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

• 95-47-6 o-xylene 
• 2396-01-2 phenyl radical 
• 13395-76-1 2,3-dimethylcyclohexanone 
• 591-51-5 phenyllithium 
• 63539-35-5 3-Phenyl-octen-⁽³⁾-on-⁽⁷⁾ 
• 87-59-2 2,3-Dimethylaniline 
• 71-43-2 benzene 
• 106-42-3 para-xylene 
• 3893-06-9 5-Methyl-1-phenyl-hepta-trans-1,cis-3,trans-5-trien 
• 108-94-1 cyclohexanone 
• 31599-60-7 1-iodo-2,3-dimethylbenzene 
• 98-80-6 phenylboronic acid 
• 576-23-8 2,3-dimethylbromobenzene 
• 2778-58-7 2,3-Dimethylphenyl-p-toluolsulfonat 

Relevant articles and documents

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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%.

Gold(i)-catalyzed dehydrogenative cycloisomerization of 1,5-enynes

The gold(i)-catalyzed dehydrogenative cycloisomerization of cyclopropane-tethered 1,5-enynes proceeded smoothly to give multisubstituted benzene derivatives in good to excellent yields. Synthetically important benzocyclobutenes can be produced in high yields in the presence of a gold(i) catalyst and DDQ. Furthermore, this reaction also works very well for non-cyclopropane tethered 1,5-enynes.