1,1':4',1''-Terphenyl, 4-methyl-

Base Information

• Chemical Name: 1,1':4',1''-Terphenyl, 4-methyl-
• CAS No.: 28952-41-2
• Molecular Formula: C19H16
• Molecular Weight: 244.336
• Mol file: 28952-41-2.mol

Synonyms:1,1':4',1''-Terphenyl,4-methyl;4-methyl-1,1',4'.1''-terphenyl;

Chemical Property of 1,1':4',1''-Terphenyl, 4-methyl-

Chemical Property:

• Melting Point: 207-208 °C
• Boiling Point: 410.6±20.0 °C(Predicted)
• PSA: 0.00000
• Density: 1.034±0.06 g/cm3(Predicted)
• LogP: 5.32900

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,1':4',1''-Terphenyl, 4-methyl-

There total 4 articles about 1,1':4',1''-Terphenyl, 4-methyl- 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: 84.0%

4-bromophenyl 1H-imidazole-1-sulfonate + 4-methylphenylboronic acid (5720-05-8) + phenylboronic acid (98-80-6) → [1,1';4',1'']terphenyl (92-94-4,94363-13-0) + 4-methyl-p-terphenyl (28952-41-2)

Guidance literature:

4-bromophenyl 1H-imidazole-1-sulfonate; phenylboronic acid; With C₂₆H₁₆Cl₆N₂O₂Pd₂; tetrabutylammomium bromide; potassium hydroxide; In methanol; water; at 110 ℃; for 0.5h; Microwave irradiation;

4-methylphenylboronic acid; With [(HO)C₆H₃(C(CH₃)NOH)(Pd(Cl))]2; tetrabutylammomium bromide; potassium hydroxide; at 0 - 110 ℃; for 0.5h; air;

DOI:10.1002/ejoc.201200368

Reference yield: 57.0%

4-chlorophenyl 1H-imidazole-1-sulfonate (1198184-09-6) + 4-methylphenylboronic acid (5720-05-8) + phenylboronic acid (98-80-6) → [1,1';4',1'']terphenyl (92-94-4,94363-13-0) + 4-methyl-p-terphenyl (28952-41-2)

Guidance literature:

4-chlorophenyl 1H-imidazole-1-sulfonate; phenylboronic acid; With C₂₆H₁₆Cl₆N₂O₂Pd₂; tetrabutylammomium bromide; potassium hydroxide; In methanol; water; at 110 ℃; for 0.5h; Microwave irradiation; air;

4-methylphenylboronic acid; With C₂₆H₁₆Cl₆N₂O₂Pd₂; tetra(n-butyl)ammonium hydroxide; potassium carbonate; In N,N-dimethyl-formamide; at 0 - 110 ℃; for 0.5h; air;

DOI:10.1002/ejoc.201200368

Reference yield:

4-diphenylsulfonyl chloride (1623-93-4) + 4-tolylmagnesium chloride (696-61-7) → (4,4'-dimethyl-1,1'-biphenyl) (613-33-2) + 4-methyl-p-terphenyl (28952-41-2)

Guidance literature:

4-tolylmagnesium chloride; With zinc(II) chloride; In tetrahydrofuran; at 0 - 20 ℃;

4-diphenylsulfonyl chloride; bis(tri-t-butylphosphine)palladium⁽⁰⁾; In tetrahydrofuran; Heating;

DOI:10.1016/j.tetlet.2006.03.101

upstream raw materials:

N-biphenyl-4-yl-N-nitroso-acetamide

toluene

4-diphenylsulfonyl chloride

4-tolylmagnesium chloride

Downstream raw materials:

trans-1-Biphenyl-4-yl-2-p-terphenyl-4-yl-aethylen

trans-4-(2-Naphthyl-⁽²⁾-ethenyl)-p-terphenyl

trans-1,2-Di-p-terphenyl-4-yl-aethylen

cis-1,2-Di-p-terphenyl-4-yl-aethylen

Refernces

• 1、 Dubbaka, Srinivas Reddy,Vogel, Pierre. "Palladium-catalyzed desulfinylative Negishi C-C bond forming cross-couplings of sulfonyl and organozinc chlorides". . p. 3345 - 3348. Retrieved 2007/10/03.