1131-60-8

Basic information

• Product Name: 4-Cyclohexylphenol
• Synonyms: 4-cyclohexyl-pheno;Phenol, p-cyclohexyl-;p-Hydroxyphenylcyclohexane;CYCLOHEXYL PHENOL;4-HYDROXYPHENYLCYCLOHEXANE;4-CYCLOHEXYLPHENOL;P-CYCLOHEXYLPHENOL;CYCLOHEXYLPHENOL, 4-
• CAS NO: 1131-60-8
• Molecular Formula: C₁₂H₁₆O
• Molecular Weight: 176.25
• EINECS: 214-465-4
• Product Categories: Aromatic Phenols
• Mol File: 1131-60-8.mol
• Article Data: 40

Chemical Properties

• Melting Point: 130-135°C
• Boiling Point: 213-215°C
• Flash Point: 153 °C
• Appearance: light yellow powder
• Density: 0.9452 (rough estimate)
• Vapor Pressure: 0.00144mmHg at 25°C
• Refractive Index: 1.5415 (estimate)
• Storage Temp.: Room temperature.
• PKA: 10.15±0.13(Predicted)
• Water Solubility: 66.66mg/L(25 oC)
• CAS DataBase Reference: 4-Cyclohexylphenol(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Cyclohexylphenol(1131-60-8)
• EPA Substance Registry System: 4-Cyclohexylphenol(1131-60-8)

Safety Data

• Hazard Codes: Xi,N
• Statements: 20/21/22-36/37/38-50/53-41-37/38
• Safety Statements: 26-36/37/39-61-60-39
• Hazardous Substances Data: 1131-60-8(Hazardous Substances Data)

Usage

General Description

4-Cyclohexylphenol is a chemical compound with the molecular formula C12H16O. It is a white crystalline solid that is insoluble in water but soluble in organic solvents. 4-Cyclohexylphenol is commonly used as an intermediate in the production of UV absorbers, antioxidants, and other specialty chemicals. It is also used as a component in the production of rubber and plastics, as well as in the synthesis of pharmaceuticals and agrochemicals. 4-Cyclohexylphenol is known for its strong phenolic odor and is considered to be moderately toxic, causing irritation to the skin, eyes, and respiratory system upon exposure.

InChI:InChI=1/C12H11NO/c13-11-8-4-5-9-12(11)14-10-6-2-1-3-7-10/h1-9H,13H2

Upstream product

• 843-55-0 1,1-bis(p-hydroxyphenyl)cyclohexane 
• 709-08-0 1-(4-hydroxyphenyl)-1-cyclohexene 
• 92-69-3 4-Phenylphenol 
• 2206-38-4 cyclohexylphenyl ether 
• 613-36-5 4-cyclohexylanisole 
• 119-42-6 2-cyclohexylphenol 
• 6373-50-8 p-cyclohexylaniline 
• 108-94-1 cyclohexanone 
• 108-95-2 phenol 
• 104-15-4 toluene-4-sulfonic acid 
• 108-93-0 cyclohexanol 
• 15086-27-8 aluminium(III) phenoxide 
• 110-83-8 cyclohexene 
• 23595-96-2 6,6-dichlorobicyclo[3.1.0]hexane 

Downstream Products

• 1020-00-4 1-(2-Hydroxyethoxy)-4-cyclohexylbenzene 
• 101887-95-0 4-Cyclohexyl-2-piperidinomethyl-phenol 
• 73761-76-9 4-cyclohexylphenyl acetate 
• 109392-96-3 (4-cyclohexyl-phenyl)-(2,4-dinitro-phenyl)-ether 
• 16400-12-7 p-Cyclohexylphenyl-N-phenylcarbamat 
• 78277-04-0 4-methoxy-benzoic acid-(4-cyclohexyl-phenyl ester) 
• 738-35-2 benzoic acid-(4-cyclohexyl-phenyl ester) 
• 1878-56-4 2-(4-cyclohexylphenoxy)acetic acid 
• 613-36-5 4-cyclohexylanisole 
• 5427-08-7 2,6-di-tert-butyl-4-cyclohexylphenol 
• 60494-23-7 methacrylic acid-(4-cyclohexyl-phenyl ester) 
• 814923-73-4 2-hydroxy-1.3-bis-(4-cyclohexyl-phenoxy)-propane 
• 102162-32-3 4-cyclohexyl-2,2'-methanediyl-di-phenol 
• 116295-51-3 phosphoric acid bis-(2-chloro-phenyl ester)-(4-cyclohexyl-phenyl ester) 

Relevant articles and documents

Starbon acids in alkylation and acetylation reactions: Effect of the Broensted-Lewis acidity

Various Starbon supported solid acids were prepared and investigated in two test reactions, namely the acetylation of 5-acetyl-methylsalicylate and the alkylation of phenol with cyclohexene. Starbon-SO3H materials exhibited in general an optimum balance of Lewis and Bronsted acid sites, making them ideal catalysts for the investigated processes. Starbon acids were comparably active and differently selective compared to similar solid acids utilised in the proposed acid catalysed processes including commercial sulphated zirconia and beta zeolite. Materials were also highly reusable under the different reaction conditions, preserving their activities almost unchanged after 4 reuses.

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.

Synthesis of cyclohexylphenol via phenol hydroalkylation using Co2P/zeolite catalysts

Cyclohexylphenol (CHP) is a high added-value chemical, extensively used for the preparation of dyes, resins and biocides. This molecule is currently synthetized by phenol alkylation with cyclohexene/cyclohexanol using highly polluting mineral Br?nsted acids as catalysts. The present contribution reports the one-pot production of cyclohexylphenol via hydroalkylation, using phenol as the only organic reactant, over a number of bifunctional catalysts consisting of Co2P (5 wt% Co) supported over different zeolites (ferrierite, mordenite, beta and MCM-22). Phenol conversion increased in the order: Co2P/Mordenite (30%) 2P/Ferrierite (65%) 2P/Beta (77%) 2P/MCM-22 (90%), which reflects enhancing dispersion of cobalt phosphide phase and accessibility of acid centres with evolving external surface in nanocrystalline zeolite supports. On the other hand, remarkable differences were observed between the catalysts in terms of CHP formation. The highest values of CHP yield and selectivity (YCHP=43% and SCHP=56%) were attained over the Co2P/Beta catalyst, due to the combination of three-dimensional microporosity, large external surface area (as a consequence of its nanocrystalline nature) and highly dispersed Co2P nanoparticles. In addition, it is envisaged that the formation of CoAlPO phases might favour a balanced performance of metal and acid sites for the CHP production.

Palladium-Catalyzed Hydroxylation of Aryl Halides with Boric Acid

Boric acid, B(OH)3, is proved to be an efficient hydroxide reagent in converting (hetero)aryl halides to the corresponding phenols with a Pd catalyst under mild conditions. Various phenol products were obtained in good to excellent yields. This transformation tolerates a broad range of functional groups and molecules, including base-sensitive substituents and complicated pharmaceutical (hetero)aryl halide molecules.