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Key Documents

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:
Molecular Weight:
149.15
Beilstein:
1210066
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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

Signal Word

Warning

Hazard Statements

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)

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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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)
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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