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N26806

Sigma-Aldrich

trans-β-Nitrostyrene

99%

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Synonym(s):
trans-beta-Nitrostyrene, trans-1-Nitro-2-phenylethylene
Linear Formula:
C6H5CH=CHNO2
CAS Number:
Molecular Weight:
149.15
Beilstein/REAXYS Number:
1210066
MDL number:
PubChem Substance ID:
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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110477111848M90003
vibrant-m

N26806

trans-β-Nitrostyrene

vibrant-m

110477

trans-Decahydronaphthalene

vibrant-m

111848

trans-β-Methylstyrene

vibrant-m

M90003

trans,trans-Muconic acid

assay

99%

assay

99%

assay

99%

assay

98%

mp

55-58 °C (lit.)

mp

−32 °C (lit.)

mp

-

mp

290 °C (dec.) (lit.)

form

crystals

form

-

form

-

form

powder

bp

250-260 °C (lit.)

bp

185 °C/756 mmHg (lit.)

bp

175 °C (lit.)

bp

320 °C (lit.)

storage temp.

2-8°C

storage temp.

-

storage temp.

2-8°C

storage temp.

-

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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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)
Yufeng Miao et al.
Chembiochem : a European journal of chemical biology, 14(2), 191-194 (2013-01-11)
Exploiting catalytic promiscuity: The proline-based enzyme 4-oxalocrotonate tautomerase (4-OT) promiscuously catalyzes asymmetric Michael-type additions of linear aldehydes--ranging from acetaldehyde to octanal--to trans-β-nitrostyrene in aqueous solvent. The presence of 1.4 mol% of 4-OT effected formation of the anticipated γ-nitroaldehydes in fair
Junguk Park et al.
Biochemistry, 43(47), 15014-15021 (2004-11-24)
Protein tyrosine phosphatases (PTPs) catalyze the hydrolysis of phosphotyrosyl (pY) proteins to produce tyrosyl proteins and inorganic phosphate. Specific PTPs inhibitors provide useful tools for studying PTP function in signal transduction processes and potential treatment for human diseases such as
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
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)

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