Skip to Content
Merck
All Photos(1)

Key Documents

S4921

Sigma-Aldrich

trans-Stilbene oxide

trans-Stilbene oxide

98%

Synonym(s):

trans-1,2-Diphenyloxirane

Sign Into View Organizational & Contract Pricing

Select a Size

1 G
CZK 1,240.00
5 G
CZK 2,840.00
25 G
CZK 9,950.00

CZK 1,240.00


Please contact Customer Service for Availability

Request a Bulk Order

Select a Size

Change View
1 G
CZK 1,240.00
5 G
CZK 2,840.00
25 G
CZK 9,950.00

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

CZK 1,240.00


Please contact Customer Service for Availability

Request a Bulk Order

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. [1]

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)
Rujin Gong et al.
Journal of chromatography. A, 1286, 119-126 (2013-03-19)
The chromatographic enantioseparation of trans-stilbene oxide (TSO) was studied experimentally and theoretically, where the preparative column was packed with 20 μm Chiralcel OD stationary phase and hexanes/2-propanol were used as mobile phase. The bed porosity, axial dispersion coefficient, mass transfer
Larry Miller et al.
Journal of chromatography. A, 1250, 256-263 (2012-06-26)
Preparative supercritical fluid chromatography (SFC) has become the preferred method for the rapid purification of drug candidates during the pharmaceutical discovery process. This paper will discuss the evaluation of injection techniques for preparative SFC. A thorough evaluation of mixed stream
Li-Ming Yang et al.
Bioorganic & medicinal chemistry letters, 12(7), 1013-1015 (2002-03-23)
A new series of trans-stilbene benzenesulfonamide derivatives were designed and synthesized as potential antitumor agents. These new compounds were evaluated in the National Cancer Institute's 60 human tumor cell line in vitro screen. Compounds 9-13 were cytotoxic against several cell
V J Mayani et al.
Chirality, 21(2), 255-261 (2008-06-19)
Chromatographic behavior of nonracemic mixtures, viz., mandelic acid and stilbene oxide as analytes has been studied in detailed by enantiomer self-disproportionation on achiral ordered mesoporous material M41S and regular silica gel as stationary phases. Enantiomer self-disproportionation gave enhanced separation of

Questions

1–2 of 2 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    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

      Helpful?

  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    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

      Helpful?

Reviews

Active Filters

  1. 1 Ratings-Only Review

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