4-tert-Octylphenol

Base Information

• Chemical Name: 4-tert-Octylphenol
• CAS No.: 140-66-9
• Deprecated CAS: 37769-53-2,85771-77-3,124765-79-3,124765-79-3,85771-77-3
• Molecular Formula: C14H22O
• Molecular Weight: 206.328
• Hs Code.: 29071300
• European Community (EC) Number: 205-426-2
• NSC Number: 7248,5427
• UNII: IOY9FVU3J3
• DSSTox Substance ID: DTXSID9022360
• Nikkaji Number: J1.190H
• Wikidata: Q15632771
• Metabolomics Workbench ID: 45579
• ChEMBL ID: CHEMBL259327
• Mol file: 140-66-9.mol

Synonyms:Phenol,p-(1,1,3,3-tetramethylbutyl)- (6CI,8CI);4-(1,1,3,3-Tetramethylbutyl)phenol;4-(2,4,4-Trimethylpentan-2-yl)phenol;NSC5427;NSC 7248;p-(1,1,3,3-Tetramethylbutyl)phenol;p-t-Octylphenol;p-tert-Octylphenol;4-tert-Octylphenol;

Chemical Property of 4-tert-Octylphenol

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 0.00025mmHg at 25°C
• Melting Point: 79-82 °C(lit.)
• Refractive Index: 1.507
• Boiling Point: 282.3 °C at 760 mmHg
• PKA: 10.15±0.15(Predicted)
• Flash Point: 148.3 °C
• PSA: 20.23000
• Density: 0.935 g/cm³
• LogP: 4.10600
• Storage Temp.: Refrigerator
• Solubility.: water: slightly soluble0.007g/L at 20°C
• Water Solubility.: 7mg/L at 20℃
• XLogP3: 5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 206.167065321
• Heavy Atom Count: 15
• Complexity: 192

Purity/Quality:

98% ^*data from raw suppliers

4-tert-Octylphenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn,N,Xi,F
• Statements: 21-38-41-50/53-67-66-36-11-52/53-68-62-40
• Safety Statements: 26-36-61-60-39-16-9

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Phenols
• Canonical SMILES: CC(C)(C)CC(C)(C)C1=CC=C(C=C1)O
• Uses: 4-tert-Octylphenol (4t-OP) is used in manufacturing processes as an intermediate in the generation of surfactants, synthetic rubber additives, or resins. 4t-OP is also used to manufacture alkylphenol ethoxylates. It is found mainly in detergents, cleaning products, and emulsifiers and less frequently in paints, personal care products, pesticides, paper, pulp, and textiles.

Technology Process of 4-tert-Octylphenol

There total 24 articles about 4-tert-Octylphenol 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: 91.0%

2,4,4-trimethyl-1-pentene (107-39-1) + phenol (108-95-2,27073-41-2) → 2-tert-octylphenol (3884-95-5) + tert-octylphenol (140-66-9)

Guidance literature:

Reference yield: 90.0%

4-(1,1,3,3-tetramethylbutyl)anisole (5413-23-0) → tert-octylphenol (140-66-9)

Guidance literature:

With perhydrodibenzo-18-crown-6; toluene; for 3h; Ambient temperature;

DOI:10.1016/S0040-4039(00)61144-9

Reference yield: 83.0%

N,N'-hexanediyldicarbamic acid di(4-(1,1,3,3-tetramethylbutyl)phenyl) ester (1266554-70-4) → tert-octylphenol (140-66-9) + Hexamethylene diisocyanate (822-06-0,28182-81-2,28574-90-5,88357-62-4)

Guidance literature:

at 220 ℃; under 9.75098 Torr; Large scale;

upstream raw materials:

phenyl-(1,1,3,3-tetramethyl-butyl)-ether

4,4-di-tert-octylphenylamine

2,4,4-trimethyl-1-pentene

phenol

Downstream raw materials:

2-Benzyl-4-(1,1,3,3-tetramethyl-butyl)-phenol

2-(4-(2,4,4-trimethylpentan-2-yl)phenoxy)acetic acid

1-[2-(2-chloro-ethoxy)-ethoxy]-2-[4-(1,1,3,3-tetramethyl-butyl)-phenoxy]-ethane

4,4'-bis-(1,1,3,3-tetramethyl-butyl)-2,2'-methanediyl-di-phenol

Refernces

• 1、 Loew,Massengale. "-". . p. 988. Retrieved 1957.
• 2、 -. "N - substituted carbamic acid ester". Paragraph 0097; 0098. . Retrieved 2017/08/29.
• 3、 Le Rouzo, Guillaume,Morel-Grepet, Marielle,Simonato, Jean-Pierre. "Synthesis of 4-tert-octylphenol and 4-cumylphenol by metal triflate and metal triflimidate catalysts". . p. 521 - 522. Retrieved 2007/10/03.