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

• 38316-05-1 1-(4-methoxy-phenyl)-2-nitro-ethanol 
• 75-52-5 nitromethane 
• 123-11-5 4-methoxy-benzaldehyde 
• 110-58-7 n-Pentylamine 
• 123-08-0 4-hydroxy-benzaldehyde 
• 625-75-2 nitroacetic acid 
• 637-69-4 4-Methoxystyrene 
• 943-89-5 (E)-3-(4-methoxyphenyl)acrylic acid 
• 6303-59-9 (E)-4-(2-bromo-vinyl)-anisole 
• 10125-65-2 2-(4'-methoxyphenyl)-1-nitro-2-trinitromethylethane 
• 99696-01-2 p-trifluoromethyl-trans-β-nitrostyrene 
• 830-09-1 3-(4'-methoxyphenyl)propenoic acid 
• 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 
• 52809-71-9 (1-(4-methoxyphenyl)-2-nitroethyl) phenyl sulfide 
• 22013-85-0 1-((1S,2S)-1,2-Dibromo-2-nitro-ethyl)-4-methoxy-benzene 
• 139032-03-4 2-(4-methoxyphenyl)-2-(pyrid-3-yloxy)-1-nitroethane 
• 131322-42-4 2-<(furylmethyl)oxy>-2-(4-methoxyphenyl)-1-nitroethane 
• 95834-24-5 6-amino-5-(1-(4-methoxyphenyl)-2-nitroethyl)-1,3-dimethylpyrimidine-2,4(1H,3H)-dione 
• 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 

Relevant articles and documents

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

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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.