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Merck

S4921

Sigma-Aldrich

反式-1,2-二苯乙烯氧化物

trans-Stilbene oxide

98%

别名:

反式-1,2-二苯基环氧乙烷

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1 G
$102.00
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25 G
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About This Item

经验公式(希尔记法):
C14H12O
CAS号:
分子量:
196.24
Beilstein:
82740
EC 号:
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.22

$102.00


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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. [1]

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)


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Photochemistry of cis-and trans-stilbene oxides
Lee, George A
The Journal of Organic Chemistry, 41, 2656-2658 (1976)
Richard Lonsdale et al.
Biochemistry, 51(8), 1774-1786 (2012-01-28)
Soluble epoxide hydrolase (sEH) is an enzyme involved in drug metabolism that catalyzes the hydrolysis of epoxides to form their corresponding diols. sEH has a broad substrate range and shows high regio- and enantioselectivity for nucleophilic ring opening by Asp333.
B Schilter et al.
The Journal of pharmacology and experimental therapeutics, 294(3), 916-922 (2000-08-17)
Oxidative biotransformation, coupled with genetic variability in enzyme expression, has been the focus of hypotheses interrelating environmental and genetic factors in the etiology of central nervous system disease processes. Chemical modulation of cerebral cytochrome P450 (P450) monooxygenase expression character may
Kouhei Shimomura et al.
Nature chemistry, 6(5), 429-434 (2014-04-24)
In the chromatographic separation of enantiomers the order of elution is determined by the strength of diasteromeric interactions between the components of the mixture and a chiral stationary phase. For analytical purposes, it is ideal to have the minor component
Paloma Vidal et al.
The Journal of organic chemistry, 72(9), 3166-3170 (2007-03-10)
This study presents a simple method for measuring long-range heteronuclear coupling constants between protons and proton-bearing carbons. The approach involves recording two conventional 1D-TOCSY experiments in which the offset of the selective proton pulse is set on the low- and

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    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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