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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
—— trans-1,3-dichloropropene epoxide 66826-73-1 C3H4Cl2O
trans-1,3-dichloropropene epoxide
—— [(2R,3R)-3-(2,6,6-Trimethyl-cyclohex-1-enylmethyl)-oxiranyl]-methanol 123643-47-0 C13H22O2
[(2R,3R)-3-(2,6,6-Trimethyl-cyclohex-1-enylmethyl)-oxiranyl]-methanol
—— 3-chloropentafluoropropene-1,2-oxide 5068-87-1 C3ClF5O
3-chloropentafluoropropene-1,2-oxide
—— 2,2,3,3-tetrakis(trifluoromethyl)oxirane 1708-78-7 C6F12O
2,2,3,3-tetrakis(trifluoromethyl)oxirane
—— 2,3-trans-epoxybutane 21490-63-1 C4H8O
2,3-trans-epoxybutane
—— 2,3-cis-epoxybutane 1758-33-4 C4H8O
2,3-cis-epoxybutane
—— (1R,2S,4S,7S,8R)-7-Methyl-3,9-dioxa-tricyclo[6.1.0.0<sup>2,4</sup>]non-5-ene 113627-70-6 C8H10O2
(1R,2S,4S,7S,8R)-7-Methyl-3,9-dioxa-tricyclo[6.1.0.0<sup>2,4</sup>]non-5-ene
—— cis-6R,7S-epoxypentadecane 107996-45-2 C15H30O
cis-6R,7S-epoxypentadecane
—— 1-methyloxiranium tetrafluoroborate 20725-78-4 BF4*C3H7O
1-methyloxiranium tetrafluoroborate
—— rac-(cis)-(2Z,5Z-octadienyl)-3-nonyloxirane 97668-96-7 C19H34O
rac-(cis)-(2Z,5Z-octadienyl)-3-nonyloxirane
—— (Z,Z)-cis-6,7-epoxy-3,9-nonadecadiene 97697-78-4 C19H34O
(Z,Z)-cis-6,7-epoxy-3,9-nonadecadiene
—— (-)-(3R,4S)-(Z,Z)-6,9-cis-3,4-Epoxynonadecadiene 129895-16-5 C19H34O
(-)-(3R,4S)-(Z,Z)-6,9-cis-3,4-Epoxynonadecadiene
—— Caryophyllen-oxid 88395-50-0 C15H24O
Caryophyllen-oxid
—— 1-({(2R,3S)-3-[2-(8-phenyloctyl)phenyl]oxiranyl}carbonyl)-2,5-dihydropyrrole 880175-79-1 C27H33NO2
1-({(2R,3S)-3-[2-(8-phenyloctyl)phenyl]oxiranyl}carbonyl)-2,5-dihydropyrrole
—— trans-N,N-diethyl-3-[2-(8-phenyloctyl)phenyl]-2,3-epoxypropionamide 463308-92-1 C27H37NO2
trans-N,N-diethyl-3-[2-(8-phenyloctyl)phenyl]-2,3-epoxypropionamide
—— (R)-8,9-limonene oxide 184488-93-5 C10H16O
(R)-8,9-limonene oxide
—— 8,9-epoxy-p-menthane 35650-70-5 C10H18O
8,9-epoxy-p-menthane
—— 1,1-dichlorodifluoroethene epoxide 22940-91-6 C2Cl2F2O
1,1-dichlorodifluoroethene epoxide
—— (+)-limonene oxide 31684-93-2 C10H16O
(+)-limonene oxide
—— chlorotrifluoroethylene oxide 3935-49-7 C2ClF3O
chlorotrifluoroethylene oxide
—— {(2S,3R)-3-[2-(2-Ethoxy-ethoxy)-ethyl]-3-methyl-oxiranyl}-methanol 100759-04-4 C10H20O4
{(2S,3R)-3-[2-(2-Ethoxy-ethoxy)-ethyl]-3-methyl-oxiranyl}-methanol
—— (2R,3R)-2-(hydroxymethyl)-3-methyloxirane-2,3-d2 142630-84-0 C4H8O2
(2R,3R)-2-(hydroxymethyl)-3-methyloxirane-2,3-d2
—— cis-2,3-epoxysuccinic acid 16533-72-5 C4H4O5
cis-2,3-epoxysuccinic acid
—— 2-{3-[dimethyl-(2-trimethylsilanyl-ethyl)-silanyl]-propoxymethyl}-oxirane 1033411-55-0 C13H30O2Si2
2-{3-[dimethyl-(2-trimethylsilanyl-ethyl)-silanyl]-propoxymethyl}-oxirane
—— (3S,4S,1'S)-(+)-4-(1',2'-epoxyethyl-1'-methoxycarbonyl)-3-hydroxycyclopent-1-ene-1-carboxylic acid methyl ester 172214-78-7 C11H14O6
