[1,1'-Biphenyl]-4,4'-diol, 3,3',5,5'-tetramethyl-

Base Information

• Chemical Name: [1,1'-Biphenyl]-4,4'-diol, 3,3',5,5'-tetramethyl-
• CAS No.: 2417-04-1
• Deprecated CAS: 2353429-73-7
• Molecular Formula: C16H18O2
• Molecular Weight: 242.318
• Hs Code.: 2907299090
• European Community (EC) Number: 607-334-1
• NSC Number: 128399,93821
• UNII: KV93XB4DEU
• DSSTox Substance ID: DTXSID5062396
• Nikkaji Number: J107.312E
• Wikidata: Q72507511
• ChEMBL ID: CHEMBL449983
• Mol file: 2417-04-1.mol

Synonyms:2417-04-1;2,2',6,6'-tetramethyl-4,4'-biphenol;3,3',5,5'-tetramethylbiphenyl-4,4'-diol;4-(4-hydroxy-3,5-dimethylphenyl)-2,6-dimethylphenol;[1,1'-Biphenyl]-4,4'-diol, 3,3',5,5'-tetramethyl-;2,2',6,6'-Tetramethyl-p,p'-biphenol;di(2,6-dimethylphenol);KV93XB4DEU;CHEMBL449983;MFCD00094737;NSC-93821;NSC-128399;3,3',5,5'-tetramethyl-(1,1'-biphenyl)-4,4'-diol;3,3',5,5'-tetramethyl-[1,1'-biphenyl]-4,4'-diol;3,3',5,5'-Tetramethyl-4-4'-dihydroxybiphenyl;3,3,5,5-Tetramethyl [1,1'-biphenyl] 4,4'-diol;3,3',5,5'-tetramethyl[1,1'-biphenyl]-4,4'-diol;(1,1'-Biphenyl)-4,4'-diol, 3,3',5,5'-tetramethyl-;3,3',5,5'-Tetramethyl(1,1'-biphenyl)-4,4'-diol;3,3,5,5-Tetramethylbiphenyl-4,4-diol;NSC93821;TM-BPL;UNII-KV93XB4DEU;4,4'-dihydroxy-3,3',5,5'-tetramethyl-biphenyl;SCHEMBL220910;DTXSID5062396;4,4'-Bi(2,6-dimethylphenol);CAA41704;BDBM50266964;NSC 93821;NSC128399;2,2,6,6-Tetramethyl-4,4-biphenol;AKOS015912834;NSC 128399;AC-14423;SY052537;CS-0153719;FT-0634257;T3145;4,4'-dihydroxy-3,3',5,5'-tetramethylbiphenyl;EN300-6513087;J-015381;3,3',5,5'-tetramethyl-1,1'-biphenyl-4,4'-diol;Z3234902406;4-(3,5-DIMETHYL-4-OXIDANYL-PHENYL)-2,6-DIMETHYL-PHENOL;3,3 inverted exclamation mark ,5,5 inverted exclamation mark -Tetramethylbiphenyl-4,4 inverted exclamation mark -diol

Chemical Property of [1,1'-Biphenyl]-4,4'-diol, 3,3',5,5'-tetramethyl-

Chemical Property:

• Appearance/Colour: Light yellow powder
• Melting Point: 222-225 °C(lit.)
• Refractive Index: 1.6000 (estimate)
• Boiling Point: 354.6 °C at 760 mmHg
• PKA: 10.22±0.40(Predicted)
• Flash Point: 162.4 °C
• PSA: 40.46000
• Density: 1.118 g/cm³
• LogP: 3.99840
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 242.130679813
• Heavy Atom Count: 18
• Complexity: 226

Purity/Quality:

Purity greater than 99.5% ^*data from raw suppliers

3,3'',5,5''-Tetramethyl[1,1''-biphenyl]-4,4''-diol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-40
• Safety Statements: 26-36-22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC(=C1O)C)C2=CC(=C(C(=C2)C)O)C
• General Description: 2,2',6,6'-Tetramethyl-4,4'-biphenol (also known as 3,3',5,5'-tetramethylbiphenyl-4,4'-diol) is a biphenyl derivative synthesized through selective oxidative para C-C dimerization of 2,6-dimethylphenol. It can be efficiently prepared using hypervalent iodine reagents like (diacetoxyiodo)benzene, which mediates the coupling reaction. Alternatively, regioselective oxidative coupling catalyzed by polyamine dendrimer-encapsulated Cu complexes can lead to related products, though this method primarily yields tetramethyldiphenoquinone. 2,2',6,6'-Tetramethyl-4,4'-biphenol is of interest due to its structured dimerization pathway and potential applications in polymer and materials chemistry.

Technology Process of [1,1'-Biphenyl]-4,4'-diol, 3,3',5,5'-tetramethyl-

There total 41 articles about [1,1'-Biphenyl]-4,4'-diol, 3,3',5,5'-tetramethyl- 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: 99.0%

2.6-dimethylphenol (576-26-1,25134-01-4) → 3,3',5,5'-tetramethyl-4,4'-dihydroxybiphenyl (2417-04-1,60133-38-2)

Guidance literature:

2.6-dimethylphenol; With oxygen; In tert-butyl alcohol; at 70 ℃; for 18h; under 760.051 Torr; Green chemistry;

With hydrogen; In tert-butyl alcohol; at 50 ℃; for 4h; under 760.051 Torr; Temperature; Solvent; Time; Catalytic behavior; Green chemistry;

DOI:10.1039/c7cy00919d

Reference yield: 99.0%

3,3',5,5'-tetramethyldiphenoquinone (4906-22-3) → 3,3',5,5'-tetramethyl-4,4'-dihydroxybiphenyl (2417-04-1,60133-38-2)

Guidance literature:

With hydrogen; In tert-butyl alcohol; at 50 ℃; for 4h; under 760.051 Torr; Reagent/catalyst; Catalytic behavior;

DOI:10.1039/c7cy00919d

Reference yield: 80.0%

Mesitol (527-60-6) → 2,6-dimethyl-1,4-benzoquinone (527-61-7) + 3,3',5,5'-tetramethyl-4,4'-dihydroxybiphenyl (2417-04-1,60133-38-2) + 3,3',5,5'-tetramethyl-4,4'-diphenoquinone

Guidance literature:

With C₃₄H₂₄Cl₄Cu₂FeN₁₀O₄^(1-)*C₈H₂₀N⁽¹⁺⁾; oxygen; sodium hydroxide; In methanol; at 25 ℃; for 6h;

DOI:10.1002/ejic.201400066

upstream raw materials:

2.6-dimethylphenol

chloroform

3,3',5,5'-tetramethyldiphenoquinone

phenylhydrazine

Downstream raw materials:

3,3',5,5'-tetramethyldiphenoquinone

3,3′,5,5'-tetramethyl-4,4′-bis(2-propen-1-yloxy)-1,1'-biphenyl

4-Trimethylsilyloxy-3.5-dimethyl-4'-<2-(4-trimethylsilyloxy-phenyl)-propyl-(2)>-diphenylether

4-<4-(4-Bromphenoxy)-2,6-dimethylphenoxy>-2,6-dimethylphenoxy-trimethylsilan