3179-10-0

Basic information

• Product Name: 1-(4-Methoxyphenyl)-2-nitroethylene
• Synonyms: 1-(4-METHOXYPHENYL)-2-NITROETHENE;TRANS-4-METHOXY-BETA-NITROSTYRENE;-(2-Nitrovinyl)anisole;-(4-Methoxyphenyl)-2-nitroethene;1-Methoxy-4-[(E)-2-nitroethenyl]benzene;2'-Nitro vinyl anisole;Benzene, 1-methoxy-4-(2-nitroethenyl)-;Ethene,-1-(4-methoxyphenyl)-2-nitro
• CAS NO: 3179-10-0
• Molecular Formula: C₉H₉NO₃
• Molecular Weight: 179.17
• Product Categories: Styrenes
• Mol File: 3179-10-0.mol
• Article Data: 225

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
• Vapor Pressure: 0.000735mmHg at 25°C
• Refractive Index: 1.58
• Storage Temp.: Keep Cold
• Solubility: Chloroform (Slightly), Methanol (Slightly, Sonicated)
• CAS DataBase Reference: 1-(4-Methoxyphenyl)-2-nitroethylene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-Methoxyphenyl)-2-nitroethylene(3179-10-0)
• EPA Substance Registry System: 1-(4-Methoxyphenyl)-2-nitroethylene(3179-10-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• HazardClass: IRRITANT, KEEP COLD
• Hazardous Substances Data: 3179-10-0(Hazardous Substances Data)

Usage

General Description

1-(4-Methoxyphenyl)-2-nitroethylene is a chemical compound with the molecular formula C9H9NO3. It is a nitroalkene, which is a type of organic compound containing a nitro group (-NO2) attached to an alkene functional group. The compound is a yellow to brown colored solid with a melting point of 61-63°C. 1-(4-Methoxyphenyl)-2-nitroethylene is used in organic synthesis and as an intermediate in the production of pharmaceuticals and agrochemicals. It is also a potent Michael acceptor, meaning it can react with nucleophiles in organic reactions. The compound is known for its potential use in the development of new drugs and materials.

InChI:InChI=1/C9H9NO3/c1-13-9-4-2-8(3-5-9)6-7-10(11)12/h2-7H,1H3/b7-6+

Upstream product

• 22013-86-1 1-(2-bromo-2-nitrovinyl)-4-methoxybenzene 
• 637-69-4 4-Methoxystyrene 
• 75-52-5 nitromethane 
• 123-11-5 4-methoxy-benzaldehyde 
• 123-08-0 4-hydroxy-benzaldehyde 
• 1749-08-2 N-(4-methoxy benzylidene)-4-methoxyaniline 
• 2186-92-7 p-Anisaldehyde dimethyl acetal 
• 2393-23-9 4-methoxy-benzylamine 
• 1515-95-3 p-ethylanisole 
• 10125-65-2 2-(4'-methoxyphenyl)-1-nitro-2-trinitromethylethane 
• 99696-01-2 p-trifluoromethyl-trans-β-nitrostyrene 
• 943-89-5 (E)-3-(4-methoxyphenyl)acrylic acid 
• 2826-26-8 2-(4-methoxyphenylmethylene)malononitrile 
• 1133396-07-2 2-(1-(4-methoxyphenyl)-2-nitroethyl)malononitrile 

Downstream Products

• 22013-85-0 4-(1,2-dibromo-2-nitro-ethyl)-anisole 
• 31367-42-7 2-(p-methoxyphenyl)-2-methoxyethylamine 
• 70546-95-1 β-ethoxy-4-methoxy-phenethylamine 
• 55-81-2 4-Methoxyphenethylamine 
• 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 
• 67861-31-8 4-{6-[1-(4-methoxy-phenyl)-2-nitro-ethyl]-cyclohex-1-enyl}-morpholine 
• 10125-65-2 2-(4'-methoxyphenyl)-1-nitro-2-trinitromethylethane 
• 10125-63-0 4-Methoxy-1-<1,3-dinitro-3-methyl-butyl-2>-benzol 
• 67861-36-3 4-{6-[1-(4-methoxy-phenyl)-2-nitro-ethyl]-4-methyl-cyclohex-1-enyl}-morpholine 
• 139032-03-4 2-(4-methoxyphenyl)-2-(pyrid-3-yloxy)-1-nitroethane 
• 131322-42-4 2-<(furylmethyl)oxy>-2-(4-methoxyphenyl)-1-nitroethane 

Relevant articles and documents

Nitroaldol condensation catalyzed by topologically modulable cooperative acid-base chitosan-TiO2 hybrid materials

Chitosan-TiO2 shaped as macroporous aerogels, lamellar cryogels or electrospun films act synergistically as acid-base bifunctional catalysts. Depending on the topology of the material, a marked difference in the selectivity for nitroaldol condensation is observed. the Partner Organisations 2014.

Mechanisms underlying the vasorelaxant effect of trans-4-methoxy-β-nitrostyrene in the rat mesenteric resistance arteries

Mechanisms underlying the vasorelaxant effects of the synthetic nitro compound, trans-4-methoxy-β-nitrostyrene (T4MN) were studied in isolated small resistance arteries from spontaneously hypertensive rats (SHRs). T4MN caused vasorelaxation in endothelium

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

Metal-Free Deoxygenation of Chiral Nitroalkanes: An Easy Entry to α-Substituted Enantiomerically Enriched Nitriles

A metal-free, mild and chemodivergent transformation involving nitroalkanes has been developed. Under optimized reaction conditions, in the presence of trichlorosilane and a tertiary amine, aliphatic nitroalkanes were selectively converted into amines or nitriles. Furthermore, when chiral β-substituted nitro compounds were reacted, the stereochemical integrity of the stereocenter was maintained and α-functionalized nitriles were obtained with no loss of enantiomeric excess. The methodology was successfully applied to the synthesis of chiral β-cyano esters, α-aryl alkylnitriles, and TBS-protected cyanohydrins, including direct precursors of four active pharmaceutical ingredients (ibuprofen, tembamide, aegeline and denopamine).

Dipolar HCP materials as alternatives to DMF solvent for azide-based synthesis

Hypercrosslinked polymers HCP-DMF and HCP-DMF-SO3H containing abundant and flexible DMF moieties were designed and synthesized. Benefitting from the solvation microenvironment provided by the pseudo-DMF moities, the polar HCPs manifested outstanding performances in the conversions of NaN3 to benzylic azides and 1,2,3-triazoles in EtOH (95%), respectively, avoiding the use of risky DMF and improving the separation processes of the products.