947383-49-5

Basic information

• Product Name: (E)-1-chloro-3-(1-nitroprop-1-en-2-yl)benzene
• Synonyms: (E)-1-chloro-3-(1-nitroprop-1-en-2-yl)benzene
• CAS NO: 947383-49-5
• Molecular Weight: 197.621
• Mol File: 947383-49-5.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: (E)-1-chloro-3-(1-nitroprop-1-en-2-yl)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-1-chloro-3-(1-nitroprop-1-en-2-yl)benzene(947383-49-5)
• EPA Substance Registry System: (E)-1-chloro-3-(1-nitroprop-1-en-2-yl)benzene(947383-49-5)

Safety Data

• Hazardous Substances Data: 947383-49-5(Hazardous Substances Data)

Usage

Description

(E)-1-chloro-3-(1-nitroprop-1-en-2-yl)benzene, with the molecular formula C9H8ClNO2, is a chemical compound characterized by its yellow to brown liquid appearance. It has a molecular weight of 195.61 g/mol and is known for its applications in organic synthesis and the production of pharmaceuticals and agrochemicals. Due to its potential harmful effects when ingested, inhaled, or in contact with skin, as well as its ability to cause respiratory or skin irritation and toxicity to aquatic life, it is crucial to handle this compound with care and appropriate protective measures.

Uses

Used in Organic Synthesis:
(E)-1-chloro-3-(1-nitroprop-1-en-2-yl)benzene is used as an intermediate in organic synthesis for the creation of various chemical products. Its unique structure allows it to serve as a building block for more complex molecules, contributing to the development of a wide range of chemical compounds.
Used in Pharmaceutical Production:
In the pharmaceutical industry, (E)-1-chloro-3-(1-nitroprop-1-en-2-yl)benzene is utilized as a key component in the synthesis of certain medications. Its role in the production process is essential for the development of new drugs and the improvement of existing ones.
Used in Agrochemical Production:
(E)-1-chloro-3-(1-nitroprop-1-en-2-yl)benzene also finds application in the agrochemical sector, where it is employed in the synthesis of various agrochemicals. These products are crucial for enhancing crop protection and increasing agricultural productivity.

Upstream product

• 99-02-5 3'-Chloroacetophenone 
• 1712-71-6 3-chloro-α-methylstyrene 
• 75-52-5 nitromethane 

Downstream Products

• 846589-98-8 Lorcaserin hydrochloride 
• 1082555-06-3 2-(3-chlorophenyl) propan-1-amine 

Relevant articles and documents

Light-Enabled Enantiodivergence: Stereospecific Reduction of Activated Alkenes Using a Single Organocatalyst Enantiomer

Light-enabled enantiodivergence is demonstrated in which the alkene substrate configuration is manipulated (E → Z) prior to organocatalytic reduction with a chiral thiourea and Hantzsch ester. This allows stereodivergent reduction to be regulated at the substrate level with high fidelity and mitigates the need for a second, enantiomeric catalyst (up to 93:07 and 95:5 er). The synthetic utility of this strategy has been demonstrated in the synthesis of the weight-loss drug (R)-Lorcaserin (Belviq) and a potent AMPA modulator.

Substrate Scope Evaluation of the Enantioselective Reduction of β-Alkyl-β-arylnitroalkenes by Old Yellow Enzymes 1-3 for Organic Synthesis Applications

The substrate scope of the old yellow enzyme catalyzed reduction of β-alkyl-β-arylnitroalkenes is investigated. Compounds bearing either alkyl chains of increasing length at the carbon atom in position β to the nitro group or different substituents on the aromatic ring are prepared and submitted to bioreduction, to define the synthetic potential of this enantioselective reaction in the preparation of chiral fine chemicals. The versatility of the resulting nitroalkanes as chiral building blocks is shown by reducing the nitro group into a primary amine and by converting it into a carboxylic acid moiety by Meyer reaction. An "explosion" of chiral products can be observed by combining the highly enantioselective ene-reductase-mediated reduction of nitroalkenes with the chemical versatility of the nitro group.

Enantioselective iridium-catalyzed hydrogenation of β,β-disubstituted nitroalkenes

An iridium complex with a newly prepared chiral spiro amino-phosphine ligand efficiently catalyzed the hydrogenation of both β-aryl-β-methyl-nitroalkenes and β-alkyl-β-methyl-nitroalkenes to the corresponding saturated nitroalkanes, which represents the f