1056196-56-5

Basic information

• Product Name: 2-nitro-3',4',5'-trifluoro-1,1'-biphenyl
• CAS NO: 1056196-56-5
• Molecular Weight: 253.18
• Mol File: 1056196-56-5.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 322.4±37.0 °C(Predicted)
• Density: 1.412±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 2-nitro-3',4',5'-trifluoro-1,1'-biphenyl(CAS DataBase Reference)
• NIST Chemistry Reference: 2-nitro-3',4',5'-trifluoro-1,1'-biphenyl(1056196-56-5)
• EPA Substance Registry System: 2-nitro-3',4',5'-trifluoro-1,1'-biphenyl(1056196-56-5)

Safety Data

• Hazardous Substances Data: 1056196-56-5(Hazardous Substances Data)

Usage

General Description

2-nitro-3',4',5'-trifluoro-1,1'-biphenyl, is a chemical compound with the molecular formula C12H6F3NO2. It is a nitro-substituted biphenyl derivative with three fluorine atoms attached to the 3', 4', and 5' positions. 2-nitro-3',4',5'-trifluoro-1,1'-biphenyl is an aromatic organic compound that is commonly used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. Its unique structure and chemical properties make it useful in the production of various products in the chemical industry. However, it is important to handle this compound with care, as it is toxic and can be harmful if not managed properly.

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Downstream Products

• 915416-45-4 3’,4’,5’-trifluoro-[1,1’-biphenyl]-2-amine 

Relevant articles and documents

Efficient and Practical Synthesis of 3′,4′,5′-Trifluoro-[1,1′-biphenyl]-2-amine: A Key Intermediate of Fluxapyroxad

An improved and practical method is reported here for accessing 3′,4′,5′-trifluoro-[1,1′-biphenyl]-2-amine (1), a key intermediate for Fluxapyroxad. The overall yield for the preparation of 1 was 73%, with a purity of 99.88%, after a three-step process. More importantly, this process was an improvement in the manufacture of biphenyl compounds by Suzuki-Miyaura coupling, which enabled catalyst loading as low as 0.04 mol %. This method could provide an economic and environment-friendly process leading to extensive prospects in industrial applications.

Microwave-assisted aqueous carbon-carbon cross-coupling reactions of aryl chlorides catalysed by reduced graphene oxide supported palladium nanoparticles

The use of low cost and readily available aryl chlorides as starting reactants in palladium-catalyzed carbon-carbon cross-coupling reactions has drawn significant research attention. However, previously reported heterogeneous palladium catalysts suffered from poor reactivity and harsh conditions. Also, valuable industrial products were rarely obtained in these catalytic systems to date. Herein, a simple and green in situ assembly and reduction approach was developed for the fabrication of reduced graphene oxide supported palladium nanoparticles (Pd/rGO). Owing to the abundant surface functional groups, Pd NPs were uniformly dispersed on the sheets of rGO with an average size of around 2.0 nm. Interestingly, under microwave irradiation, Pd/rGO can efficiently promote Ullmann and Suzuki coupling reactions by using aryl chlorides as the reactants in aqueous media, which showed even better catalytic performances than a homogeneous catalytic system. Notably, this mild reaction system can be demonstrated in the gram-scale synthesis of 4′-methyl-2-biphenylcarbonitrile and 2-nitro-3′,4′,5′-trifluoro-1,1′-biphenyl, which are important pharmaceutical intermediates of sartans and fluxapyroxad, respectively. Based on material characterization and control experiments, this remarkable catalytic performance could be ascribed to its robust microwave absorption ability, efficient electron transfer and unique two-dimensional structure. Furthermore, it was easily recycled and used repetitively at least six times without significant loss of its activity.

Pd-Catalysed Suzuki-Miyaura cross-coupling of aryl chlorides at low catalyst loadings in water for the synthesis of industrially important fungicides

The Suzuki-Miyaura coupling reaction of electron-poor aryl chlorides in the synthesis of crop protection-relevant active ingredients in water is disclosed. Optimisation of the reaction conditions allowed running the reaction with 50 ppm of Pd-catalyst loading without an additional organic solvent in the cross-coupling reaction step in short reaction times. The system was optimised for the initial cross-coupling step of the large scale produced fungicides Boscalid, Fluxapyroxad and Bixafen up to 97% yield. It is also shown that the Suzuki-Miyaura reaction can be easily scaled up to 50 g using a simple product separation and purification using environmentally benign solvents in the work-up. To show the usability of this method, it was additionally applied in the three-step synthesis of the desired active ingredients.

Method for preparing biaryl hydrocarbon compound by Suzuki coupling reaction

The invention discloses a preparation method of a biaryl hydrocarbon compound as shown in a structural formula III (the structural formula and substituent are shown in the specification), which comprises the following steps: adding a nonionic surfactant into a reaction system, and carrying out Suzuki coupling reaction on chlorinated aromatic hydrocarbon as shown in a structural formula I and arylboronic acid as shown in a structural formula II. The preparation method provided by the invention is high in chlorinated aromatic hydrocarbon reaction activity, low in raw material cost, mild in reaction condition, green and environment-friendly.