5468-44-0

Usage

Uses

Used in Pharmaceutical Synthesis:
α-Nitrostyrene is used as a starting material for the synthesis of various pharmaceuticals, contributing to the development of new drugs and therapeutic agents.
Used in Agrochemical Production:
In the agrochemical industry, α-Nitrostyrene serves as a precursor in the production of different agrochemicals, aiding in the creation of substances that protect crops and enhance agricultural productivity.
Used in Fine Chemicals Synthesis:
α-Nitrostyrene is utilized as a starting material in the synthesis of fine chemicals, which are essential in various industrial applications, including the production of dyes, fragrances, and other specialty chemicals.
Used in Heterocyclic Compounds Synthesis:
As a precursor, α-Nitrostyrene is instrumental in the synthesis of heterocyclic compounds, which are vital in the fields of medicinal chemistry and materials science for their diverse applications and unique properties.

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

Upstream product

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

Downstream Products

• 24097-17-4 3-(4-chlorophenyl)-5-phenylisoxazole 
• 451-40-1 phenyl benzyl ketone 
• 952-06-7 deoxybenzoin oxime 
• 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 
• 83321-07-7 (4aS,6R,8aS)-6-tert-Butyl-3-phenyl-8a-piperidin-1-yl-4a,5,6,7,8,8a-hexahydro-4H-benzo[e][1,2]oxazine 2-oxide 
• 83321-07-7 (4aS,6S,8aS)-6-tert-Butyl-3-phenyl-8a-piperidin-1-yl-4a,5,6,7,8,8a-hexahydro-4H-benzo[e][1,2]oxazine 2-oxide 
• 50314-85-7 2-(hydroxyimino)-2-phenylethyl acetate 
• 50314-82-4 2-(hydroxyimino)-2-phenylethyl acetate 
• 344899-62-3 N-(1-phenylvinyl)-O-(trimethylsilyl)-N-((trimethylsilyl)oxy)hydroxylamine 
• 287944-26-7 (S)-(+)-1-(3-nitrophenyl)-1,2-ethanediol 

Relevant academic research and scientific papers

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.

Novel synthesis of α-nitroalkenes from nitroalkanes via halogenation of intermediate N,N-bis(silyloxy)enamines

An approach to conjugated nitroalkenes via oxidation of N,N-bis(silyloxy)enamines with bromine or iodine in the presence of tetra-n-butylammonium acetate is described. The acetate ion plays a key role by acting as a mild desilylating reagent. This new strategy allows the synthesis of α-nitroalkenes from the corresponding nitroalkanes.

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.

SYNTHESIS OF CONJUGATED NITROALKENES VIA NITROSELENENYLATION OF ALKENES

Addition of silver nitrite to 2-bromoalkyl phenyl selenide in the presence of mercury(II)chloride afforded 2-nitroalkyl phenyl selenide, wich upon oxidative deselenenylation provided the conjugated nitroalkene in excellent yield.