2,6-DI-Tert-butylphenol

Base Information

• Chemical Name: 2,6-DI-Tert-butylphenol
• CAS No.: 128-39-2
• Deprecated CAS: 50356-17-7
• Molecular Formula: C14H22O
• Molecular Weight: 206.328
• Hs Code.: 2907.19
• European Community (EC) Number: 204-884-0
• ICSC Number: 1611
• NSC Number: 49175
• UN Number: 2430,3077
• UNII: 21294V58PF
• DSSTox Substance ID: DTXSID6027052
• Nikkaji Number: J101.683K
• Wikipedia: 2,6-Di-tert-butylphenol
• Wikidata: Q2218184
• Pharos Ligand ID: CVL59DQUT8PH
• Metabolomics Workbench ID: 130017
• ChEMBL ID: CHEMBL281071
• Mol file: 128-39-2.mol

Synonyms:2,6-bis(tert-butyl)phenol;2,6-di-t-butylphenol;2,6-di-tert-butylphenol;2,6-di-tert-butylphenol, potassium salt;2,6-di-tert-butylphenol, sodium salt

Chemical Property of 2,6-DI-Tert-butylphenol

Chemical Property:

• Appearance/Colour: white solid
• Vapor Pressure: <0.01 mm Hg ( 20 °C)
• Melting Point: 34-37 °C(lit.)
• Refractive Index: FLASH POINT
• Boiling Point: 251.4 °C at 760 mmHg
• PKA: 12.16±0.40(Predicted)
• Flash Point: 118.3 °C
• PSA: 20.23000
• Density: 0.91 g/cm³
• LogP: 3.98720
• Storage Temp.: 2-8°C
• Solubility.: 0.003g/l
• Water Solubility.: insoluble
• XLogP3: 4.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 206.167065321
• Heavy Atom Count: 15
• Complexity: 184
• Transport DOT Label: Corrosive

Purity/Quality:

99.9% ^*data from raw suppliers

2,6-Di-tert-butylphenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,N
• Hazard Codes: Xn,N,Xi
• Statements: 22-51/53-52/53-50/53-38
• Safety Statements: 26-36-61-29-60

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Phenols
• Canonical SMILES: CC(C)(C)C1=C(C(=CC=C1)C(C)(C)C)O
• Inhalation Risk: A harmful concentration of airborne particles can be reached quickly when dispersed.
• Effects of Short Term Exposure: The substance is irritating to the eyes, skin and respiratory tract.
• Uses: Antioxidant for Gasoline, Jet Fuels, and Electrical Insulating Oils Antioxidant Intermediate, Pharmaceuticals Widely used as antioxidant in fuels, lubricants and polymers. Employed as a synthetic intermediate for the production of higher molecular weight phenolic antioxidants. Used as an oxidation inhibitor and stabilizer (e.g. for fuel, oil and gasoline) and also used in plastics and rubber. Also applied as an intermediate and an antioxidant in aviation gasoline.

Technology Process of 2,6-DI-Tert-butylphenol

There total 58 articles about 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: 70.4%

tert-butyl alcohol (75-65-0) + phenol (108-95-2,27073-41-2) → para-tert-butylphenol (98-54-4) + 2,6-di-tert-butylphenol (128-39-2) + 2-tert-Butylphenol (88-18-6)

Guidance literature:

With aluminium(III) phenoxide; In various solvent(s); at 130 ℃; for 2h;

Reference yield: 21.0%

tert-butyl alcohol (75-65-0) + phenol (108-95-2,27073-41-2) → para-tert-butylphenol (98-54-4) + 2,6-di-tert-butylphenol (128-39-2) + 2-tert-Butylphenol (88-18-6) + 2,4-di-tert-Butylphenol (96-76-4) + 2,4,6-tri-tert-butylphenoxol (732-26-3)

Guidance literature:

With carbon tetrabromide; at 150 ℃; for 6h; Sealed tube;

DOI:10.1134/S1070363219080024

Reference yield: 14.0%

2,6-di-tert-butyl-4-methyl-phenol (128-37-0) + phenol (108-95-2,27073-41-2) → p-cresol (106-44-5) + para-tert-butylphenol (98-54-4) + 2-tert-Butyl-4-methylphenol (2409-55-4) + 2,6-di-tert-butylphenol (128-39-2) + 2-tert-Butylphenol (88-18-6) + 2,4-di-tert-Butylphenol (96-76-4)

Guidance literature:

C₂₄H₂₀ClNbO₄; at 140 ℃; for 3h; Product distribution; Rate constant; Mechanism; also with 2-methylphenol, other catalysts, other products;

upstream raw materials:

4-chloro-2,6-di-tert-butylphenol

4-bromo-2,6-di-tert-butylphenol

isobutene

phenol

Downstream raw materials:

2-tert-butyl-4,6-dinitrophenol

2,4-di-tert-Butylphenol

2,6-di-tert-butyl-4-methyl-phenol

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

Refernces

• 1、 Volod'kin,Zaikov. "Formation and properties of a catalyst based on sodium and potassium hydroxides in the reaction of 2,6-di-tert-butylphenol with methyl acrylate". . p. 2189 - 2195. Retrieved 2002.
• 2、 Viglianisi, Caterina,Menichetti, Stefano,Assanelli, Giulio,Sacchi, Maria Carmela,Tritto, Incoronata,Losio, Simona. "Ethylene/hindered phenol substituted norbornene copolymers: Synthesis and NMR structural determination". . p. 4647 - 4655. Retrieved 2012.
• 3、 Patra, Tanmoy,Ahamad, Salahuddin,Upadhyayula, Sreedevi. "Highly efficient alkylation of phenol with tert-butyl alcohol using environmentally benign Bronsted acidic ionic liquids". . p. 228 - 236. Retrieved 2015.
• 4、 Yan, Fei,Sang, Yushuai,Bai, Yunfei,Wu, Kai,Cui, Kai,Wen, Zhe,Mai, Fuhang,Ma, Zewei,Yu, Linhao,Chen, Hong,Li, Yongdan. "Guaiacol demethoxylation catalyzed by Re2O7 in ethanol". . p. 231 - 237. Retrieved 2019/08/12.
• 5、 Mai, Fuhang,Cui, Kai,Wen, Zhe,Wu, Kai,Yan, Fei,Chen, Mengmeng,Chen, Hong,Li, Yongdan. "Highly selective conversion of guaiacol to: Tert -butylphenols in supercritical ethanol over a H2WO4 catalyst". . p. 2764 - 2771. Retrieved 2019/02/01.