24DIMETHYLBIPHENYL

Base Information

• Chemical Name: 24DIMETHYLBIPHENYL
• CAS No.: 4433-10-7
• Molecular Formula: C14H14
• Molecular Weight: 182.265
• Hs Code.: 2902909090
• Mol file: 4433-10-7.mol

Synonyms:Biphenyl,2,4-dimethyl- (6CI,7CI,8CI); 2,4-Dimethyl-1,1'-biphenyl; 2,4-Dimethylbiphenyl

Chemical Property of 24DIMETHYLBIPHENYL

Chemical Property:

• Vapor Pressure: 0.00947mmHg at 25°C
• Melting Point: 24.17°C (estimate)
• Refractive Index: 1.5844
• Boiling Point: 273.6°Cat760mmHg
• Flash Point: 117.6°C
• PSA: 0.00000
• Density: 0.973g/cm³
• LogP: 3.97040

Purity/Quality:

99% ^*data from raw suppliers

2,4-Dimethylbiphenyl ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2,4-Dimethylbiphenyl is a reagent used in the preparation of palladium(II) complexes with chelating biscarbene ligands for Suzuki-Miyaura cross-coupling reaction.

Technology Process of 24DIMETHYLBIPHENYL

There total 9 articles about 24DIMETHYLBIPHENYL which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

trans-2-methyl-1,3-pentadiene (926-54-5) + phenylacetylene (536-74-3) → 3,5-dimethylbiphenyl (17057-88-4) + 2,4-dimethyl-1,1'-biphenyl (4433-10-7)

Guidance literature:

trans-2-methyl-1,3-pentadiene; phenylacetylene; With iron; zinc(II) iodide; zinc; CoBr₂{N-[(pyridin-2-yl)methylene]methanesulfonamide}; In dichloromethane; at 20 ℃; for 24h;

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In benzene; at 20 ℃;

DOI:10.1002/anie.200601974

Reference yield:

m-xylene (108-38-3,104809-90-7) + phenylboronic acid (98-80-6) → 3,5-dimethylbiphenyl (17057-88-4) + 2,4-dimethyl-1,1'-biphenyl (4433-10-7) + 2,6-dimethyl-1,1′-biphenyl (3976-34-9)

Guidance literature:

With NH-pyrazole; potassium phosphate; iron(III) sulphate heptahydrate; 1,4,7,10-tetraazacyclododecan; at 110 ℃; for 48h;

DOI:10.1002/anie.200802526

Reference yield:

Diphenyliodonium triflate (66003-76-7) + m-xylene (108-38-3,104809-90-7) → 3,5-dimethylbiphenyl (17057-88-4) + 2,4-dimethyl-1,1'-biphenyl (4433-10-7) + 2,6-dimethyl-1,1′-biphenyl (3976-34-9)

Guidance literature:

With trans-di(μ-acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II); trifluoroacetic acid; at 100 ℃; for 24h; Overall yield = 96 %; Overall yield = 43.5 mg;

DOI:10.1021/ol400412z

upstream raw materials:

N-nitrosoacetanilide

m-xylene

para-xylene

benzene

Downstream raw materials:

fluorenone-2-carboxylic acid

biphenyl-2,4'-dicarboxylic acid

4-methyl-[1,1‘-biphenyl]-2-carboxylic acid

2-methyl[1,1'-biphenyl]-4-carboxylic acid

Refernces

• 1、 Storr, Thomas E.,Greaney, Michael F.. "Palladium-catalyzed arylation of simple arenes with iodonium salts". supporting information. p. 1410 - 1413. Retrieved 2013/05/09.
• 2、 Hilt, Gerhard,Janikowski, Judith,Hess, Wilfried. "meta-directing cobalt-catalyzed diels-alder reactions". . p. 5204 - 5206. Retrieved 2007/10/03.