-diene 90820-79-4 C15H24O
1,5,5,8-tetramethyl-12-oxabicyclo[9.1.0]dodeca-3,7-diene
—— (6,10-Dimethyl-2-methylidene-5-oxatricyclo[7.2.0.04,6]undecan-10-yl)methanol —— C14H22O2
(6,10-Dimethyl-2-methylidene-5-oxatricyclo[7.2.0.04,6]undecan-10-yl)methanol
—— 1,6-dimethyl-4-[3-(4-methylpent-3-enyl)oxiran-2-yl]-3,4,4a,7,8,8a-hexahydro-2H-naphthalene-1-carbonitrile —— C21H31NO
1,6-dimethyl-4-[3-(4-methylpent-3-enyl)oxiran-2-yl]-3,4,4a,7,8,8a-hexahydro-2H-naphthalene-1-carbonitrile
—— 2-Hept-6-enyl-3-oct-2-enyloxirane —— C17H30O
2-Hept-6-enyl-3-oct-2-enyloxirane
—— 2-[(3-Oct-2-enyloxiran-2-yl)methyl]-3-[(3-pent-4-enyloxiran-2-yl)methyl]oxirane —— C21H34O3
2-[(3-Oct-2-enyloxiran-2-yl)methyl]-3-[(3-pent-4-enyloxiran-2-yl)methyl]oxirane
—— 2-Dodecyl-3-octa-2,5-dienyloxirane —— C22H40O
2-Dodecyl-3-octa-2,5-dienyloxirane
—— 5-[2-[3-(Hydroxymethyl)-2-methyloxiran-2-yl]ethyl]-1,5,6-trimethyl-2,3,6,7,8,8a-hexahydronaphthalene-1-carboxylic acid —— C20H32O4
5-[2-[3-(Hydroxymethyl)-2-methyloxiran-2-yl]ethyl]-1,5,6-trimethyl-2,3,6,7,8,8a-hexahydronaphthalene-1-carboxylic acid
—— 2-(2-Methylnonan-2-yloxymethyl)oxirane —— C13H26O2
2-(2-Methylnonan-2-yloxymethyl)oxirane
—— 2-Undeca-1,9-dien-3,5,7-triynyloxirane —— C13H10O
2-Undeca-1,9-dien-3,5,7-triynyloxirane
—— cis-7,8-epoxy-2-methyleicosane —— C21H42O
cis-7,8-epoxy-2-methyleicosane
—— 3,7,7,10-Tetramethyl-4-oxatricyclo[7.3.0.03,5]dodec-8-ene —— C15H24O
3,7,7,10-Tetramethyl-4-oxatricyclo[7.3.0.03,5]dodec-8-ene
—— alpha-Bisabolene oxide —— C15H24O
alpha-Bisabolene oxide
—— 2-Pentyl-3-[(3-undeca-2,5,10-trienyloxiran-2-yl)methyl]oxirane —— C21H34O2
2-Pentyl-3-[(3-undeca-2,5,10-trienyloxiran-2-yl)methyl]oxirane
—— 2-[3-(6-Methyltridec-5-enyl)oxiran-2-yl]prop-2-enoic acid —— C19H32O3
2-[3-(6-Methyltridec-5-enyl)oxiran-2-yl]prop-2-enoic acid
—— 9,12-Dimethyl-5-propan-2-yl-14-oxatetracyclo[7.6.0.02,6.013,15]pentadec-11-ene-6-carboxylic acid —— C20H30O3
9,12-Dimethyl-5-propan-2-yl-14-oxatetracyclo[7.6.0.02,6.013,15]pentadec-11-ene-6-carboxylic acid
—— 3-Nonanoyloxirane-2-carboxamide —— C12H21NO3
3-Nonanoyloxirane-2-carboxamide
—— 5-Methyl-7-oxabicyclo[4.1.0]hept-3-ene-3-carboxylic acid —— C8H10O3
5-Methyl-7-oxabicyclo[4.1.0]hept-3-ene-3-carboxylic acid
—— 7-(Methoxymethyl)-6,14-dimethyl-9-methylidene-13-oxapentacyclo[9.3.2.16,8.02,7.012,14]heptadec-15-ene —— C21H30O2
7-(Methoxymethyl)-6,14-dimethyl-9-methylidene-13-oxapentacyclo[9.3.2.16,8.02,7.012,14]heptadec-15-ene
—— 3-(9,9-Dimethyl-6-methylidenespiro[2-oxatetracyclo[9.3.1.01,3.07,10]pentadecane-4,3'-cyclopentane]-1'-yl)propan-1-ol —— C24H38O2
3-(9,9-Dimethyl-6-methylidenespiro[2-oxatetracyclo[9.3.1.01,3.07,10]pentadecane-4,3'-cyclopentane]-1'-yl)propan-1-ol
—— 3'a,4',5-trimethylspiro[2,6-dioxabicyclo[3.1.0]hexane-4,2'-3,4,5,6-tetrahydro-1H-indene]-3-one —— C15H20O3
3'a,4',5-trimethylspiro[2,6-dioxabicyclo[3.1.0]hexane-4,2'-3,4,5,6-tetrahydro-1H-indene]-3-one
—— 9,10-Epoxynonacosane —— C29H58O
9,10-Epoxynonacosane
—— 2-Octa-2,7-dienyl-3-[4-(3-pentyloxiran-2-yl)but-2-enyl]oxirane —— C21H34O2
2-Octa-2,7-dienyl-3-[4-(3-pentyloxiran-2-yl)but-2-enyl]oxirane
—— Methyl 3-nonyloxirane-2-carboxylate —— C13H24O3
Methyl 3-nonyloxirane-2-carboxylate
