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Merck

308323

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
UNSPSC Code:
12162002
NACRES:
NA.23
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
82737
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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+

SMILES string

O1[C@H]([C@H]1c2ccccc2)c3ccccc3

InChI key

ARCJQKUWGAZPFX-OKILXGFUSA-N

assay

97%

mp

38-40 °C (lit.)

storage temp.

2-8°C

Quality Level

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

228.2 °F - closed cup

flash_point_c

109 °C - closed cup

ppe

Eyeshields, Gloves, type N95 (US)


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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
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
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.
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.
Ylva Ivarsson et al.
Biochimica et biophysica acta, 1770(9), 1374-1381 (2007-08-11)
Based on the crystal structure of human glutathione transferase M1-1, cysteine residues were introduced in the substrate-binding site of a Cys-free mutant of the enzyme, which were subsequently alkylated with 1-iodoalkanes. By different combinations of site-specific mutations and chemical modifications

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