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S4808

Sigma-Aldrich

cis-Stilbene

96%

Synonym(s):

cis-1,2-Diphenylethylene, Isostilbene

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About This Item

Linear Formula:
C6H5CH=CHC6H5
CAS Number:
645-49-8
Molecular Weight:
180.25
Beilstein:
1616739
EC Number:
211-445-7
MDL number:
MFCD00004788
UNSPSC Code:
12352100
PubChem Substance ID:
24899621
NACRES:
NA.22

Assay

96%

refractive index

n20/D 1.622 (lit.)

bp

82-84 °C/0.4 mmHg (lit.)

density

1.011 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

c1ccc(cc1)\C=C/c2ccccc2

InChI

1S/C14H12/c1-3-7-13(8-4-1)11-12-14-9-5-2-6-10-14/h1-12H/b12-11-

InChI key

PJANXHGTPQOBST-QXMHVHEDSA-N

Gene Information

human ... ESR1(2099)
rat ... Esr1(24890)

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General description

cis-Stilbene can undergo epoxidation in the presence of supported gold nanoparticles (AuNP) and using cumene as a solvent to form a mixture of cis- and trans-stilbene oxides.

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Amani A Mahbub et al.
Anti-cancer agents in medicinal chemistry, 13(10), 1601-1613 (2013-06-26)
Mortality rates for leukemia are high despite considerable improvements in treatment. Since polyphenols exert pro-apoptotic effects in solid tumors, our study investigated the effects of polyphenols in haematological malignancies. The effect of eight polyphenols (quercetin, chrysin, apigenin, emodin, aloe-emodin, rhein
Epoxidation of stilbene using supported gold nanoparticles: cumyl peroxyl radical activation at the gold nanoparticle surface.
Crites COL, et al.
Chemical Communications (Cambridge, England), 50(18), 2289-2291 (2014)
Jana L van den Berg et al.
The journal of physical chemistry. A, 124(29), 5999-6008 (2020-06-26)
Previously, it has been demonstrated that external electric fields may be used to exert control over chemical reactivity. In this study, the impact of a strong, nonresonant IR field (1064 nm) on the photoisomerization of cis-stilbene is investigated in cyclohexane
Daniel T Bregante et al.
Journal of the American Chemical Society, 139(20), 6888-6898 (2017-04-30)
Group IV and V framework-substituted zeolites have been used for olefin epoxidation reactions for decades, yet the underlying properties that determine the selectivities and turnover rates of these catalysts have not yet been elucidated. Here, a combination of kinetic, thermodynamic
Wei Zhang et al.
Bioorganic & medicinal chemistry letters, 21(3), 1032-1035 (2011-01-11)
A series of methoxystilbenes (E and Z isomers) related to resveratrol were investigated for their effects on NQO1 induction in murine hepatoma cells and growth inhibitory effects on human cancer cell lines. Both activities were enhanced in compounds with methoxy
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