3864-18-4

Basic information

• Product Name: 23DIMETHYLBIPHENYL
• Synonyms: Biphenyl,2,3-dimethyl- (6CI,7CI,8CI); 2,3-Dimethyl-1,1'-biphenyl; 2,3-Dimethylbiphenyl
• CAS NO: 3864-18-4
• Molecular Formula: C₁₄H₁₄
• Molecular Weight: 182.26096
• Mol File: 3864-18-4.mol
• Article Data: 19

Chemical Properties

• Melting Point: 42°C
• Boiling Point: 275.67°C (estimate)
• Flash Point: 117.4°C
• Appearance: /
• Density: 0.9900 (estimate)
• Vapor Pressure: 0.00965mmHg at 25°C
• Refractive Index: 1.5845
• CAS DataBase Reference: 23DIMETHYLBIPHENYL(CAS DataBase Reference)
• NIST Chemistry Reference: 23DIMETHYLBIPHENYL(3864-18-4)
• EPA Substance Registry System: 23DIMETHYLBIPHENYL(3864-18-4)

Safety Data

• Hazardous Substances Data: 3864-18-4(Hazardous Substances Data)

Usage

Uses

2,3-Dimethylbiphenyl acts as a reagent in the preparation of carbene complexes that functions as catalyst for Suzuki coupling reactions. It also functions as an intermediate for organic synthesis.

InChI:InChI=1/C14H14/c1-11-7-6-10-14(12(11)2)13-8-4-3-5-9-13/h3-10H,1-2H3

Upstream product

• 106-42-3 para-xylene 
• 71-43-2 benzene 
• 576-23-8 2,3-dimethylbromobenzene 
• 98-80-6 phenylboronic acid 
• 2778-58-7 2,3-Dimethylphenyl-p-toluolsulfonat 
• 38633-40-8 (E)-cinnamyltriphenylphosphonium bromide 
• 608-23-1 3-chloro-o-xylene 
• 95-47-6 o-xylene 
• 66003-76-7 Diphenyliodonium triflate 
• 2996-92-1 phenyl trimethylsiloxane 
• 108-86-1 bromobenzene 
• 220322-94-1 (3,3-dimethylhex-5-en-1-yn-1-yl)benzene 
• 15174-47-7 α-methyl-trans-cinnamaldehyde 
• 591-51-5 phenyllithium 

Relevant articles and documents

-

-

A Spiroalkylation Method for the Stereoselective Construction of α-Quaternary Carbons and Its Application to the Total Synthesis of (R)-Puraquinonic Acid

Cyclic α-quaternary carbon stereocenters were prepared from biselectrophillic substrates and an easily prepared chiral bicyclic sulfonyl lactam. This was achieved in two steps by spiroalkylation, employing biphasic reaction conditions with a phase-transfer catalyst, followed by reduction and alkylation with a series of alkyl halide electrophiles. The products of this method were isolated in good yields with with high levels of diastereoselectivity. This methodology was employed in the enantioselective total synthesis of (R)-puraquinonic acid (1) for a late-stage installation of the α-quaternary carbon stereocenter. This enabled the shortest synthesis of 1 to date, an eight-pot sequence providing an overall yield of 14%.

Development of Structurally Diverse N-Heterocyclic Carbene Ligands via Palladium-Copper-Catalyzed Decarboxylative Arylation of Pyrazolo[1,5-a]pyridine-3-carboxylic Acid

A series of fused non-classical normal N-heterocyclic carbenes, Pyrpy-NHC precursors derived from pyrazolo[1,5-a]pyridines, has been prepared using palladium-copper-catalyzed decarboxylative arylation of pyrazolo[1,5-a]pyridine-3-carboxylic acid. Air-stable palladium and rhodium complexes of these ligands have been synthesized via mild transmetallation of Ag-Pyrpy-NHC. The structural properties of Rh(Pyrpy-NHC)(COD)Cl complexes were determined via X-ray analysis. The measurement of the CO stretching frequencies of dicarbonyl Rh-Pyrpy-NHC complexes revealed that the electron donating strength of Pyrpy-NHC could be tuned by varying the substituents of the aryl group. A catalytic study of the Pd-Pyrpy-NHC complexes revealed promising activity in the Suzuki–Miyaura reaction under ambient atmospheric conditions. (Figure presented.).