7383-90-6

Basic information

• Product Name: 3,4'-dimethyl-1,1'-biphenyl
• Synonyms: 3,4'-dimethyl-1,1'-biphenyl;3,4'-Bitolyl
• CAS NO: 7383-90-6
• Molecular Formula: C₁₄H₁₄
• Molecular Weight: 182.26096
• EINECS: 230-958-7
• Mol File: 7383-90-6.mol
• Article Data: 68

Chemical Properties

• Melting Point: 15°C
• Boiling Point: 295.85°C
• Flash Point: 125.8 °C
• Appearance: /
• Density: 0.9940
• Refractive Index: 1.5946
• CAS DataBase Reference: 3,4'-dimethyl-1,1'-biphenyl(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4'-dimethyl-1,1'-biphenyl(7383-90-6)
• EPA Substance Registry System: 3,4'-dimethyl-1,1'-biphenyl(7383-90-6)

Safety Data

• Hazardous Substances Data: 7383-90-6(Hazardous Substances Data)

Usage

General Description

3,4'-dimethyl-1,1'-biphenyl is a chemical compound with the molecular formula C14H14. It is a type of biphenyl, which is an organic compound consisting of two benzene rings linked together. The presence of two methyl groups at the 3 and 4' positions of the biphenyl structure gives this compound its name. 3,4'-dimethyl-1,1'-biphenyl is used in various industrial applications, including as a component in the production of polymers and plastics. It is also used in the synthesis of organic chemicals and as a research tool in the study of chemical reactions and materials science. The chemical is known to be stable under normal conditions and has low solubility in water, making it suitable for certain manufacturing processes. However, it also poses health risks if not handled properly and should be used with caution.

Upstream product

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Downstream Products

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• 5728-33-6 3'‐methyl‐(1,1'‐biphenyl)‐4‐carboxylic acid 
• 147404-69-1 4'-methylbiphenyl-3-carboxylic acid 

Relevant articles and documents

Nickel- and Palladium-Catalyzed Cross-Coupling Reactions of Organostibines with Organoboronic Acids

A strategy for the formation of antimony-carbon bond was developed by nickel-catalyzed cross-coupling of halostibines. This method has been applied to the synthesis of various triaryl- and diarylalkylstibines from the corresponding cyclic and acyclic halostibines. This protocol showed a wide substrate scope (72 examples) and was compatible to a wide range of functional groups such as aldehyde, ketone, alkene, alkyne, haloarenes (F, Cl, Br, I), and heteroarenes. A successful synthesis of arylated stibine 3 a in a scale of 34.77 g demonstrates high synthetic potential of this transformation. The formed stibines (R3Sb) were then used for the palladium-catalyzed carbon–carbon bond forming reaction with aryl boronic acids [R?B(OH)2], giving biaryls with high selectivity, even the structures of two organomoieties (R and R′) are very similar. Plausible catalytic pathways were proposed based on control experiments.

Preparation of metal-immobilized methacrylate-based monolithic columns for flow-through cross-coupling reactions

With the aim of developing efficient flow-through microreactors for high-throughput organic synthesis, in this work, microreactors were fabricated by chemically immobilizing palladium-, nickel-, iron-, and copper-based catalysts onto ligand-modified poly(glycidyl methacrylate-co-ethylene dimethacrylate) [poly(GMA-co-EDMA)] monoliths, which were prepared inside a silicosteel tubing (10 cm long with an inner diameter of 1.0 mm) and modified with several ligands including 5-amino-1,10-phenanthroline (APHEN), iminodiacetic acid (IDA), and iminodimethyl phosphonic acid (IDP). The performance of the resulting microreactors in Suzuki?Miyaura cross-coupling reactions was evaluated, finding that the poly(GMA-co-EDMA) monolith chemically modified with 5-amino-1,10-phenanthroline as a binding site for the palladium catalyst provided an excellent flow-through performance, enabling highly efficient and rapid reactions with high product yields. Moreover, this monolithic microreactor maintained its good activity and efficiency during prolonged use.

N,N′-bridged binuclear NHC palladium complexes: A combined experimental catalytic and computational study for the Suzuki reaction

This work examines how N-donor bridged spacer ligands affect N-heterocyclic carbene (NHC) palladium complexes catalytic activities for Suzuki coupling reaction. Different degrees of structural flexibility binuclear NHC palladium complexes were synthesized. The more flexible nitrogen-based alkyl chain ligand shows similar performance with cycloamine counterparts in the Suzuki coupling reaction. Suzuki coupling examples were used in air and ambient temperature to reach moderate to completion yields in short time. Density functional theory calculations showed that the chelate effect, associated with a single Pd complex mechanism, plays a fundamental role in the pre-catalysis stage, supporting a reasonable of the kinetic activity observed experimentally.