35406-29-2

Basic information

• Product Name: DICYCLOHEXYLPHENOL
• Synonyms: DICYCLOHEXYLPHENOL
• CAS NO: 35406-29-2
• Molecular Formula: C₁₈H₂₆O
• Molecular Weight: 258.3984
• Mol File: 35406-29-2.mol

Chemical Properties

• Boiling Point: 353.3°Cat760mmHg
• Flash Point: 166.2°C
• Appearance: /
• Density: 1.032g/cm³
• Vapor Pressure: 1.78E-05mmHg at 25°C
• Refractive Index: 1.551
• CAS DataBase Reference: DICYCLOHEXYLPHENOL(CAS DataBase Reference)
• NIST Chemistry Reference: DICYCLOHEXYLPHENOL(35406-29-2)
• EPA Substance Registry System: DICYCLOHEXYLPHENOL(35406-29-2)

Safety Data

• Hazardous Substances Data: 35406-29-2(Hazardous Substances Data)

Usage

InChI:InChI=1/C18H26O/c19-18-12-11-16(14-7-3-1-4-8-14)13-17(18)15-9-5-2-6-10-15/h11-15,19H,1-10H2

Upstream product

• 108-85-0 1-bromocyclohexane 
• 108-95-2 phenol 
• 110-83-8 cyclohexene 
• 108-93-0 cyclohexanol 

Downstream Products

• 119-42-6 2-cyclohexylphenol 

Relevant articles and documents

Hexagonal zirconium phosphate nanoparticles as an efficient and recyclable catalyst for selective solvent-free alkylation of phenol with cyclohexanol

A facile synthesis of hexagonal α-zirconium phosphate (ZP) nanoparticles as an effective, eco-friendly and recyclable solid acid catalyst was studied. Polyvinylpyrrolidone (PVP) and polyvinyl alcohol (PVA) were used as the organic matrix which were the dispersing agents and acted as a template for the nanoparticles. It seems H-bonds between ZP and PVA or PVP along polymer chains lead to a better dispersion of in situ formed ZP. Pure ZP nanoparticles with hexagonal shape were obtained after calcination of PVA/ZP or PVP/ZP. The catalysts were characterized by several physico-chemical techniques such as BET, ICP-OES, XRD, FT-IR, SEM and TEM. The TPD-NH3 analysis suggests the presence of a reasonable amount of Br?nsted acid sites. The acidic properties were studied in the alkylation of phenol with cyclohexanol under solvent-free conditions which produced 2-cyclohexylphenol (2-CP), 4-cyclohexylphenol (4-CP) and 2,4-dicyclohexylphenol (2,4-DCP). This alkylation reaction was also performed over P2O5/Al2O 3, P2O5/SiO2, α-ZrP (prepared in the absence of the polymers) and various ionic liquids using cyclohexanol and cyclohexene as the alkylating agents. When the hexagonal ZP nanoparticles were used as the catalyst, under optimized reaction conditions, excellent conversion of phenol and selectivity toward 4-CP were obtained. The catalyst was recovered easily from the reaction mixture, regenerated and reused at least four times without significant loss in its catalytic activity.

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.

Cyclohexylation of phenol over a solid acid catalyst comprising 12-tungstophosphoric acid and hydrous zirconia

The Friedel-Crafts alkylation (cyclohexylation of phenol with cyclohexene) has been carried out over 12-tungstophosphoric acid supported on hydrous zirconia under mild conditions. The catalyst shows high activity and selectivity for 2-cyclohexyl phenol, an important product used as intermediate in dyestuff preparation as well as in preparation of 2-phenyl phenol which is used as disinfectant and fungicide. In addition, the catalyst can be recycled and reused.

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.

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.