4821-19-6

Basic information

• Product Name: 2.6-DICYCLOHEXYLPHENOL
• Synonyms: 2.6-DICYCLOHEXYLPHENOL
• CAS NO: 4821-19-6
• Molecular Formula: C₁₈H₂₆O
• Molecular Weight: 258.4
• EINECS: 225-396-4
• Product Categories: Aromatics;Miscellaneous Reagents
• Mol File: 4821-19-6.mol

Chemical Properties

• Boiling Point: 307.1°C at 760 mmHg
• Flash Point: 143°C
• Appearance: /
• Density: 1.032g/cm³
• Vapor Pressure: 0.000408mmHg at 25°C
• Refractive Index: 1.551
• CAS DataBase Reference: 2.6-DICYCLOHEXYLPHENOL(CAS DataBase Reference)
• NIST Chemistry Reference: 2.6-DICYCLOHEXYLPHENOL(4821-19-6)
• EPA Substance Registry System: 2.6-DICYCLOHEXYLPHENOL(4821-19-6)

Safety Data

• Hazardous Substances Data: 4821-19-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2.6-Dicyclohexylphenol is used as an analogue of the general anesthetic Propofol (P829750) for its sedative and hypnotic effects. It is utilized in the development of anesthetic agents due to its ability to induce a state of unconsciousness and amnesia during medical procedures.
Used in Plastics and Polymer Industry:
2.6-Dicyclohexylphenol is used as an antioxidant in isotactic polypropylene, a thermoplastic polymer. It helps to prevent the oxidative degradation of the polymer, thereby extending its shelf life and improving its overall performance. The antioxidant property of 2.6-Dicyclohexylphenol makes it a valuable additive in the production of plastics and polymers, ensuring their durability and resistance to environmental factors.

InChI:InChI=1/C18H26O/c19-18-16(14-8-3-1-4-9-14)12-7-13-17(18)15-10-5-2-6-11-15/h7,12-15,19H,1-6,8-11H2

Upstream product

• 118376-54-8 niobium(V)(OC6H3Ph-η4-C6H7)(2,6-diphenylphenoxide)2 
• 108-93-0 cyclohexanol 
• 108-95-2 phenol 
• 106-41-2 4-bromo-phenol 
• 108-85-0 1-bromocyclohexane 
• 110-83-8 cyclohexene 
• 63179-23-7 4-bromo-2,6-dicyclohexyl-phenol 
• 15086-27-8 aluminium(III) phenoxide 

Downstream Products

• 21807-79-4 2,2',6,6'-Tetracyclohexyl-p,p'-biphenol 
• 956479-70-2 2,6-dicyclohexyl-4-(3-dodecylsulfanyl-propyl)-phenol 
• 956479-68-8 4-(3-butylsulfanyl-propyl)-2,6-dicyclohexyl-phenol 
• 956479-97-3 4-allyl-2,6-dicyclohexyl-phenol 
• 956479-88-2 2-allyloxy-1,3-dicyclohexyl-benzene 
• 63485-36-9 2,6-dicyclohexyl-4-dimethylaminomethyl-phenol 
• 83489-74-1 3,3',5,5'-tetracyclohexyl-4,4'-biphenylquinone 

Relevant articles and documents

Titanium salalen catalysts based on cis-1,2-diaminocyclohexane: Enantioselective epoxidation of terminal non-conjugated olefins with H 2O2

Terminal, non-conjugated olefins, such as 1-octene, are difficult to epoxidize asymmetrically. Ti salalen complexes based on cis-1,2- diaminocyclohexane catalyze this demanding reaction giving high yields and enantioselectivities (up to 95 % ee), with H2O2 as the oxidant. The X-ray structures of the μ-oxo and peroxo complexes shed light on the coordination behavior of this novel class of ligands.

Synthesis and antioxidant properties of sodium S-[3-(hydroxyaryl)propyl] thiosulfates and [3-(hydroxyaryl)propane]-1-sulfonates

Sodium S-[3-(hydroxyaryl)propyl] thiosulfates and [3-(hydroxyaryl)propane]- 1-sulfonates with various spatial hindrance of their phenolic OH groups were synthesized from dialkylphenols via a number of intermediate products. On a model reaction of oxidation of methyl oleate in aqueous sodium dodecyl sulfate, the rate constants of the interaction of the synthesized compounds with lipoperoxide radicals were determined.

ALKYLATION OF HYDROXYARENES WITH OLEFINS, ALCOHOLS AND ETHERS IN IONIC LIQUIDS

Hydroxyarenes are alkylated using an ionic liquid catalyst system with olefins, alcohols, or ethers as alkylating agents. The ionic liquid catalyst system comprises chloroindate (III) anions. The reactions may be conducted at moderate temperatures and pressures to yield commercially relevant alkylated hydroxyarene compounds.

Non-catalyzed C-alkylation of phenols with cyclic secondary alkyl bromides

C-Alkylations of phenol with 1-chloro and 1-bromoadamantane, 2-bromoadamantane, cyclohexyl bromide and exo-2-bromonorbornane, and C-alkylations of para-substituted phenol derivatives with 2-bromoadamantane are described.

Intramolecular Arene Hydrogenation at Niobium Metal Centres: Stereochemical Consequences

Selective hydrogenation of 2,6-diphenylphenoxide to 2,6-dicyclohexylphenoxide ligands takes place at niobium(v) metal centres.

KINETICS AND MECHANISM OF THE ALKYLATION OF PHENOL WITH CYCLOHEXENE IN THE PRESENCE OF ALUMINUM PHENOLATE

The kinetics of the alkylation of phenol with cyclohexene in the presence of aluminum phenolate was studied.A mechanism is proposed for the ortho-alkylation of phenols by olefins, involving the intermediate formation of the ion pair -R+ at a steady concentration.The ion pair is transformed into the o-alkylphenol in the controlling stage.The alkylation rate of phenol is higher that that of 2-cyclohexylphenol, and this is due to the determining effect of the entropy factor.

REACTION OF PHENOL WITH CYCLOHEXENE IN THE PRESENCE OF ALUMINUM PHENOLATE

The reaction of phenol with cyclohexene in the presence of aluminum phenolate leads to a mixture of mono-, di-, and tricyclohexylphenols, in which the ortho-alkylation products predominate.Conditions were found (molar ratio of phenol, cyclohexene, and catalyst 1.0:2.1:0.1, temperature 200 deg C, reaction time 8 h) under which the yield of the desired product (2,6-dicyclohexylphenol) amounted to 65percent.

Phenol transalkylation process

Phenols having an unsubstituted ortho position are transalkylated in the ortho position by mixing them with an ortho-alpha-branched alkylphenol (e.g., 2,6-di-sec-butylphenol) and an aluminum phenoxide catalyst and heating the mixture to 100°-350°C., preferably in a closed system and in the presence of olefin corresponding in structure to the ortho-alpha-branched alkyl group.