424757
trans-4-Methyl-β-nitrostyrene
98%
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About This Item
Linear Formula:
CH3C6H4CH=CHNO2
CAS Number:
Molecular Weight:
163.17
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
98%
Form:
solid
Quality Level
assay
98%
form
solid
mp
102-104 °C (lit.)
functional group
amine, nitro
storage temp.
2-8°C
SMILES string
[H]\C(=C(\[H])[N+]([O-])=O)c1ccc(C)cc1
InChI
1S/C9H9NO2/c1-8-2-4-9(5-3-8)6-7-10(11)12/h2-7H,1H3/b7-6+
InChI key
JSPNBERPFLONRX-VOTSOKGWSA-N
General description
trans-4-Methyl-β-nitrostyrene ((E)-1-methyl-4-(2-nitrovinyl)benzene) is a nitrolefin. Its asymmetric Michael addition with benzaldehyde in the presence of silylated pyrrolidine catalyst has been reported. Its hydrogenation in the presence of Pd(II) complexes of (Z)-2-((quinolin-3-ylimino)methyl)phenol as catalyst has been studied.
Application
trans-4-Methyl-β-nitrostyrene may be used as a reagent in the synthesis of N-benzylpyrrolomorphinans and 4-oxo-2-aryl-4H-chromene-3-carboxylate derivatives.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
ppe
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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Pd (II) complexes based on quinoline derivative: Structural characterization and their role as a catalyst for hydrogenation of (E)-1-methyl-4-(2-nitrovinyl) benzene.
Azam M, et al.
Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy, 123, 1-6 (2014)
Sanjay K Srivastava et al.
Journal of medicinal chemistry, 45(2), 537-540 (2002-01-11)
A new method for the preparation of N-benzylpyrrolomorphinans has been developed. Thus Michael reaction of the benzylimines of oxycodones and oxymorphones with nitrostyrenes gave a series of 4'-aryl-N-benzylpyrrolomorphinans. These were selective delta antagonists of much higher in vitro potency (with
Silylated pyrrolidines as catalysts for asymmetric Michael additions of aldehydes to nitroolefins.
Ralph Husmann et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 16(42), 12549-12552 (2010-09-30)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 424757-5G | 04061832103808 |