100446-37-5

Basic information

• Product Name: Pyridine, 4-(2-nitroethenyl)-, (E)- (9CI)
• Synonyms: Pyridine, 4-(2-nitroethenyl)-, (E)- (9CI);4-(2-Nitroethenyl)pyridine;4-[(E)-2-nitroethenyl]pyridine
• CAS NO: 100446-37-5
• Molecular Formula: C₇H₆N₂O₂
• Molecular Weight: 150.13474
• Product Categories: PYRIDINE
• Mol File: 100446-37-5.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Pyridine, 4-(2-nitroethenyl)-, (E)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Pyridine, 4-(2-nitroethenyl)-, (E)- (9CI)(100446-37-5)
• EPA Substance Registry System: Pyridine, 4-(2-nitroethenyl)-, (E)- (9CI)(100446-37-5)

Safety Data

• Hazardous Substances Data: 100446-37-5(Hazardous Substances Data)

Upstream product

• 872-85-5 pyridine-4-carbaldehyde 
• 75-52-5 nitromethane 
• 52239-23-3 rac-2-nitro-1-(pyridin-4-yl)ethan-1-ol 
• 100-43-6 4-vinylpyridine 

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.

Α, β - unsaturated nitro olefin derivative synthesis method (by machine translation)

The invention discloses a α, β - unsaturated nitro olefin derivative synthesis method, vinyl compounds containing four aryl ferrous (III), ammonium halide and tertiary-butyl hydrogen peroxide in the system of the one-pot 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)

Synthesis of (E)-nitroalkenes catalysed by ethanolamine supported on silica

A simple method for preparing (E)-nitroalkenes based on a Henry reaction in the presence of a heterogenized homogeneous catalyst consisting of silica-supported ethanolamine is proposed. With 4-substituted benzaldehydes, the reaction gives the corresponding (E)-nitrostyrenes in high yields and a short time. Heterocyclic carboxaldehydes also give good results, but the presence of an N or S atom in the ring has a slightly adverse effect on the reaction. The synthetic process is quite novel and interesting. The catalyst remains active and exhibits no substantial loss of activity or selectivity over up to three reaction cycles.