2668-47-5

Basic information

• Product Name: 2,6-di-tert-butyl-4-phenylphenol
• Synonyms: (1,1'-Biphenyl)-4-ol, 3,5-bis(1,1-dimethylethyl)-; 2,6-Di-tert-butyl-4-phenylphenol; 3,5-di-tert-butylbiphenyl-4-ol
• CAS NO: 2668-47-5
• Molecular Formula: C₂₀H₂₆O
• Molecular Weight: 282.4198
• EINECS: 220-207-1
• Mol File: 2668-47-5.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 363.7°C at 760 mmHg
• Flash Point: 167.9°C
• Density: 0.985g/cm³
• Vapor Pressure: 8.46E-06mmHg at 25°C
• Refractive Index: 1.537
• CAS DataBase Reference: 2,6-di-tert-butyl-4-phenylphenol(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-di-tert-butyl-4-phenylphenol(2668-47-5)
• EPA Substance Registry System: 2,6-di-tert-butyl-4-phenylphenol(2668-47-5)

Safety Data

• Hazardous Substances Data: 2668-47-5(Hazardous Substances Data)

Usage

Physical Form

White crystalline powder

Solubility

Insoluble in water, soluble in organic solvents

Primary Function

Synthetic antioxidant

Application Industries

Food, cosmetics, plastics, rubber, personal care products, pharmaceuticals

Usage

Added to fats and oils to prevent rancidity, used as a stabilizer in plastics and rubber, serves as a preservative in personal care products and pharmaceuticals

Controversy

Subject of some controversy regarding potential health risks

Regulatory Status

Approved for use in many countries

Safety

Generally considered safe at low levels of exposure

Upstream product

• 24457-06-5 4-hydroxy-4-phenyl-2,6-di-t-butylcyclohexa-2,5-dienone 
• 92-69-3 4-Phenylphenol 
• 7664-93-9 sulfuric acid 
• 115-11-7 isobutene 
• 1139-52-2 4-bromo-2,6-di-tert-butylphenol 
• 98-80-6 phenylboronic acid 
• 82636-91-7 PChd-L-Leu-Ala-OMe 
• 90315-76-7 PChd-Phe-OMe 
• 82636-80-4 PChd-LeuLOEt 
• 108-24-7 acetic anhydride 
• 2525-38-4 2,6-di-tert-butyl-4-phenylphenoxyl 
• 59-02-9 d-α-Tocopherol 
• 54-28-4 d-γ-Tocopherol 
• 148-03-8 d-β-Tocopherol 

Downstream Products

• 68757-74-4 4-methoxy-4-phenyl-2,6-di-t-butylcyclohexa-2,5-dienone 
• 74763-79-4 PChd-L-Pro-OBzl 
• 96670-88-1 <3,5-Di-tert.-butyl-1-phenyl-4-oxo-cyclohexadien-yl>--ether 
• 35509-52-5 4-Oxo-3,5-di-tert.butyl-1-phenyl-1-dimethylthiocarbamoyl-cyclohexadien-(2.5) 
• 58281-58-6 2,5-Di-tert-butyl-3-phenyl-cyclopenta-2,4-dienone 
• 66475-76-1 2,6-Di-tert-butyl-4,5,6-trihydroxy-4-phenyl-cyclohex-2-enone 
• 62412-44-6 Co((CH₂)3NCHC₆H₄O)2NHOOC₆H₂(C(CH₃)3)2OC₆H₅ 
• 123081-44-7 2,6-di-tert-butyl-4-[2]naphthyloxy-4-phenyl-cyclohexa-2,5-dienone 
• 74763-82-9 PChd-L-Pro-L-Leu-Gly-NH₂ 
• 74763-77-2 PChd-L-Leu-OBzl 
• 74763-81-8 PChd-L-Leu-Gly-NH₂ 
• 74763-78-3 PChd-L-Leu-OH 
• 74763-80-7 PChd-L-Pro-OH 
• 74763-74-9 PChd-L-Ala-OH 

Relevant articles and documents

Palladium-catalyzed arylation of 2,6-Di-tert-butylphenol with aryl bromides to produce 1,1′-Biphenyl-4-ol derivatives

A sterically hindered phenol, 2,6-di-tert-butylphenol, efficiently reacts with various bromobenzenes in the presence of a palladium catalyst and a base to selectively afford the corresponding 1,1'-biphenyl-4-ol derivatives.

Dichloro-bis(aminophosphine) complexes of palladium: Highly convenient, reliable and extremely active suzuki-miyaura catalysts with excellent functional group tolerance

Dichloro-bis(aminophosphine) complexes are stable depot forms of palladium nanoparticles and have proved to be excellent SuzukiMiyaura catalysts. Simple modifications of the ligand (and/or the addition of water to the reaction mixture) have allowed their formation to be controlled. Dichlorobis[1- (dicyclohexylphosphany1)piperidine]palladium (3), the most active catalyst of the investigated systems, is a highly convenient, reliable, and extremely active Suzuki catalyst with excellent functional group tolerance that enables the quantitative coupling of a wide variety of activated, nonactivated, and deactivated and/or sterically hindered functionalized and heterocyclic aryl and benzyl bromides with only a slight excess (1.1-1.2 equiv) of arylboronic acid at 80°C in the presence of 0.2 mol % of the catalyst in technical grade toluene in flasks open to the air. Conversions of >95% were generally achieved within only a few minutes. The reaction protocol presented herein is universally applicable. Side-products have only rarely been detected. The catalytic activities of the aminophosphine-based systems were found to be dramatically improved compared with their phosphine analogue as a result of significantly faster palladium nanoparticle formation. The decomposition products of the catalysts are dicyclohexylphosphinate, cyclohexylphosphonate, and phosphate, which can easily be separated from the coupling products, a great advantage when compared with non-water-soluble phosphine-based systems.

Mechanism of Antioxidant Reaction of Vitamin E. Charge Transfer and Tunneling Effect in Proton-Transfer Reaction

In order to shed light on the mechanism of proton-transfer reactions, a kinetic and ab initio study of the antioxidant action (intermolecular proton transfer) of vitamin E derivatives has been carried out.The second-order rate constants (ks's)