Skip to Content
Merck
All Photos(1)

Key Documents

S4921

Sigma-Aldrich

trans-Stilbene oxide

98%

Synonym(s):

trans-1,2-Diphenyloxirane

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C14H12O
CAS Number:
Molecular Weight:
196.24
Beilstein:
82740
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

mp

65-67 °C (lit.)

SMILES string

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

Looking for similar products? Visit Product Comparison Guide

General description

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.

Application

  • Chiral Stationary Phases for Liquid Chromatography: Trans-stilbene oxide has been utilized in the fabrication of cellulose derivative-coated spherical covalent organic frameworks, serving as chiral stationary phases for high-performance liquid chromatographic enantioseparation, demonstrating its pivotal role in advanced analytical methodologies (Yan et al., 2022).
  • Method Selection for Chiral High-Performance Liquid Chromatography: Its application extends to the utilization of hysteresis phenomena for chiral high-performance liquid chromatographic method selection in polar organic mode, enhancing the efficiency and specificity of pharmaceutical compound analysis (Horváth et al., 2020).
  • Adsorption Properties for Enantioseparations: The effect of chiral selector loading on the adsorption properties of fully- and superficially-porous particles is crucial for high-efficient ultrafast enantioseparations, where trans-stilbene oxide derivatives play a significant role (Felletti et al., 2018).
  • Catalysis in Alkene Epoxidation: Trans-stilbene oxide is involved in innovative catalysis research, specifically in the development of carbon nitride-supported Fe(2) cluster catalysts for alkene epoxidation, showcasing its utility in sustainable chemical synthesis (Tian et al., 2018).

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 1

1 of 1

Photochemistry of cis-and trans-stilbene oxides
Lee, George A
The Journal of Organic Chemistry, 41, 2656-2658 (1976)
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
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
S Bernardini et al.
Mutagenesis, 16(3), 277-281 (2001-04-26)
About 50% and 15% of Caucasians lack the glutathione S-transferase M1 (GSTM1) and T1 (GSTT1) genes and the corresponding enzyme activity, respectively. Both of these polymorphisms have been shown to affect the genotoxicity of some epoxides in cultured human lymphocytes.
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

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service