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

General Description

(E)-1-chloro-3-(1-nitroprop-1-en-2-yl)benzene is a chemical compound with the molecular formula C9H8ClNO2. It is a yellow to brown liquid with a molecular weight of 195.61 g/mol. This chemical is primarily used as an intermediate in organic synthesis, and it is also used in the production of pharmaceuticals and agrochemicals. It is important to handle this compound with caution, as it is considered to be harmful if swallowed, inhaled, or in contact with skin. It may also cause respiratory or skin irritation, and in high doses, it can be toxic to aquatic life. Therefore, appropriate protective measures should be taken when working with this chemical.

Upstream product

• 99-02-5 3'-Chloroacetophenone 
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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