1,1':4',1''-Terphenyl, 4,4''-dimethyl-

Base Information

• Chemical Name: 1,1':4',1''-Terphenyl, 4,4''-dimethyl-
• CAS No.: 97295-31-3
• Molecular Formula: C20H18
• Molecular Weight: 258.363
• Hs Code.: 2902909090
• DSSTox Substance ID: DTXSID30434990
• Nikkaji Number: J1.078.835H
• Wikidata: Q82249631
• Mol file: 97295-31-3.mol

Synonyms:1,1':4',1''-Terphenyl, 4,4''-dimethyl-;97295-31-3;1,4-bis(4-methylphenyl)benzene;1,4-Di-p-tolylbenzol;DTXSID30434990;FT-0685920;4,4''-Dimethyl-[1,1';4',1'']terphenyl

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

Chemical Property:

• Melting Point: 255-257℃
• Boiling Point: 412.5 °C at 760 mmHg
• Flash Point: 197.7 °C
• PSA: 0.00000
• Density: 1.022 g/cm³
• LogP: 5.63740
• XLogP3: 6.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 258.140850574
• Heavy Atom Count: 20
• Complexity: 240

Purity/Quality:

98%min ^*data from raw suppliers

3',3''-Dimethyl-p-terphenyl ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C2=CC=C(C=C2)C3=CC=C(C=C3)C

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

There total 9 articles about 1,1':4',1''-Terphenyl, 4,4''-dimethyl- 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: 96.0%

bromochlorobenzene (106-39-8) + para-methylphenylmagnesium bromide (4294-57-9) → (4,4'-dimethyl-1,1'-biphenyl) (613-33-2) + 4-chloro-4'-methylbiphenyl (19482-11-2) + 1,4-bis(p-tolyl)benzene (97295-31-3)

Guidance literature:

With nickel(II) fluoride; 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride; In tetrahydrofuran; at 60 ℃; for 1h; Inert atmosphere;

DOI:10.1021/ja9039289

Reference yield: 78.0%

bromochlorobenzene (106-39-8) + para-methylphenylmagnesium bromide (4294-57-9) → (4,4'-dimethyl-1,1'-biphenyl) (613-33-2) + 4-Methylbiphenyl (644-08-6) + 4-chloro-4'-methylbiphenyl (19482-11-2) + 1,4-bis(p-tolyl)benzene (97295-31-3) + chlorobenzene (108-90-7)

Guidance literature:

With CoF₂*4H₂O; ethylmagnesium bromide; 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride; In tetrahydrofuran; at 60 ℃; Inert atmosphere;

DOI:10.1021/ja9039289

Reference yield: 74.0%

4-chlorophenyl p-toluenesulfonate (599-89-3) + di(p-tolyl)borinic acid (66117-64-4) → 1,4-bis(p-tolyl)benzene (97295-31-3) + C20H18O3S (1519010-76-4)

Guidance literature:

With NiCl₂(Tris-(4-methoxy-phenyl)-phosphin)2; potassium phosphate tribasic trihydrate; P(p-CH₃OC₆H₄)3; In toluene; at 110 ℃; for 10h; Inert atmosphere;

DOI:10.1021/cs4009946

upstream raw materials:

1,4-dibromo-2,5-diiodobenzene

para-methylphenylmagnesium bromide

2,2-dimethyl-3-phenyl-1-propyl p-methoxybenzenesulfonate

bromochlorobenzene

Downstream raw materials:

trans-4,4''-Distyryl-p-terphenyl

[1,1′:4′,1″-terphenyl]-4,4″-dicarbaldehyde

trans-4,4''-Bis-(4-isopropy-styryl)-p-terphenyl

Refernces

• 1、 Groombridge, Benjamin J.,Goldup, Stephen M.,Larrosa, Igor. "Selective and general exhaustive cross-coupling of di-chloroarenes with a deficit of nucleophiles mediated by a Pd-NHC complex". supporting information. p. 3832 - 3834. Retrieved 2015/03/30.
• 2、 Kuchurov, Ilya V.,Vasil'Ev, Andrei A.,Zlotin, Sergei G.. "The Suzuki-Miyaura cross-coupling of bromo- and chloroarenes with arylboronic acids in supercritical carbon dioxide". experimental part. p. 140 - 142. Retrieved 2011/07/09.