5468-44-0

Basic information

• Product Name: α-Nitrostyrene
• Synonyms: (1-Nitrovinyl)benzene;1-(1-Nitrovinyl)benzene
• CAS NO: 5468-44-0
• Molecular Formula: C₈H₇NO₂
• Molecular Weight: 149.15
• Mol File: 5468-44-0.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 261.7°C at 760 mmHg
• Flash Point: 122°C
• Appearance: /
• Density: 1.134g/cm³
• Vapor Pressure: 0.0185mmHg at 25°C
• Refractive Index: 1.549
• CAS DataBase Reference: α-Nitrostyrene(CAS DataBase Reference)
• NIST Chemistry Reference: α-Nitrostyrene(5468-44-0)
• EPA Substance Registry System: α-Nitrostyrene(5468-44-0)

Safety Data

• Hazardous Substances Data: 5468-44-0(Hazardous Substances Data)

Usage

General Description

α-Nitrostyrene is a chemical compound that belongs to the class of organic compounds known as nitro aryl compounds. It is a yellow to brownish-colored solid that is insoluble in water but soluble in organic solvents. α-Nitrostyrene is commonly used as a starting material in the synthesis of various pharmaceuticals, agrochemicals, and other fine chemicals. It is also used as a precursor in the synthesis of heterocyclic compounds and other organic molecules. α-Nitrostyrene is known to have potential inflammatory and irritant effects on the skin and eyes, and its exposure should be minimized to prevent adverse health effects. Additionally, α-Nitrostyrene is also considered as a potential mutagen and an environmental hazard, and its handling and disposal should be done with proper safety precautions.

InChI:InChI=1/C8H7NO2/c1-7(9(10)11)8-5-3-2-4-6-8/h2-6H,1H2

Upstream product

• 85110-09-4 β-nitrophenetyl phenyl selenide 
• 344899-62-3 N-(1-phenylvinyl)-O-(trimethylsilyl)-N-((trimethylsilyl)oxy)hydroxylamine 
• 100-42-5 styrene 
• 622-42-4 1-nitro-1-phenylmethane 
• 21069-29-4 1-nitro-1-phenyl-2-ethanol 
• 7697-37-2 nitric acid 

Downstream Products

• 2039-49-8 3,5-diphehylisoxazole 
• 83321-12-4 (2R,4R)-4-tert-Butyl-2-(2-nitro-2-phenyl-ethyl)-cyclohexanone 
• 83321-12-4 (2S,4R)-4-tert-Butyl-2-(2-nitro-2-phenyl-ethyl)-cyclohexanone 
• 24097-17-4 3-(4-chlorophenyl)-5-phenylisoxazole 
• 83321-06-6 (4aS,6R,8aS)-6-tert-Butyl-8a-morpholin-4-yl-3-phenyl-4a,5,6,7,8,8a-hexahydro-4H-benzo[e][1,2]oxazine 2-oxide 
• 83321-06-6 (4aS,6S,8aS)-6-tert-Butyl-8a-morpholin-4-yl-3-phenyl-4a,5,6,7,8,8a-hexahydro-4H-benzo[e][1,2]oxazine 2-oxide 
• 102503-69-5 (2-Allyloxy-1-nitro-ethyl)-benzene 
• 29329-38-2 5-phenyl-3-(p-tolyl)isoxazole 
• 952-06-7 deoxybenzoin oxime 
• 25041-50-3 1,1-dimethoxy-1,2-diphenylethane 
• 451-40-1 phenyl benzyl ketone 
• 132272-24-3 4'-phenyl-deoxybenzoin oxime 
• 127383-38-4 3-phenyl-4H-1,2-benzoxazine 
• 132272-23-2 2-Biphenyl-2-yl-1-phenyl-ethanone oxime 

Relevant articles and documents

Catalytic and Mechanistic Developments of the Nickel(II) Pincer Complex-Catalyzed Hydroarsination Reaction

Synthetic challenges have significantly slowed the development of the catalytic asymmetric hydroarsination reaction despite it being a highly attractive C?As bond formation methodology. In addition, there is a poor understanding of the main reaction steps in such reactions which limit further development in the field. Herein, key intermediates of the hydroarsination reaction catalyzed by a PCP NiII-Cl pincer complex are presented upon investigating the reaction with DFT calculations, conductivity measurements, NMR spectroscopy, and catalytic screening. The novel Ni–Cl–As interaction proposed was then contrasted against known NiII-catalyzed hydrophosphination reactions to highlight dissimilarities between them even though P and As share a close group relationship. Lastly, the asymmetric hydroarsination of nitroolefins was further developed to furnish a library of chiral organoarsines in up to 99 % yield and 80 % ee under mild conditions (?20 °C to RT) between 5 to 210 mins.

Reactions of O,O-Diprotonated Nitro Olefins with Benzenes. Formations of Phenylacetones, 4H-1,2-Benzoxazines and Biarylacetone Oximes

O,O-Diprotonated nitro olefins undergo three alternative electrophilic reactions which yield α-phenylacetones, 4H-1,2-benzoxazines and biphenylacetone oximes depending on the reaction conditions (temperature and time) and aromatic substrates.Although these reactions are seemingly divergent, a common intermediate of a phenylated protonated aci-nitro species, derived from the dication, is postulated to be involved in the reactions.Furthermore, the formation of benzoxazines and biphenylacetone oximes can be interpreted in terms of participation of novel chemical species with phenylethylene dication character derived from the common intermediate.