6460-92-0

Basic information

• Product Name: 1,1'-Biphenyl, 2-methoxy-2'-nitro-
• CAS NO: 6460-92-0
• Molecular Formula: C13H11NO3
• Molecular Weight: 229.235
• Mol File: 6460-92-0.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: 1,1'-Biphenyl, 2-methoxy-2'-nitro-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1'-Biphenyl, 2-methoxy-2'-nitro-(6460-92-0)
• EPA Substance Registry System: 1,1'-Biphenyl, 2-methoxy-2'-nitro-(6460-92-0)

Safety Data

• Hazardous Substances Data: 6460-92-0(Hazardous Substances Data)

Usage

Derivative of

Biphenyl

Usage

Production of dyes, pesticides, and plastics

Presence of functional groups

Nitro group and methoxy group in the 2' position

Common use

Intermediate in the production of pharmaceuticals and agrochemicals

Application

Building block in organic synthesis for creating various organic compounds

Hazardous nature

Moderately hazardous chemical

Handling precaution

Should be handled with care

Upstream product

• 578-57-4 2-bromoanisole 
• 609-73-4 o-nitroiodobenzene 
• 529-28-2 4-iodoanisol 
• 5570-19-4 2-nitrophenylboronic acid 
• 5720-06-9 2-Methoxyphenylboronic acid 
• 88-73-3 2-Chloronitrobenzene 
• 1059625-66-9 2-nitrobenzenediazonium 4-methylbenzenesulfonate 
• 100-66-3 methoxybenzene 
• 365-33-3 2-nitrobenzenediazonium tetrafluoroborate 

Downstream Products

• 6933-50-2 4-methoxy-9H-carbazole 
• 55589-69-0 2′-amino-[1,1′-biphenyl]-2-ol 
• 142608-45-5 2-methoxybiphenyl-2'-yldiazonium trinitrobenzenesulfonate 
• 142608-44-4 2-methoxybiphenyl-2'-yldiazonium tetraphenylborate 
• 142505-59-7 2'-benzyloxy-2-nitrobiphenyl 
• 142505-66-6 2-amino-2'-benzyloxybiphenyl 
• 142505-61-1 2-amino-2'-<2H3>methoxybiphenyl 
• 142505-63-3 2-amino-2'-n-propoxybiphenyl 

Relevant articles and documents

Copper catalysed Gomberg-Bachmann-Hey reactions of arenediazonium tetrafluoroborates and heteroarenediazonium o-benzenedisulfonimides. Synthetic and mechanistic aspects

Gomberg-Bachmann-Hey reactions were carried out in the presence of copper as a catalyst and gave rise to biaryls or heterobiaryls in good yields and in mild reaction conditions. A computational study of some key points of the reaction was performed. The results are coherent with the experimental data and confirm some aspects of the mechanism. The reaction free energies for the reduction in benzene by CuI of a set of 40 (hetero)arenediazonium tetrafluoroborates were calculated. Both the experiments and the calculations showed that in the coupling with substituted solvents (toluene, bromobenzene, nitrobenzene and anisole) the binding to the ortho position was always favoured.

An active catalytic system for Suzuki-Miyaura cross-coupling reactions using low levels of palladium loading

An easily available Pd(OAc)2/(2-(anthracen-9-yl)-1H-inden-3-yl) dicyclohexylphosphine/toluene/iPrOH/water catalytic system was developed, which shows high catalytic activity in the Suzuki-Miyaura cross-coupling reactions of a diverse array of aryl and heteroaryl chlorides with Pd loadings down to 0.01 mol%.

A Highly Efficient Pd(PPh3)4-Catalyzed Suzuki Cross-Coupling Method for the Preparation of 2-Nitrobiphenyls from 1-Chloro-2-nitrobenzenes and Phenylboronic Acids

A simple and efficient method for Suzuki cross-coupling of highly substituted and congested 1-chloro-2-nitrobenzene with phenylboronic acid was developed, investigated, and optimized. The reaction conditions comprises a mixture of MeOH and water (4:1) as the reaction medium, readily available and cheap Pd(PPh3)4 as catalyst, sodium carbonate as base, and microwave heating, which affords a fast reaction rate with good outcomes. The procedure was proven to have high functional group tolerance with phenylboronic acid and for 1-chloro-2-nitrobenzene and thus is a general method for the synthesis of 2-nitrobiphenyl. The target scaffold, 2-nitrobiphenyls, was produced in excellent yields with excellent selectivities in all cases. An efficient microwave-assisted and Pd(PPh3)4-catalyzed Suzuki cross-coupling method for the synthesis of 2-nitrobiphenyls from 1-chloro-2-nitrobenzenes and phenylboronic acids is disclosed. The method exhibits excellent selectivity and fast reaction rates, provides high to excellent yields, and tolerates both electron-withdrawing and -donating groups.