(3S,4S,1'S)-(+)-4-(1',2'-epoxyethyl-1'-methoxycarbonyl)-3-hydroxycyclopent-1-ene-1-carboxylic acid methyl ester
—— (E)-5-Isopropyl-2,6-dimethyl-5,6-epoxy-1,3-heptadien 77822-44-7 C12H20O
(E)-5-Isopropyl-2,6-dimethyl-5,6-epoxy-1,3-heptadien
—— (2R,3R)-2,3-dimethyloxirane-2,3-d2 142630-89-5 C4H8O
(2R,3R)-2,3-dimethyloxirane-2,3-d2
—— ((2R,3S)-3-propyloxiran-2-yl)methanol 111003-36-2 C6H12O2
((2R,3S)-3-propyloxiran-2-yl)methanol
—— (R)-3,4-epoxybutyric acid 111006-14-5 C4H6O3
(R)-3,4-epoxybutyric acid
—— (2S,3R,6E)-2,3-epoxy-6-octen-1-ol 121741-83-1 C8H14O2
(2S,3R,6E)-2,3-epoxy-6-octen-1-ol
—— (2S)-(3,3-dimethyloxiran-2-yl)methanol 116347-29-6 C5H10O2
(2S)-(3,3-dimethyloxiran-2-yl)methanol
—— N,N,N',N'-Tetrakis[(oxiran-2-yl)methyl]methanediamine 110430-20-1 C13H22N2O4
N,N,N',N'-Tetrakis[(oxiran-2-yl)methyl]methanediamine
—— 2-Hexadecyl-2-octadecyloxirane 922163-94-8 C36H72O
2-Hexadecyl-2-octadecyloxirane
—— N~1~,N~6~-Bis[(oxiran-2-yl)methyl]hexane-1,6-diamine 93398-73-3 C12H24N2O2
N~1~,N~6~-Bis[(oxiran-2-yl)methyl]hexane-1,6-diamine
—— 2-{[(2-Methyloctyl)oxy]methyl}oxirane 72731-55-6 C12H24O2
2-{[(2-Methyloctyl)oxy]methyl}oxirane
—— (2<i>RS</i>,3<i>SR</i>)-2,3-epoxy-3-phenyl-propionic acid 1566-68-3 C9H8O3
(2<i>RS</i>,3<i>SR</i>)-2,3-epoxy-3-phenyl-propionic acid
—— 2-Decyl-2-dodecyloxirane 51690-96-1 C24H48O
2-Decyl-2-dodecyloxirane
—— methyloxirane 16033-71-9 C3H6O
methyloxirane
—— (S)-2-Hexadecyl-2-vinyl-oxirane 852525-46-3 C20H38O
(S)-2-Hexadecyl-2-vinyl-oxirane
—— isopropyl 3-methyl-3-(4-cyclohexylphenyl)-glycidate 59060-07-0 C19H26O3
isopropyl 3-methyl-3-(4-cyclohexylphenyl)-glycidate
—— 2-(2-Octoxyethoxymethyl)oxirane 279246-43-4 C13H26O3
2-(2-Octoxyethoxymethyl)oxirane
—— 3-isopropyl-oxiranecarboxylic acid ethyl ester 82235-00-5 C8H14O3
3-isopropyl-oxiranecarboxylic acid ethyl ester
—— 2,3-epoxy-3-methyl-4-phenyl-butyric acid ethyl ester 83769-16-8 C13H16O3
2,3-epoxy-3-methyl-4-phenyl-butyric acid ethyl ester
—— methyl-2-methyl-3-phenylglycidate 80532-66-7 C11H12O3
methyl-2-methyl-3-phenylglycidate
—— 2,3-epoxyhexanoic acid 96096-69-4 C6H10O3
2,3-epoxyhexanoic acid
—— 4,12,12-Trimethyl-5-oxatricyclo[9.1.0.04,6]dodec-9-ene-9-carbaldehyde —— C15H22O2
4,12,12-Trimethyl-5-oxatricyclo[9.1.0.04,6]dodec-9-ene-9-carbaldehyde
—— 2-Pent-2-enyl-3-[7-(3-pent-4-enyloxiran-2-yl)hepta-2,5-dienyl]oxirane —— C21H32O2
2-Pent-2-enyl-3-[7-(3-pent-4-enyloxiran-2-yl)hepta-2,5-dienyl]oxirane
—— 3,10-Dimethyl-7-prop-1-en-2-yl-2-oxatricyclo[7.3.0.01,3]dodecane —— C16H26O
3,10-Dimethyl-7-prop-1-en-2-yl-2-oxatricyclo[7.3.0.01,3]dodecane
—— 2-Octa-2,5-dienyl-3-octyloxirane —— C18H32O
2-Octa-2,5-dienyl-3-octyloxirane
—— Pontica-epoxid 138512-48-8 C13H10O
Pontica-epoxid