22568-50-9

Basic information

• Product Name: 4-(2-Nitrovinyl)benzoic acid methyl ester
• Synonyms: 4-(2-Nitrovinyl)benzoic acid methyl ester
• CAS NO: 22568-50-9
• Molecular Weight: 207.186
• Mol File: 22568-50-9.mol
• Article Data: 15

Chemical Properties

• CAS DataBase Reference: 4-(2-Nitrovinyl)benzoic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(2-Nitrovinyl)benzoic acid methyl ester(22568-50-9)
• EPA Substance Registry System: 4-(2-Nitrovinyl)benzoic acid methyl ester(22568-50-9)

Safety Data

• Hazardous Substances Data: 22568-50-9(Hazardous Substances Data)

Upstream product

• 878-00-2 4-formylphenyl acetate 
• 625-75-2 nitroacetic acid 
• 2628-16-2 p-acetoxystyrene 
• 75-52-5 nitromethane 
• 123-08-0 4-hydroxy-benzaldehyde 
• 23860-19-7 4-(1-Hydroxy-2-nitroethyl)benzoic acid methyl ester 
• 22568-49-6 (E)-1-(4-hydroxyphenyl)-2-nitroethene 
• 75-36-5 acetyl chloride 

Downstream Products

• 51-67-2 tyrosamine 
• 14383-55-2 4-(2-Aminoethyl)benzoic acid methyl ester hydrochloride 
• 146367-91-1 2-Amino-3-(4-hydroxyphenyl)-bicyclo<2.2.1>heptan 
• 854727-18-7 6-(4-hydroxy-phenyl)-cyclohex-3-enone 
• 105640-25-3 2-(4-hydroxy-phenyl)-cyclohexanone 

Relevant articles and documents

Ionic-Liquid Controlled Nitration of Double Bond: Highly Selective Synthesis of Nitrostyrenes and Benzonitriles

Unprecedented in literature, the conversion of aryl alkenes into β-nitrostyrenes (2) or benzonitriles (3) with sodium nitrite can be governed by an appropriate choice of ionic liquid (IL) medium. A general trend was found for the selectivity of these processes, which depends on the nature of IL, with imidazolium-based ILs, such as [Bmim]Cl, that favor the C–H nitration leading to β-nitrostyrenes, while tetraalkylammonium-based ILs, such as TBAA, privilege the C=C bond cleavage affording benzonitriles. Besides a substrate scope, mechanistic hypotheses were provided on the origin of the different selectivity in the two kinds of ILs, based on their own tunable properties such as polarity, viscosity, and solvent cage effects.

Preparation method of nitroolefin derivative with nitrate as nitro source

The invention relates to a nitroolefin derivative with nitrate as nitro source and a preparation method thereof. Under the atmosphere of nitrogen, an olefin compound, nitrate, trimethylchlorosilane (TMSC1) and copper salt are stirred in acetonitrile at 0-30 DEG C; in addition, the reaction degree is monitored by using a TLC point plate; after the olefin compound is completely consumed, alkali is added to an obtained mixture to be stirred for 20-30 min; then after a solvent is removed from an obtained mixture by using a rotary evaporator, the nitroolefin derivative can be obtained through silicagel column purification. Compared with the prior art, the nitroolefin derivative with the nitrate as the nitro source, provided by the invention, has the advantages of mild reaction condition, high yield, high E type selectivity and the like.

In order to iodide is one pot synthesis nitryl source α, β - unsaturated nitro olefin derivatives (by machine translation)

The present invention discloses a one-pot synthesis nitryl source iodide is α, β - unsaturated nitro olefin derivatives, vinyl compounds containing four aryl ferrous (III), iodide and tertiary-butyl hydrogen peroxide in acetonitrile solution system a pot of reaction, generating α, β - unsaturated nitro olefin derivatives; the method to achieve the under mild reaction conditions, high yield with high stereo selectivity of the E synthesis of α, β - unsaturated nitro olefin. (by machine translation)