5576-97-6

Basic information

• Product Name: 4-METHOXY-BETA-NITROSTYRENE
• Synonyms: 1-METHOXY-4-[(E)-2-NITROVINYL]BENZENE;1-(4-METHOXYPHENYL)-2-NITROETHENE;4'-METHOXY-BETA-NITROSTYRENE;4-METHOXY-BETA-NITROSTYRENE;4-METHOXY-OMEGA-NITROSTYRENE;4-METHOXY-W-NITROSTYRENE;AKOS BBS-00006618;4-Methoxy-nitrostyrene
• CAS NO: 5576-97-6
• Molecular Formula: C₉H₉NO₃
• Molecular Weight: 179.17
• Product Categories: Acyclic;Alkenes;Organic Building Blocks
• Mol File: 5576-97-6.mol
• Article Data: 124

Chemical Properties

• Melting Point: 86-88 °C(lit.)
• Boiling Point: 317 °C at 760 mmHg
• Flash Point: 153.5 °C
• Appearance: /
• Density: 1.189 g/cm³
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: chloroform: soluble25mg/mL, clear, yellow
• BRN: 2047935
• CAS DataBase Reference: 4-METHOXY-BETA-NITROSTYRENE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-METHOXY-BETA-NITROSTYRENE(5576-97-6)
• EPA Substance Registry System: 4-METHOXY-BETA-NITROSTYRENE(5576-97-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 5576-97-6(Hazardous Substances Data)

Usage

Uses

trans-4-Methoxy-β-nitrostyrene acts as guest molecule and forms guest molecules forming co-crystal phases with the d-form of robust syndiotactic polystyrene (sPS). It may be employed as a Michael acceptor in the synthesis of proline based chiral ionic liquid catalysts with two five-membered unsaturated aza-heterocycles.

General Description

trans-4-Methoxy-β-nitrostyrene participates in the Michael reaction on carbapenam intermediate.

Upstream product

• 75-52-5 nitromethane 
• 123-11-5 4-methoxy-benzaldehyde 
• 625-75-2 nitroacetic acid 
• 943-89-5 (E)-3-(4-methoxyphenyl)acrylic acid 
• 637-69-4 4-Methoxystyrene 
• 123-08-0 4-hydroxy-benzaldehyde 
• 110-58-7 n-Pentylamine 
• 38316-05-1 1-(4-methoxy-phenyl)-2-nitro-ethanol 
• 1133396-07-2 2-(1-(4-methoxyphenyl)-2-nitroethyl)malononitrile 
• 2826-26-8 2-(4-methoxyphenylmethylene)malononitrile 
• 2393-23-9 4-methoxy-benzylamine 
• 24393-56-4 ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate 
• 5153-67-3 nitrostyrene 
• 1309664-93-4 C₃₂H₄₀N₂O₄Si 

Downstream Products

• 100719-44-6 (±)-2-[1-(4-methoxyphenyl)-2-nitroethyl]malonic acid dimethyl ester 
• 2299-73-2 N,N-bis(4-methoxybenzylidene)hydrazine 
• 3353-51-3 2-(4-methoxyphenyl)acetaldehyde oxime 
• 99459-34-4 (E)-4-methoxy-2-nitro-β-nitrostyrene 
• 55-81-2 4-Methoxyphenethylamine 
• 131322-42-4 2-<(furylmethyl)oxy>-2-(4-methoxyphenyl)-1-nitroethane 
• 95834-32-5 6-Hydrazino-5-[1-(4-methoxy-phenyl)-2-nitro-ethyl]-1,3-dimethyl-1H-pyrimidine-2,4-dione 
• 95834-28-9 6-Hydroxyamino-5-[1-(4-methoxy-phenyl)-2-nitro-ethyl]-1,3-dimethyl-1H-pyrimidine-2,4-dione 
• 99391-20-5 u,l-4a,5,6,7,8,8a-hexahydro-4-(4-methoxyphenyl)-8a-<(trimethylsilyl)oxy>-4H-1,2-benzoxazine-2-oxide 
• 99391-20-5 l,l-4a,5,6,7,8,8a-hexahydro-4-(4-methoxyphenyl)-8a-<(trimethylsilyl)oxy>-4H-1,2-benzoxazine-2-oxide 
• 99391-20-5 u,u-4a,5,6,7,8,8a-hexahydro-4-(4-methoxyphenyl)-8a-<(trimethylsilyl)oxy>-4H-1,2-benzoxazine-2-oxide 
• 2620-81-7 2-(4-methoxyphenyl)-1H-benzimidazole 
• 31236-71-2 lysichitalexin 
• 112292-49-6 2-(4-methoxy-phenyl)-1,2-diphenyl-ethanone oxime 

Relevant articles and documents

Soluble guanylate cyclase stimulator, trans-4-methoxy-β-nitrostyrene, has a beneficial effect in monocrotaline-induced pulmonary arterial hypertension in rats

The soluble guanylate cyclase (sGC)/GMPc pathway plays an important role in controlling pulmonary arterial hypertension (PAH). We investigated whether the novel sGC stimulator trans-4-methoxy-β-nitrostyrene (T4MN), ameliorates monocrotaline (MCT)-induced

Catalytic Asymmetric Construction of Tertiary Carbon Centers Featuring an α-Difluoromethyl Group with CF2H-CH2-NH2as the "building Block"

We report here for the first time a novel difluoromethylated ketimine building block condensed by thioisatin and difluoroethylamine, offering efficient access to a broad range of enantioenriched products bearing difluoroethylamine units (27 examples, ≤98% yield, >99% ee) in the presence of quinine-derived squaramide. Further transformation of the intermediate would generate a variety of versatile functional blocks like α-difluoromethyl amines, β-amino acid, and β-diamine with retention of the enantiomeric excess at the difluoromethyl-bound carbon.

Metal-free Synthesis of β-Nitrostyrenes via DDQ-Catalyzed Nitration

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