S4921

trans-Stilbene oxide

98%

• Synonym(s): trans-1,2-Diphenyloxirane
• Empirical Formula (Hill Notation): C₁₄H₁₂O
• CAS Number: 1439-07-2
• Molecular Weight: 196.24
• Beilstein/REAXYS Number: 82740
• EC Number: 215-877-7
• MDL number: MFCD00064311
• UNSPSC Code: 12352100
• PubChem Substance ID: 24899623
• NACRES: NA.22

Properties

• Quality Level: 200
• 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

Description

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).

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)