4-tert-Butylphenol

Base Information

• Chemical Name: 4-tert-Butylphenol
• CAS No.: 98-54-4
• Deprecated CAS: 1334243-56-9
• Molecular Formula: C10H14O
• Molecular Weight: 150.221
• Hs Code.: 29071900
• European Community (EC) Number: 202-679-0
• NSC Number: 3697
• UN Number: 2430
• UNII: O81VMW36CV
• DSSTox Substance ID: DTXSID1020221
• Nikkaji Number: J3.579C
• Wikipedia: 4-tert-Butylphenol
• Wikidata: Q2306557
• Metabolomics Workbench ID: 45245
• ChEMBL ID: CHEMBL16217
• Mol file: 98-54-4.mol

Synonyms:4-(t-butyl)phenol;4-tert-butylphenol;4-tertiary-butylphenol;butylphen;p-tert-butylphenol;para-tertiary-butylphenol

Chemical Property of 4-tert-Butylphenol

Chemical Property:

• Appearance/Colour: white crystalline powder and has a disinfectant-like odor
• Vapor Pressure: 1 mm Hg ( 70 °C)
• Melting Point: 96-101 °C(lit.)
• Refractive Index: 1.4787
• Boiling Point: 233.7 °C at 760 mmHg
• PKA: 10.23(at 25℃)
• Flash Point: 110.9 °C
• PSA: 20.23000
• Density: 0.971 g/cm³
• LogP: 2.68970
• Storage Temp.: room temp
• Solubility.: ethanol: soluble50mg/mL, clear, colorless
• Water Solubility.: 8.7 g/L (20 ºC)
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 150.104465066
• Heavy Atom Count: 11
• Complexity: 115
• Transport DOT Label: Corrosive

Purity/Quality:

99.9% ^*data from raw suppliers

4-tert-Butylphenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,N
• Hazard Codes: Xi,N
• Statements: 37/38-41-51/53-62-38-37-34
• Safety Statements: 26-39-61-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)(C)C1=CC=C(C=C1)O
• Description: Para-tertiary-butylphenol formaldehyde resin (PTBPF- R) is a polycondensate of para-tertiary-butylphenol and formaldehyde. Major occupational sources are neoprene glues and adhesives in industry, in the shoemaking and leather industry or in car production. It is also used as a box preservative in box and furniture manufacture, and in the production of casting moulds, car-brake linings, insulated electrical cables, adhesives, printing inks and paper laminates. Para-tertiary-butyl-phenol is the sensitizer.
• Uses: Polycarbonate Chain Terminator, Glycidyl Ethers; Phosphate Esters, Fragrances, Oil Field Chemicals-Demulsifiers; Plasticizer for cellulose acetate; intermediate for antioxidants, special starches, oil-soluble phenolic resins; pour-point depressors and emulsion breakers for petroleum oils and some plastics; synthetic lubricants; insecticides; industrial odorants; motor-oil additives. 4-tert-Butylphenol is a phenol derivative. Its contact with skin may lead to leukoderma. It is widely used in the polymer industry. Reaction of 4-tert-Butylphenol with mushroom tyrosinase has been reported to afford 4-t-butyl-o-benzoquinone and kinetics of this enzymatic reaction has been investigated. 4-tert-butylphenol on condensation with formaldehyde gives calix[5]arene which is used in enzyme mimetics.

Technology Process of 4-tert-Butylphenol

There total 304 articles about 4-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: 91.74%

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

Guidance literature:

With zeolite Beta; at 40 ℃; for 6h; Reagent/catalyst; Temperature; Time;

DOI:10.1021/op010077n

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: 62.17%

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

Guidance literature:

With carbon tetrabromide; at 175 ℃; for 6h; Sealed tube;

DOI:10.1134/S1070363219080024

upstream raw materials:

t-butyl bromide

potassium phenolate

2-tert-Butylphenol

2,4-di-tert-Butylphenol

Downstream raw materials:

phosphorous acid bis-(4-tert-butyl-phenyl ester)-methyl ester

1-(tert-butoxy)-4-(tert-butyl)benzene

(4-tert-butyl-phenyl)-isobutyl ether

4-tert-butyl-2-(3,3-dichloro-2-methyl-allyl)-phenol

Refernces

• 1、 Smith,Rodden. "-". . p. 2353. Retrieved 1937.
• 2、 -. "Method for hydrolyzing diarylether compound to generate aryl phenol compound". Paragraph 0124-0126. . Retrieved 2021/09/29.
• 3、 Frolov, A. S.,Korshunova, A. I.,Koshel’, G. N.,Kurganova, E. A.,Yarkina, E. M.. "Hydroperoxide method for the synthesis of p-tert-butylphenol". . p. 1951 - 1956. Retrieved 2021/11/05.