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

Base Information

• Chemical Name: 4,4'-Methylenebis(2,6-di-tert-butylphenol)
• CAS No.: 118-82-1
• Molecular Formula: C29H44O2
• Molecular Weight: 424.667
• Hs Code.: 29072990
• European Community (EC) Number: 204-279-1
• NSC Number: 30551
• UNII: 37N5K66648
• DSSTox Substance ID: DTXSID7022411
• Nikkaji Number: J39.600A
• Wikidata: Q27116023
• ChEMBL ID: CHEMBL1795577
• Mol file: 118-82-1.mol

Synonyms:Phenol,4,4'-methylenebis[2,6-di-tert-butyl- (6CI,8CI);3,3',5,5'-Tetra-tert-butyl-4,4'-dihydroxydiphenylmethane;Agidol 23;Antioxidant 4426;Antioxidant 702;Antioxidant 728;Antioxidant E 702;Binox M;Bis(3,5-di-tert-butyl-4-hydroxyphenyl)methane;Bis(4-hydroxy-3,5-di-tert-butylphenyl)methane;Di(3,5-di-tert-butyl-4-hydroxyphenyl)methane;Ethanox 4702;Ethanox 702;Ethyl 728;Ethyl Antioxidant 702;H 301/92;Hitec 4702;Ionox 220;Ionox 220Antioxidant;LZ-MB 1;MB 1;MB 1 (antioxidant);NSC 30551;Vanlube DTB;

Chemical Property of 4,4'-Methylenebis(2,6-di-tert-butylphenol)

Chemical Property:

• Vapor Pressure: 0Pa at 25℃
• Melting Point: 155-159 °C(lit.)
• Refractive Index: 1.4875 (estimate)
• Boiling Point: 459.5 °C at 760 mmHg
• PKA: 12.03±0.40(Predicted)
• Flash Point: 178.1 °C
• PSA: 40.46000
• Density: 0.981 g/cm³
• LogP: 7.87860
• Storage Temp.: Store below +30°C.
• Solubility.: <0.0001g/l
• Water Solubility.: 31.9ng/L at 20℃
• XLogP3: 9.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 424.334130642
• Heavy Atom Count: 31
• Complexity: 480

Purity/Quality:

99% ^*data from raw suppliers

4,4''-Methylenebis(2,6-di-tert-butylphenol) ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Other Aromatic Compounds
• Canonical SMILES: CC(C)(C)C1=CC(=CC(=C1O)C(C)(C)C)CC2=CC(=C(C(=C2)C(C)(C)C)O)C(C)(C)C
• Description: bis-BHT (118-82-1) is a potent antioxidant. Cell permeable.
• Uses: Antioxidant.

Technology Process of 4,4'-Methylenebis(2,6-di-tert-butylphenol)

There total 46 articles about 4,4'-Methylenebis(2,6-di-tert-butylphenol) 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%

3,5-di-tert-butyl-4-hydroxybenzyl alcohol (88-26-6) → 4,4'-Methylenebis(2,6-di-tert-butylphenol) (118-82-1)

Guidance literature:

With proton exchanged montmorillonite; In dichloromethane; at 25 ℃; for 0.67h; Solvent; Time;

DOI:10.1016/j.tetlet.2020.152584

Reference yield: 95.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 2,6-di-tert-butylphenol (128-39-2) → 4,4'-Methylenebis(2,6-di-tert-butylphenol) (118-82-1)

Guidance literature:

With potassium tetramethoxyborate; at 130 ℃; for 8h; Reagent/catalyst; Temperature;

Reference yield: 87.0%

4,4'-(oxybis(methylene))bis(2,6-di-tert-butylphenol) (6922-60-7) → 4,4'-Methylenebis(2,6-di-tert-butylphenol) (118-82-1)

Guidance literature:

With proton exchanged montmorillonite; In dichloromethane; at 25 ℃; for 0.67h;

DOI:10.1016/j.tetlet.2020.152584

upstream raw materials:

formaldehyd

2,6-di-tert-butylphenol

maleic anhydride

N,N-dimethyl-(3,5-di-tert-butyl-4-hydroxybenzyl)amine

Downstream raw materials:

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

3,5-di-t-butyl-4-hydroxybenzaldehyde

2,6-di-tert-butyl-1,4-benzoquinone monooxime

C₂₉H₄₃O₂

Refernces

• 1、 Buravlev,Chukicheva, I. Yu.,Elfimova,Suponitskii, K. Yu.,Kutchin. "Synthesis of unsymmetrical hydroxybenzylphenols from 2-isobornyl-4-methylphenol". . p. 623 - 628. Retrieved 2015.
• 2、 -. "Phenolic compound as well as preparation method and application thereof". Paragraph 0056-0057. . Retrieved 2020/05/05.
• 3、 Chen, Dongyin,Chen, Xuan,Dong, Zezhong,Jiang, Nan,Li, Fei,Yun, Yangfang,Zhou, Yu. "Unusual transformation of 4-hydroxy/methoxybenzylic alcohols via C[sbnd]C ipso-substitution reaction using proton-exchanged montmorillonite as media". supporting information. . Retrieved 2020/11/12.