116272-75-4

Basic information

• Product Name: 1-(3-BROMOPHENYL)-2-NITROPROPENE
• Synonyms: 3'-BROMO-BETA-METHYL-BETA-NITROSTYRENE;1-(3-BROMOPHENYL)-2-NITROPROPENE;1-bromo-3-[(E)-2-nitroprop-1-enyl]benzene
• CAS NO: 116272-75-4
• Molecular Formula: C₉H₈BrNO₂
• Molecular Weight: 242.07
• Mol File: 116272-75-4.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 322.2±25.0 °C(Predicted)
• Appearance: /
• Density: 1.520±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 1-(3-BROMOPHENYL)-2-NITROPROPENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(3-BROMOPHENYL)-2-NITROPROPENE(116272-75-4)
• EPA Substance Registry System: 1-(3-BROMOPHENYL)-2-NITROPROPENE(116272-75-4)

Safety Data

• Hazardous Substances Data: 116272-75-4(Hazardous Substances Data)

Usage

Description

1-(3-BROMOPHENYL)-2-NITROPROPENE, with the molecular formula C9H8BrNO2, is an organic compound that serves as a crucial building block in the synthesis of other organic compounds and pharmaceuticals. Its nitroalkene functionality renders it versatile for a wide range of chemical reactions, making it a valuable asset in the field of chemistry.

Uses

Used in Pharmaceutical Synthesis:
1-(3-BROMOPHENYL)-2-NITROPROPENE is used as a key intermediate in the pharmaceutical industry for the synthesis of various drugs. Its unique chemical structure allows for the creation of a diverse array of medicinal compounds, contributing to the development of novel treatments and therapies.
Used in Agrochemical Production:
In the agrochemical industry, 1-(3-BROMOPHENYL)-2-NITROPROPENE is utilized as a starting material for the production of various agrochemicals. Its application in this field aids in the development of new pesticides, herbicides, and other agricultural products that are essential for maintaining crop health and productivity.
Used in Research and Development:
1-(3-BROMOPHENYL)-2-NITROPROPENE also plays a significant role in the research and development of new drugs. Its versatile chemical properties make it an ideal candidate for exploring new chemical reactions and pathways, which can lead to the discovery of innovative pharmaceutical compounds.
Safety Precautions:
It is important to handle and store 1-(3-BROMOPHENYL)-2-NITROPROPENE with care, as it may present hazards such as skin and eye irritation. To ensure safety, it should be used in a well-ventilated area to minimize the risk of exposure to its potentially harmful effects.

Upstream product

• 79-24-3 Nitroethane 
• 3132-99-8 m-bromobenzoic aldehyde 
• 39220-97-8 1-m-Bromphenyl-2-nitropropan-1-ol 

Downstream Products

• 1426079-98-2 2-(3-bromophenyl)-3-methylimidazo[1,2-a]pyridine 
• 1395463-34-9 (R)-N-(1-(3-bromophenyl)propan-2-yl)acetamide 
• 1395462-78-8 (E)-N-(1-(3-bromophenyl)prop-1-en-2-yl)acetamide 

Relevant articles and documents

Catalyst- and Substituent-Controlled Switching of Chemoselectivity for the Enantioselective Synthesis of Fully Substituted Cyclobutane Derivatives via 2 + 2 Annulation of Vinylogous Ketone Enolates and Nitroalkene

The first regioselective, diastereoselective, and enantioselective organocatalyzed Michael-Michael cascade of vinylogous ketone enolates and nitroalkenes for the construction of fully substituted cyclobutanes is achieved by the deployment of the appropriate chiral squaramide catalyst and the pertinent substituent on the substrate. The domino reaction provided cyclobutanes with four contiguous stereocenters, including a quaternary center in good yields with diastereomeric ratio of >20:1 and with enantioselectivities of mostly up to 98% enantiomeric excess (ee). The structures and the absolute configurations of the adducts were confirmed by single-crystal X-ray crystallographic analyses of the appropriate products.

One-pot solid phase synthesis of (E)-nitroalkenes

An efficient one-pot protocol for the synthesis of (E)-nitroalkenes by reaction of aldehydes and nitroalkanes in the presence of polymer-bound triphenylphosphine, iodine and imidazole is described. Although the reaction works with similar efficiency with triphenylphosphine and its polymer-bound version, easy removal of the unwanted polymer-bound triphenylphosphine oxide and its recovery as triphenylphosphine provide the edge for practical application of the method.

Design of phosphorus ligands with deep chiral pockets: Practical Synthesis of chiral β-arylamines by asymmetric hydrogenation

WingPhos, a C2-symmetric bisphosphorus ligand with a deep and well-defined chiral pocket was developed. It has shown high efficiency in the rhodium-catalyzed asymmetric hydrogenation of (E)-β-aryl-N-acetyl enamides, cyclic β-aryl enamides, and heterocyclic β-aryl enamides. A series of chiral β-arylisopropylamines, 2-aminotetralines, and 3-aminochromans can be synthesized with excellent ee values (nbd=3,5-norbornadiene; TON=turnover number). Copyright