952-21-6

Basic information

• Product Name: 3METHYL4NITROBIPHENYL(3'-METHYL-4-NITROISOMERICFORM)
• Synonyms: 3METHYL4NITROBIPHENYL(3'-METHYL-4-NITROISOMERICFORM)
• CAS NO: 952-21-6
• Molecular Formula: C₁₃H₁₁NO₂
• Molecular Weight: 213.23194
• Mol File: 952-21-6.mol
• Article Data: 13

Chemical Properties

• Melting Point: 55 °C
• Boiling Point: 345.4±11.0 °C(Predicted)
• Appearance: /
• Density: 1.166±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 3METHYL4NITROBIPHENYL(3'-METHYL-4-NITROISOMERICFORM)(CAS DataBase Reference)
• NIST Chemistry Reference: 3METHYL4NITROBIPHENYL(3'-METHYL-4-NITROISOMERICFORM)(952-21-6)
• EPA Substance Registry System: 3METHYL4NITROBIPHENYL(3'-METHYL-4-NITROISOMERICFORM)(952-21-6)

Safety Data

• Hazardous Substances Data: 952-21-6(Hazardous Substances Data)

Usage

General Description

3Methyl4nitrobiphenyl, also known as 3'-methyl-4-nitroisomeric form, is a chemical compound that belongs to the class of biphenyl compounds with a nitro group attached to one of the benzene rings. It is commonly used as an organic intermediate in the synthesis of pharmaceuticals, dyes, and other chemical compounds. This chemical is known for its potential to cause harm to human health, as it is considered to be a hazardous substance and should be handled with care. The presence of a nitro group in the molecule makes it a potential source of concern for its toxic properties, and precautions should be taken when handling this chemical.

Upstream product

• 16186-97-3 α-(4-nitrophenylazo)triphenylmethane 
• 108-88-3 toluene 
• 456-27-9 4-nitrobenzenediazonium tetrafluoroborate 
• 17933-03-8 m-tolylboronic acid 
• 100-00-5 4-chlorobenzonitrile 
• 100-01-6 4-nitro-aniline 
• 636-98-6 p-nitrobenzene iodide 
• 937-01-9 trimethyl(3-methylphenyl)stannane 
• 18115-61-2 iodophenylbis(triphenylphosphine)palladium 
• 26919-48-2 tri-m-tolylbismuth 
• 4482-01-3 o-benzenedisulfonimide 

Downstream Products

• 57964-45-1 3'-methylbiphenyl-4-ylamine 
• 172542-50-6 4--3-<(triphenylmethyl)thio>propyl>amino>-3'-(tert-butoxycarbonyl)biphenyl 
• 201669-82-1 {(R)-1-[(3'-Methyl-biphenyl-4-ylamino)-methyl]-2-tritylsulfanyl-ethyl}-carbamic acid tert-butyl ester 
• 729-01-1 4'-nitrobiphenyl-3-carboxylic acid 
• 96373-43-2 (3'-methyl-biphenyl-4-yl)-(4-nonyloxy-benzyliden)-amine 
• 107011-39-2 3'-Methyl-4-<4-heptyloxy-benzylidenamino>-biphenyl 

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.

Gold catalysed Suzuki-Miyaura coupling of arenediazonium o-benzenedisulfonimides

Arenediazonium o-benzenedisulfonimides have been used as efficient electrophilic partners in Au(I) catalysed Suzuki coupling reactions. The synthetic protocol is general, easy and produced either biaryls or heteroaryl arenes in good yields (51 positive examples, average yield 80%). o-Benzenedisulfonimide was recovered at the end of the reactions and was reused to prepare the starting salts for further reactions. Mechanistic insights suggest that the o-benzenedisulfonimide anion act as an electron transfer agent and promotes a catalytic cycle which does not require the presence of photocatalysts or external oxidants.

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%.