[1,1'-Biphenyl]-4,4'-diol, 3,3',5,5'-tetrakis(1,1-dimethylethyl)-

Base Information

• Chemical Name: [1,1'-Biphenyl]-4,4'-diol, 3,3',5,5'-tetrakis(1,1-dimethylethyl)-
• CAS No.: 128-38-1
• Molecular Formula: C28H42 O2
• Molecular Weight: 410.64
• Hs Code.: 2907299090
• European Community (EC) Number: 204-883-5
• NSC Number: 61171,39768,14479
• UNII: D85N5VOL1N
• DSSTox Substance ID: DTXSID0073160
• Nikkaji Number: J184.363J
• Wikidata: Q27276235
• Pharos Ligand ID: T19URKMB9HH7
• ChEMBL ID: CHEMBL1662
• Mol file: 128-38-1.mol

Synonyms:4,4'-bis(2,6-di-tert-butylphenol)

Chemical Property of [1,1'-Biphenyl]-4,4'-diol, 3,3',5,5'-tetrakis(1,1-dimethylethyl)-

Chemical Property:

• Melting Point: 185
• Boiling Point: 460.4°Cat760mmHg
• Flash Point: 182°C
• PSA: 40.46000
• Density: 0.981g/cm³
• LogP: 7.95480
• XLogP3: 9.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 410.318480578
• Heavy Atom Count: 30
• Complexity: 465

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,2',6,6'-Tetra-tert-butyl-4,4'-dihydroxybiphenyl >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C1=CC(=CC(=C1O)C(C)(C)C)C2=CC(=C(C(=C2)C(C)(C)C)O)C(C)(C)C

Technology Process of [1,1'-Biphenyl]-4,4'-diol, 3,3',5,5'-tetrakis(1,1-dimethylethyl)-

There total 81 articles about [1,1'-Biphenyl]-4,4'-diol, 3,3',5,5'-tetrakis(1,1-dimethylethyl)- 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: 100.0%

2,4,6-tri-tert-butyl-4-(3,5-di-tert-butyl-4-hydroxyphenyl)cyclohexa-2,5-dien-1-one → 3,5,3',5'-tetra-tert-butyl-4,4'-diphenoquinone (2455-14-3,74978-25-9) + 4,4'-dihydroxy-3,3',5,5'-tetra-tert-butylbiphenyl (128-38-1)

Guidance literature:

With trifluoroacetic acid; at 0 ℃; for 0.25h; Product distribution; other solvent, other temp., other reaction time;

DOI:10.1016/0040-4020(95)00332-3

Reference yield: 78.0%

2,4,6-tri-tert-butylphenoxol (732-26-3) → 2,6-Di-tert-butyl-1,4-benzoquinone (719-22-2) + 3,5,3',5'-tetra-tert-butyl-4,4'-diphenoquinone (2455-14-3,74978-25-9) + 4,4'-dihydroxy-3,3',5,5'-tetra-tert-butylbiphenyl (128-38-1)

Guidance literature:

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

DOI:10.1002/ejic.201400066

Reference yield: 66.0%

2,6-di-tert-butylphenol (128-39-2) → 1,2-bis(3,5-di-tert-butyl-4-hydroxyphenyl)ethane (1516-94-5) + 3,5,3',5'-tetra-tert-butyl-4,4'-diphenoquinone (2455-14-3,74978-25-9) + 4,4'-Methylenebis(2,6-di-tert-butylphenol) (118-82-1) + 4,4'-dihydroxy-3,3',5,5'-tetra-tert-butylbiphenyl (128-38-1)

Guidance literature:

With 2,6-di-tert-butylbenzoquinone methide; In pentane; at 30 ℃; Further byproducts given;

DOI:10.1021/jo00027a053

upstream raw materials:

3,5,3',5'-tetra-tert-butyl-4,4'-diphenoquinone

3,3’,5,5’-tetra-tert-butyl-[1,1’-bis(cyclohexane)]-2,2’,5,5’-tetraene-4,4’-dione

4,4'-dithiobis(2,6-di-tert-butylphenol)

pyridine

Downstream raw materials:

3,5,3',5'-tetra-tert-butyl-4,4'-diphenoquinone

4,4'-Dihydroxybiphenyl

4-tert-butyltoluene

2,6-Di-tert-butyl-4,4-bis-(3,5-di-tert-butyl-4-hydroxy-phenyl)-cyclohexa-2,5-dienone

Refernces

• 1、 Garcia-Bosch, Isaac,Lancaster, Kyle M.,Macmillan, Samantha N.,Rajabimoghadam, Khashayar,Siegler, Maxime A.,Wu, Tong. "Structure, Spectroscopy, and Reactivity of a Mononuclear Copper Hydroxide Complex in Three Molecular Oxidation States". . p. 12265 - 12276. Retrieved 2020.
• 2、 Akhmadullin,Gatiyatullin,Vasil'Ev,Akhmadullina,Mukmeneva,Cherezova,Yang, Mingshu. "Performance of 4,4'-Bis(2,6-di-tert-butylphenol) in stabilization of isoprene rubber and polypropylene". . p. 833 - 838. Retrieved 2015.
• 3、 Frost,J.W.,Raststatter,W.H.. "-". . p. 5242. Retrieved 1981.
• 4、 Ogata, Masahiro,Sato, Kanae Tutumimoto,Kunikane, Takao,Oka, Kentaro,Seki, Masako,Urano, Shiro,Hiramatsu, Keiichi,Endo, Toyoshige. "Antibacterial activity of dipropofol and related compounds". . p. 1120 - 1122. Retrieved 2005.
• 5、 Nishino, Hiroshi,Satoh, Hideaki,Yamashita, Mayumi,Kurosawa, Kazu. "(Nitrosonaphtholato)metal complex-catalyzed oxidation of phenols and alkenes". . p. 1919 - 1924. Retrieved 1999.
• 6、 Haubenstock,Yang. "". . p. 1463. Retrieved 1978.
• 7、 Sentuerk, Murat,Guelcin, Ilhami,Dastan, Arif,Irfan Kuefrevioglu, Oe.,Supuran, Claudiu T.. "Carbonic anhydrase inhibitors. Inhibition of human erythrocyte isozymes I and II with a series of antioxidant phenols". . p. 3207 - 3211. Retrieved 2009.
• 8、 Omura, Kanji. "On the Structures of the Intermediates from Reversible Coupling between Hindered Phenoxy Radicals". . p. 6901 - 6910. Retrieved 1995.
• 9、 Ogata, Masahiro,Shin-Ya, Kazuo,Urano, Shiro,Endo, Toyoshige. "Antioxidant activity of propofol and related monomeric and dimeric compounds". . p. 344 - 346. Retrieved 2005.
• 10、 Dewar,Nakaya. "-". . p. 7134. Retrieved 1968.