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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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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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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
Catalytic asymmetric intermolecular Stetter reactions of enolizable aldehydes with nitrostyrenes: computational study provides insight into the success of the catalyst.
Daniel A DiRocco et al.
Angewandte Chemie (International ed. in English), 51(10), 2391-2394 (2012-01-28)
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
Yan Huang et al.
The Journal of organic chemistry, 74(3), 1252-1258 (2008-12-31)
A convenient and efficient way for the highly diastereoselective synthesis of beta-substituted-alpha,gamma-diaminobutyric acids and pyrrolidines containing multichiral centers has been well-developed. Michael addition of chiral tricyclic iminolactones 1 and 2 to nitroalkenes afforded the adducts in good yields (up to
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
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