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N26806

Sigma-Aldrich

trans-β-Nitrostyrene

99%

Synonym(s):

trans-beta-Nitrostyrene, trans-1-Nitro-2-phenylethylene

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About This Item

Linear Formula:
C6H5CH=CHNO2
CAS Number:
5153-67-3
Molecular Weight:
149.15
Beilstein:
1210066
MDL number:
MFCD00007402
UNSPSC Code:
12352100
PubChem Substance ID:
24897584
NACRES:
NA.22

Assay

99%

form

crystals

bp

250-260 °C (lit.)

mp

55-58 °C (lit.)

storage temp.

2-8°C

SMILES string

[O-][N+](=O)\C=C\c1ccccc1

InChI

1S/C8H7NO2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-7H/b7-6+

InChI key

PIAOLBVUVDXHHL-VOTSOKGWSA-N

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Related Categories

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

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

Certificates of Analysis (COA)

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Bridging between organocatalysis and biocatalysis: asymmetric addition of acetaldehyde to β-nitrostyrenes catalyzed by a promiscuous proline-based tautomerase.
Ellen Zandvoort et al.
Angewandte Chemie (International ed. in English), 51(5), 1240-1243 (2011-12-23)
Ellen Zandvoort et al.
Chembiochem : a European journal of chemical biology, 13(13), 1869-1873 (2012-08-02)
Serendipitous switch: While exploring cis-nitrostyrene as a potential electrophile in Michael-type addition reactions catalysed by the enzyme 4-oxalocrotonate tautomerase (4-OT), it was unexpectedly found that 4-OT catalyses the isomerisation of cis-nitrostyrene to trans-nitrostyrene (k(cat) /K(m) = 1.9×10(3)  M(-1)  s(-1) ).
Wei-Ya Wang et al.
Biochemical pharmacology, 74(4), 601-611 (2007-07-03)
Protein tyrosine kinases have been known to be involved in regulation of platelet aggregation, suggesting a potential target for antiplatelet therapy. Our previous study showed that 3,4-methylenedioxy-beta-nitrostyrene (MNS) prevented platelet aggregation caused by various stimulators, and this action was accompanied
Jens Martin Werner et al.
Journal of pharmacological and toxicological methods, 57(2), 131-137 (2007-12-19)
Induction of apoptosis is perceived as the main intention of drug regimens for tumour therapy. Thus, the concentration- and time-dependence of drug-induced apoptosis should be carefully evaluated for experimental as well as for standard anti-tumour agents. A main feature of
Kamal Nain Singh et al.
Bioorganic & medicinal chemistry letters, 22(13), 4225-4228 (2012-06-08)
An efficient asymmetric Michael addition of cyclic ketones to β-nitrostyrenes using secondary diamine as an organocatalyst derived from l-proline and (R)-α-methylbenzyl amine has been described. This pyrrolidine based catalyst 1 was found to be very effective to synthesize various γ-nitrocarbonyl
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