98648-23-8

Basic information

• Product Name: 4'-Nitro-[1,1'-biphenyl]-4-carboxaldehyde
• Synonyms: 4'-NITRO[1,1'-BIPHENYL]-4-CARBALDEHYDE;4'-Nitro-[1,1'-biphenyl]-4-carboxaldehyde;4-(4-Nitrophenyl)benzaldehyde;4-Formyl-4'-nitrobiphenyl, 4-(4-Nitrophenyl)benzaldehyde;4'-Nitrobiphenyl-4-carboxaldehyde
• CAS NO: 98648-23-8
• Molecular Formula: C₁₃H₉NO₃
• Molecular Weight: 227.22
• Mol File: 98648-23-8.mol

Chemical Properties

• Melting Point: 117-120°C
• Boiling Point: 404.9 °C at 760 mmHg
• Flash Point: 200.6 °C
• Appearance: /
• Density: 1.274 g/cm³
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 4'-Nitro-[1,1'-biphenyl]-4-carboxaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 4'-Nitro-[1,1'-biphenyl]-4-carboxaldehyde(98648-23-8)
• EPA Substance Registry System: 4'-Nitro-[1,1'-biphenyl]-4-carboxaldehyde(98648-23-8)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 98648-23-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
4'-Nitro-[1,1'-biphenyl]-4-carboxaldehyde is used as an intermediate in the synthesis of pharmaceutical compounds for its ability to introduce the 4'-nitro-[1,1'-biphenyl]-4-carboxaldehyde group into different molecules.
Used in Dyes and Pigments Industry:
4'-Nitro-[1,1'-biphenyl]-4-carboxaldehyde is used as a chemical intermediate in the production of dyes and pigments, contributing to the development of various colorants.
Used in Organic Synthesis:
4'-Nitro-[1,1'-biphenyl]-4-carboxaldehyde is used as a reagent in organic synthesis to introduce the 4'-nitro-[1,1'-biphenyl]-4-carboxaldehyde group into different molecules, enabling the creation of new compounds with specific properties.
It is important to handle 4'-Nitro-[1,1'-biphenyl]-4-carboxaldehyde with care, as it can be toxic, irritating to the skin, eyes, and respiratory system, and may cause allergic skin reactions.

Upstream product

• 2143-88-6 4-nitro-4'-methyl-1,1'-biphenyl 
• 87199-17-5 4-formylphenylboronic acid, 
• 100-00-5 4-chlorobenzonitrile 
• 4482-01-3 o-benzenedisulfonimide 
• 100-01-6 4-nitro-aniline 

Downstream Products

• 98629-81-3 5,5'-<4'-nitro-1,1'-biphenyl>-4-ylmethylenebis(6-methylaminouracil) 
• 98629-74-4 5,5'-<4'-nitro-1,1'-biphenyl>-4-ylmethylenebis(6-methylamino-3-methyluracil) 
• 98629-77-7 8-p-aminophenyl-3,10-dimethylpyrimido<4,5-b>quinoline-2,4(3H,10H)-dione 
• 98629-76-6 8-p-nitrophenyl-3,10-dimethylpyrimido<4,5-b>quinoline-2,4(3H,10H)-dione 
• 98629-78-8 8--3,10-dimethylpyrimido<4,5-b>quinoline-2,4(3H,10H)-dione 
• 1268280-19-8 2-(4'-nitrobiphenyl)-4,5-bis[4-(N,N-dimethylamino)phenyl]-1H-imidazole 
• 1380049-04-6 (S)-2-{(R)-hydroxy[4'-nitro-1,1'-biphenyl-4-yl]methyl}cyclopentanone 

Relevant articles and documents

Easily synthesizable benzothiazole based designers palladium complexes for catalysis of Suzuki coupling: Controlling effect of aryl substituent of ligand on role and composition of insitu generated binary nanomaterial (PdS or Pd16S7)

The present report is based on straightforward synthesis of molecular palladium complexes of benzothiazole based bulky ligands. Catalytic potential of 1[Pd(L1)2Cl2] and 2[Pd(L2)2Cl2] has been screened for Suzuki coupling. Due to structural difference between 1 and 2 (anthracen-9-yl in 1, and pyren-1-yl in 2), they behave as designers pre-catalysts and show different catalytic behaviour and nature by dispensing the nanoparticles of different materials (PdS by 1 and Pd16S7 by 2). This is an unprecedented observation as the size of the aryl substituent controls the efficiency (efficiency: 1 > 2) through determining the composition and nature of insitu generated nanoparticles.

Sterically hindered N-aryl/benzyl substituted piperidoimidazolin-2-ylidene palladium complexes and their catalytic activities

A series of N-aryl (2a,b) or benzyl (2c,d) substituted piperidoimidazolinium salts and their palladium complexes (3a-d) were prepared and characterized by 1H, 13C NMR, IR spectroscopy and elemental analysis. The crystal structures of 3a and 3c have been determined by X-ray crystallography. Thermogravimetric analysis (TGA) was applied to complexes (3a–d). The palladium complexes have been employed as catalyst for Suzuki-Miyaura cross coupling. The N-aryl substituted complex 3b was a highly efficient precatalyst and successfully employed in Suzuki-Miyaura cross coupling reactions of (hetero)aryl chlorides with arylboronic acids in air. In addition, the oxidative addition step of the reaction mechanism involving chlorobenzene and the catalysts 3a, 3b, 3c and 3d were computationally investigated by the DFT-ω-B97X-D method and complete agreement were obtained with the catalytic results. To measure σ-donating and π-acceptor properties of the new ligands, the rhodium carbonyl complexes were also prepared.

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.

Efficient aqueous-phase Suzuki coupling of activated aryl chlorides with arylboronic acids using D-glucosamine-based dicyclohexylarylphosphine

The synthesis of a new D-glucosamine-based dicyclohexylarylphosphine has been developed. The catalytic performance of this neutral ligand is demonstrated in the Suzuki-Miyaura cross-coupling reaction between several arylboronic acids and aryl or heteroaryl chlorides.