—— 3,12,12-Trimethyl-9-methylidene-4-oxatricyclo[8.2.0.03,5]dodecane —— C15H24O
3,12,12-Trimethyl-9-methylidene-4-oxatricyclo[8.2.0.03,5]dodecane
—— (2S,3R)-2-((2Z,5Z)-octa-2,5,7-trienyl)-3-undecyloxirane —— C21H36O
(2S,3R)-2-((2Z,5Z)-octa-2,5,7-trienyl)-3-undecyloxirane
—— 2-Ethyl-3-heptyloxirane —— C11H22O
2-Ethyl-3-heptyloxirane
—— 1,5,9-Trimethyl-12-(2-methyloxiran-2-yl)-15-oxabicyclo[12.1.0]pentadeca-4,8-diene —— C20H32O2
1,5,9-Trimethyl-12-(2-methyloxiran-2-yl)-15-oxabicyclo[12.1.0]pentadeca-4,8-diene
—— 2-Bromo-2-butyl-3-(dibromomethyl)oxirane —— C7H11Br3O
2-Bromo-2-butyl-3-(dibromomethyl)oxirane
—— 3-(3-Oxononadec-1-enyl)oxirane-2-carboxylic acid —— C22H38O4
3-(3-Oxononadec-1-enyl)oxirane-2-carboxylic acid
—— 3-(3,11-Dimethyl-8-methylidenespiro[4-oxatetracyclo[7.5.1.03,5.011,15]pentadecane-6,3'-cyclopentane]-1'-yl)propan-1-ol —— C24H38O2
3-(3,11-Dimethyl-8-methylidenespiro[4-oxatetracyclo[7.5.1.03,5.011,15]pentadecane-6,3'-cyclopentane]-1'-yl)propan-1-ol
—— 2,3-epoxyhexane 1192-32-1 C6H12O
2,3-epoxyhexane
—— 3-(1-Bromopropyl)-6-chloro-5-pent-2-en-4-ynyl-4,9-dioxabicyclo[6.1.0]nonane —— C15H20BrClO2
3-(1-Bromopropyl)-6-chloro-5-pent-2-en-4-ynyl-4,9-dioxabicyclo[6.1.0]nonane
—— 2-Hex-5-enyl-3-octa-2,5-dienyloxirane —— C16H26O
2-Hex-5-enyl-3-octa-2,5-dienyloxirane
—— 3,11-Dimethyl-8-methylidenespiro[4-oxatetracyclo[7.5.1.03,5.011,15]pentadecane-6,1'-cyclopentane] —— C21H32O
3,11-Dimethyl-8-methylidenespiro[4-oxatetracyclo[7.5.1.03,5.011,15]pentadecane-6,1'-cyclopentane]
—— 2-[3-(3-Methyloxiran-2-yl)oxiran-2-yl]acetic acid —— C7H10O4
2-[3-(3-Methyloxiran-2-yl)oxiran-2-yl]acetic acid
—— [7,11-Dimethyl-7-(4-methylpent-3-enyl)-12-oxabicyclo[9.1.0]dodeca-4,8-dien-4-yl]methanol —— C20H32O2
[7,11-Dimethyl-7-(4-methylpent-3-enyl)-12-oxabicyclo[9.1.0]dodeca-4,8-dien-4-yl]methanol
—— 9,9-Dimethyl-6-methylidene-2-oxatetracyclo[9.3.1.01,3.07,10]pentadecane —— C17H26O
9,9-Dimethyl-6-methylidene-2-oxatetracyclo[9.3.1.01,3.07,10]pentadecane
—— 2-Bromo-3-(1,1-dibromopentyl)oxirane —— C7H11Br3O
2-Bromo-3-(1,1-dibromopentyl)oxirane
—— 1,6,10,10-Tetramethyl-2,5-dioxatricyclo[7.4.0.04,6]tridecane —— C15H26O2
1,6,10,10-Tetramethyl-2,5-dioxatricyclo[7.4.0.04,6]tridecane
—— 1,5,5,7-Tetramethyl-12-oxabicyclo[9.1.0]dodeca-3,7-diene —— C15H24O
1,5,5,7-Tetramethyl-12-oxabicyclo[9.1.0]dodeca-3,7-diene
—— 4,12,12-Trimethyl-5-oxatricyclo[8.2.0.04,6]dodecane —— C14H24O
4,12,12-Trimethyl-5-oxatricyclo[8.2.0.04,6]dodecane
—— 3-(2-Bromo-3-chloro-3-methylbutyl)-2-(2-bromoethenyl)-2-methyloxirane —— C10H15Br2ClO
3-(2-Bromo-3-chloro-3-methylbutyl)-2-(2-bromoethenyl)-2-methyloxirane
—— 3'-Hydroxy-3',4',5-trimethylspiro[2,6-dioxabicyclo[3.1.0]hexane-4,2'-4,5,6,7-tetrahydroindene]-1',3-dione —— C15H18O5
3'-Hydroxy-3',4',5-trimethylspiro[2,6-dioxabicyclo[3.1.0]hexane-4,2'-4,5,6,7-tetrahydroindene]-1',3-dione
—— caryophyllene dioxide 109120-40-3 C15H24O2
caryophyllene dioxide
—— 6,7-Epoxy-3,9-heptadecadiene —— C17H30O
6,7-Epoxy-3,9-heptadecadiene
—— 3-(1-Bromopropylidene)-6-chloro-5-pent-2-en-4-ynyl-4,9-dioxabicyclo[6.1.0]nonane —— C15H18BrClO2
3-(1-Bromopropylidene)-6-chloro-5-pent-2-en-4-ynyl-4,9-dioxabicyclo[6.1.0]nonane