192699-67-5

Basic information

• Product Name: 3'-NITRO[1,1'-BIPHENYL]-3-CARBONITRILE
• Synonyms: 3'-NITRO[1,1'-BIPHENYL]-3-CARBONITRILE;AKOS BAR-1983;3-(3-Nitrophenyl)benzonitrile
• CAS NO: 192699-67-5
• Molecular Formula: C13H8N2O2
• Molecular Weight: 224.21
• Mol File: 192699-67-5.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3'-NITRO[1,1'-BIPHENYL]-3-CARBONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 3'-NITRO[1,1'-BIPHENYL]-3-CARBONITRILE(192699-67-5)
• EPA Substance Registry System: 3'-NITRO[1,1'-BIPHENYL]-3-CARBONITRILE(192699-67-5)

Safety Data

• Hazardous Substances Data: 192699-67-5(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
3'-NITRO[1,1'-BIPHENYL]-3-CARBONITRILE is used as a key intermediate in the synthesis of various organic compounds due to its reactive functional groups, which facilitate multiple chemical reactions.
Used in Pharmaceutical Production:
In the pharmaceutical industry, 3'-NITRO[1,1'-BIPHENYL]-3-CARBONITRILE is utilized as a raw material for the production of certain drugs, leveraging its chemical properties to contribute to the medicinal properties of the final product.
Used in Agrochemical Manufacturing:
3'-NITRO[1,1'-BIPHENYL]-3-CARBONITRILE also serves as a starting material in the agrochemical sector, where it is employed in the development of pesticides and other agricultural chemicals to enhance crop protection and yield.
Used in Liquid Crystal Material Synthesis:
3'-NITRO[1,1'-BIPHENYL]-3-CARBONITRILE is recognized for its potential use as a building block in the synthesis of liquid crystal materials, which are crucial in the display and optical industries for their unique properties.
Used in Dye Production:
3'-NITRO[1,1'-BIPHENYL]-3-CARBONITRILE is used as a precursor in the production of dyes, where its chemical structure contributes to the color and stability of the final dye products.
Used in Biological Research:
In the field of biological research, 3'-NITRO[1,1'-BIPHENYL]-3-CARBONITRILE is studied for its potential biological activity, particularly its effects on cell growth and proliferation, which could have implications in various therapeutic areas.

Upstream product

• 585-79-5 m-nitrobromobenzene 
• 150255-96-2 (3‐cyanophenyl)boronic acid 
• 766-84-7 3-chloro-benzonitrile 
• 121-92-6 3-nitrobenzoic acid 
• 13331-27-6 m-nitrobenzene boronic acid 

Relevant articles and documents

Catalytic Decarboxylative Cross-Coupling of Aryl Chlorides and Benzoates without Activating ortho Substituents

The restriction of decarboxylative cross-coupling reactions to ortho-substituted or heterocyclic carboxylate substrates was overcome by holistic optimization of a bimetallic Cu/Pd catalyst system. The combination of a CuI/Me4phen decarboxylation catalyst and a [(MeCN)4Pd](OTf)2/XPhos cross-coupling catalyst enables the synthesis of biaryls from inexpensive aryl chlorides and potassium benzoates regardless of their substitution pattern. Lifting the restriction: A combination of a CuI/Me4phen decarboxylation catalyst and a [(MeCN)4Pd](OTf)2/XPhos cross-coupling catalyst enables the synthesis of biaryls from inexpensive aryl chlorides and potassium benzoates regardless of their substitution pattern (see scheme; FG=functional group). This approach lifts the restriction of decarboxylative cross-coupling reactions to ortho-substituted or heterocyclic carboxylate substrates.

Pd/mannose promoted tandem cross coupling-nitro reduction: Expedient synthesis of aminobiphenyls and aminostilbenes

The dual role of d-mannose as a ligand for Pd catalyzed cross-coupling, and as a hydrogen source for nitro reduction is demonstrated in a modular cross coupling-nitro reduction sequence. The synthetic utility and generality of this green protocol has been illustrated by the synthesis of 20 aminobiphenyl and 10 aminostilbene derivatives in high yields through a one-pot Suzuki coupling-nitro reduction and a Heck coupling-nitro reduction, respectively, starting from halonitroarenes as substrates.

Homocoupling of arylboronic acids catalyzed by CuCl in air at room temperature

Homocoupling of arylboronic acids has been successfully carried out by using the inexpensive simple copper salt CuCl as the catalyst in methanol to obtain symmetric biaryls in good to excellent yields. The reaction proceeds with a CuCl loading of 2 mol-% under extremely mild conditions: in air, at room temperature, without the need of any additives such as base, oxidant, or ligand. A simple and efficient CuCl-catalyzed homocoupling of arylboronic acids for the synthesis of symmetrical biaryls is described. The homocoupling reaction takes place with a catalyst loading of at 2 mol-% in economical and easily handled methanol and under extremely mild conditions: in air, at room temperature, without any additives such as base, oxidant, or ligand. Copyright