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Key Documents

308323

Sigma-Aldrich

cis-Stilbene oxide

97%

Synonym(s):

cis-2,3-Diphenyloxirane

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About This Item

Empirical Formula (Hill Notation):
C14H12O
CAS Number:
Molecular Weight:
196.24
Beilstein:
82737
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23

Quality Level

Assay

97%

mp

38-40 °C (lit.)

storage temp.

2-8°C

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+

InChI key

ARCJQKUWGAZPFX-OKILXGFUSA-N

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Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

228.2 °F - closed cup

Flash Point(C)

109 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Hesam Arabnejad et al.
Chembiochem : a European journal of chemical biology, 21(13), 1893-1904 (2020-01-22)
The use of enzymes in preparative biocatalysis often requires tailoring enzyme selectivity by protein engineering. Herein we explore the use of computational library design and molecular dynamics simulations to create variants of limonene epoxide hydrolase that produce enantiomeric diols from
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.
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
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

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