3,3',5,5'-Tetramethylbiphenyl

Base Information

• Chemical Name: 3,3',5,5'-Tetramethylbiphenyl
• CAS No.: 25570-02-9
• Molecular Formula: C16H18
• Molecular Weight: 210.319
• Hs Code.: 2902909090
• European Community (EC) Number: 687-431-3
• DSSTox Substance ID: DTXSID50334281
• Nikkaji Number: J1.512.784H
• Wikidata: Q82100021
• Mol file: 25570-02-9.mol

Synonyms:3,3',5,5'-Tetramethylbiphenyl;25570-02-9;1-(3,5-dimethylphenyl)-3,5-dimethylbenzene;3,3,5,5-Tetramethylbiphenyl;3,5,3',5'-Tetramethylbiphenyl;MFCD00051910;1,1'-Biphenyl, 3,3',5,5'-tetramethyl-;Biphenyl, 3,3',5,5'-tetramethyl-;3,3',5,5'-Tetramethyl-1,1'-biphenyl;2,2'5.5'-Tetramethylbiphenyl;DTXSID50334281;BCP14388;BBL101776;STL555573;AKOS007930852;AC-27928;MS-20285;1,1'-Biphenyl,3,3',5,5'-tetramethyl-;3,3',5,5'-Tetramethyl-1,1'-biphenyl #;3,3',5,5'-Tetramethylbiphenyl, AldrichCPR;AM20040037;CS-0313623;FT-0614009;T2948;T72176;A853636

Chemical Property of 3,3',5,5'-Tetramethylbiphenyl

Chemical Property:

• Melting Point: 47-49°C
• Boiling Point: 300.9°Cat760mmHg
• Flash Point: 138.7°C
• PSA: 0.00000
• Density: 0.956g/cm³
• LogP: 4.58720
• XLogP3: 5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 210.140850574
• Heavy Atom Count: 16
• Complexity: 176

Purity/Quality:

97% ^*data from raw suppliers

3,3'',5,5''-Tetramethylbiphenyl ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,N
• Hazard Codes: Xn,N
• Statements: 22-50/53
• Safety Statements: 22-24/25-61-60

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC(=CC(=C1)C2=CC(=CC(=C2)C)C)C
• Uses: 3,3',5,5'-Tetramethylbiphenyl is used as a precursor for the preparation of 3,3',5,5'-tetramethylenebiphenyl tetraanion. It is also used to prepare biphenyl-3,3',5,5'-tetracarboxylic acid by the oxidation of with potassium permanganate.

Technology Process of 3,3',5,5'-Tetramethylbiphenyl

There total 12 articles about 3,3',5,5'-Tetramethylbiphenyl 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: 70.0%

C8H9BrZn (373623-34-8) + N-chloro-n-butylamine (19798-58-4) → 3,3',5,5'-tetramethyl-1,1'-biphenyl (25570-02-9) + N-n-butyl-3,5-dimethylaniline (13342-26-2)

Guidance literature:

With triethylamine; In toluene; at 0 - 20 ℃; for 2h; Reagent/catalyst; Inert atmosphere;

DOI:10.1002/chem.201300229

Reference yield: 45.0%

(3,5-dimethylphenyl)(triphenyl-λ5-phosphanyl)gold (1137088-28-8) → 3,3',5,5'-tetramethyl-1,1'-biphenyl (25570-02-9) + 3,5-dimethylbiphenyl (17057-88-4)

Guidance literature:

With palladium diacetate; In tetrahydrofuran; at 20 - 58 ℃; for 2h; Inert atmosphere;

DOI:10.1039/c1cc11055a

Reference yield: 8.0%

5-bromo-1,3-xylene (556-96-7) + <18O>-1-phenyl-1-ethanol (73020-77-6) → C16H18(18)O + 3,3',5,5'-tetramethyl-1,1'-biphenyl (25570-02-9) + 5,5'-oxybis(1,3-dimethylbenzene) (137591-57-2)

Guidance literature:

With palladium diacetate; 2-tBuP-3,4,5,6-Me₄-2',4',6'-tri-isopropylbiphenyl; caesium carbonate; In toluene; at 90 ℃; for 24h;

DOI:10.1021/ja050471r

upstream raw materials:

ethyl bromoacetate

3,5-dimethylphenyl boronic acid

5-bromo-1,3-xylene

<18O>-1-phenyl-1-ethanol

Downstream raw materials:

biphenyl-3,3',5,5'-tetracarboxylic acid

(η(6)-3,5,3',5'-tetramethylbiphenyl)titanium(II)-bis(tetrachloroaluminate)

3,3',4,4',5,5'-hexamethylbiphenyl