3156-34-1

Basic information

• Product Name: 1-(2-Chlorophenyl)-2-nitroethylene
• Synonyms: TRANS-2-CHLORO-BETA-NITROSTYRENE;2'-CHLORO-BETA-NITROSTYRENE;2-CHLORO-BETA-NITROSTYRENE;2-CHLORO-OMEGA-NITROSTYRENE;1-(2-CHLOROPHENYL)-2-NITROETHENE;1-(2-Chlorophenyl)-2-nitroethylene;d2-Chloro-omega-nitrostyrene;2-chloro-á-nitrostyrene
• CAS NO: 3156-34-1
• Molecular Formula: C₈H₆ClNO₂
• Molecular Weight: 183.59
• Product Categories: Alkenyl;Halogenated Hydrocarbons;Organic Building Blocks
• Mol File: 3156-34-1.mol
• Article Data: 30

Chemical Properties

• Melting Point: 45-49 °C(lit.)
• Boiling Point: 295.3 °C at 760 mmHg
• Flash Point: >230 °F
• Appearance: /
• Density: 1.324 g/cm³
• Vapor Pressure: 0.0027mmHg at 25°C
• Refractive Index: 1.615
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• BRN: 2328095
• CAS DataBase Reference: 1-(2-Chlorophenyl)-2-nitroethylene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-Chlorophenyl)-2-nitroethylene(3156-34-1)
• EPA Substance Registry System: 1-(2-Chlorophenyl)-2-nitroethylene(3156-34-1)

Safety Data

• Hazard Codes: Xn,N
• Statements: 22-50
• Safety Statements: 36/37-60-61
• RIDADR: UN 3077 9/PG 3
• WGK Germany: 2
• Hazardous Substances Data: 3156-34-1(Hazardous Substances Data)

Usage

General Description

1-(2-Chlorophenyl)-2-nitroethylene is a chemical compound with the molecular formula C8H6ClNO2. It is a yellow liquid that is insoluble in water and is sensitive to light. 1-(2-Chlorophenyl)-2-nitroethylene is primarily used as an intermediate in the production of pharmaceuticals and agrochemicals. It is also a precursor for the synthesis of other organic compounds. The chemical is classified as a hazardous substance and should be handled with care, as it can cause irritation to the eyes, skin, and respiratory system. Additionally, it is important to follow proper safety precautions when working with this chemical, including wearing protective equipment and ensuring adequate ventilation.

InChI:InChI=1/C8H6ClNO2/c9-8-4-2-1-3-7(8)5-6-10(11)12/h1-6H/b6-5+

Upstream product

• 75-52-5 nitromethane 
• 89-98-5 2-chloro-benzaldehyde 
• 3752-25-8 o-chlorocinnamic acid 
• 1794-45-2 2-chlorocinnamaldehyde 
• 89-97-4 2-CHLOROBENZYLAMINE 

Downstream Products

• 15851-93-1 2-chloro-5,β-dinitro-styrene 
• 147089-80-3 (Z)-1-(2-bromo-2-nitrovinyl)-2-chlorobenzene 
• 10125-44-7 2-Chlor-1-<1,3,3,3-tetranitro-propyl-2>-benzol 
• 10125-43-6 2-Chlor-1-<1,3,3-trinitro-butyl-2>-benzol 
• 10169-21-8 2-Chlor-1-(1,3,3-trinitropentyl-2)-benzol 
• 71872-90-7 2-<2-Chlor-α-nitromethyl-benzylmercapto>-ethylamin 
• 50368-41-7 5-(2-chloro-phenyl)-3-methyl-2-thioxo-[1,3,4]thiadiazinan-6-one oxime 
• 114809-73-3 [(2-Chloro-phenyl)-cyano-methyl]-phosphonic acid diethyl ester 
• 77484-21-0 dichloro-3,4 indolinone-2 
• 77484-31-2 acide N-acetyl chloro-2 (o.chlorophenyl)-2 acetohydroxamique 
• 77484-41-4 chlorure de l'acide N-acetoxy chloro-2 (o.chlorophenyl)-2 acetohydroximique 
• 90799-10-3 (1-<2-Chlor-phenyl>-2-nitro-ethylmercapto)-essigsaeure 
• 91089-81-5 3-(1-<2-Chlorphenyl>-2-nitro-ethylmercapto)-propionsaeure 
• 98018-72-5 6-Nitro-5-<2-chlorphenyl>-bicyclo<2.2.1>hepten-(2) 

Relevant articles and documents

Chiral 4 and 5 - disubstituted pyrrolidine -2 - ketone compound as well as preparation method and application thereof

The invention belongs to the technical field of organic synthesis, and particularly relates to chiral 4, 5 - disubstituted pyrrolidine -2 - ketone compounds as well as a preparation method and application thereof. The invention firstly uses nitro substituted alkyl (I) and trans α, β - unsaturated 3 - methyl -4 - nitroisoxazole (II) as raw materials, and the asymmetric Michael addition reaction of chiral superbase catalysis I and II is a key step and is hydrolyzed. Esterification and reduction closes the ring, synthesizing a chiral 3, 4 - disubstituted pyrrolidine -2 - ketone compound, including optically pure fenoxone. The asymmetric Michael addition reaction of chiral superbase catalyst for catalyzing 2 -substituted nitroethane (I) and trans α, β -unsaturated 3 - methyl -4 - nitroisoxazole (II) is used for preparing chiral 4 and 5 -disubstituted pyrroli -2 - ketone, and a strapdown is provided for synthesizing chiral 4 and 5 - disubstituted pyrrolidine -2 - ketone skeleton.

NHC-Catalyzed Dual Stetter Reaction: A Mild Cascade Annulation for the Syntheses of Naphthoquinones, Isoflavanones, and Sugar-Based Chiral Analogues

The N-heterocycle carbene (NHC)-catalyzed dual Stetter cascade reaction is discovered through coupling of β-nitrostyrene with phthalaldehyde under mild conditions to furnish valuable aryl-naphthoquinones. The generality of the new reaction is validated through the development of a C-C and O-C bond forming Stetter cascade reaction using salicylaldehydes to obtain functionalized dihydroisoflavanones. The mild NHC organocatalysis is successfully employed for the construction of optically pure sugar-based naphthoquinones and dihydroisoflavanones. Herein, NHC is found as a unique and powerful organocatalyst to construct homoatomic C-C cross-coupling, heteroatomic O-C bond formation, and cascade cyclization utilizing NO2 as a leaving group at ambient temperature. A mechanistic pathway of the new metal-free catalysis is predicted on the basis of our ESI-MS study of the ongoing reaction and literature.

Facile Synthesis of 1,3,5-Triarylbenzenes and 4-Aryl-NH-1,2,3-Triazoles Using Mesoporous Pd-MCM-41 as Reusable Catalyst

We report mesoporous nano-Pd-MCM-41 catalyzed rapid and efficient synthesis of 1,3,5-triarylbenzenes via de-nitrative cyclotrimerization of β-nitrostyrenes. All the reactions were very fast and high yielding. The Pd-MCM-41 was also very effective in catalyzing de-nitrative [3+2] cycloaddition of β-nitrostyrenes with TMSN3 to synthesize 4-aryl-NH-1,2,3-triazoles. The catalyst was reused at least up to eight times with minimum loss of catalytic activity.