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质量水平
方案
98%
mp
65-67 °C (lit.)
SMILES字符串
O1[C@@H]([C@H]1c2ccccc2)c3ccccc3
InChI
1S/C14H12O/c1-3-7-11(8-4-1)13-14(15-13)12-9-5-2-6-10-12/h1-10,13-14H/t13-,14-/m1/s1
InChI key
ARCJQKUWGAZPFX-ZIAGYGMSSA-N
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一般描述
Trans-stilbene oxide also known as trans-1,2-Diphenyloxirane, is often used in photochemistry, whereit can change its structure when exposed to light.Stilbene oxides can break apart when they are excited bylight, leading to the formation of carbonyl ylides. It is also commonlyused to produce trans-stilbene sulfides.
应用
- 液相色谱手性固定相：反式二苯乙烯氧化物已被用于制造纤维素衍生物包被的球形共价有机框架，作为高效液相色谱对映体分离的手性固定相，证明其在先进分析方法中起关键作用（Yan et al., 2022）。
- 手性高效液相色谱方法选择：其应用扩展到滞后现象的利用，在极性有机模式下进行手性高效液相色谱方法选择，从而提高药物化合物分析的效率和特异性（Horváth et al., 2020）。
- 对映体分离的吸附性能：手性选择器负载对全孔和表面多孔颗粒吸附性能的影响在高效超快对端分离中非常重要，其中反式二苯乙烯氧化物衍生物起着重要作用（Felletti et al., 2018）。
- 烯烃环氧化的催化作用：反式二苯乙烯氧化物参与了创新性催化研究，特别是开发碳氮负载Fe(2)簇催化剂以用于烯烃环氧化，证明其可应用于可持续化学合成（Tian et al., 2018）。
储存分类代码
11 - Combustible Solids
WGK
WGK 3
闪点(°F)
Not applicable
闪点(°C)
Not applicable
个人防护装备
Eyeshields, Gloves, type N95 (US)
Photochemistry of cis-and trans-stilbene oxides
Lee, George A
The Journal of Organic Chemistry, 41, 2656-2658 (1976)
Lisa T Elfström et al.
Biochemistry, 45(1), 205-212 (2006-01-04)
The catalytic mechanism of epoxide hydrolase (EC 3.3.2.3) involves acid-assisted ring opening of the oxirane during the alkylation half-reaction of hydrolysis. Two tyrosyl residues in the active site of epoxide hydrolases have been shown to contribute to the catalysis of
K Sugihara et al.
Toxicology and applied pharmacology, 167(1), 46-54 (2000-08-11)
A liver microsome-mediated activation of the proestrogens trans-stilbene and trans-stilbene oxide was found in this study. trans-Stilbene and trans-stilbene oxide were negative in estrogen reporter assay using estrogen-responsive human breast cancer cell line MCF-7 and growth assay in rat pituitary
Yongping Zhang et al.
Journal of chromatography. A, 1191(1-2), 188-192 (2007-12-07)
A facile strategy based on click chemistry for preparation of the structurally well-defined native beta-cyclodextrin (beta-CD) based chiral stationary phase (CSP) was proposed. The beta-CD CSP was evaluated by enatioseparation of benzoin, trans-stilbene oxide, Troger's base, bendroflumethiazide, ketoprofen, chlorthalidone, three
Vito Capriati et al.
Organic letters, 7(22), 4895-4898 (2005-10-21)
[reaction: see text] A stereoselective/stereospecific synthesis of polysubstituted tetrahydronaphthols based on the Michael addition of ortho-lithiated stilbene oxides to alpha,beta-unsaturated Fischer carbene complexes followed by an unusual cyclization of the corresponding intermediate in a 6-endo-tet mode is described.
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