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 
• 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 
• 542-18-7 cyclohexyl chloride 
• 953-91-3 cyclohexyl tosylate 
• 92-69-3 4-Phenylphenol 
• 2206-38-4 cyclohexylphenyl ether 
• 108-85-0 1-bromocyclohexane 
• 7647-01-0 hydrogenchloride 
• 7664-93-9 sulfuric acid 

Downstream Products

• 101887-95-0 4-Cyclohexyl-2-piperidinomethyl-phenol 
• 73761-76-9 4-cyclohexylphenyl acetate 
• 738-35-2 benzoic acid-(4-cyclohexyl-phenyl ester) 
• 64193-09-5 3-(4-cyclohexyl-phenoxy)-propane-1,2-diol 
• 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) 
• 3279-10-5 4-cyclohexyl-2-nitrophenol 
• 92-69-3 4-Phenylphenol 
• 3964-61-2 2-chloro-4-cyclohexyl-phenol 
• 15460-06-7 2-bromo-4-cyclohexyl-phenol 
• 39206-23-0 2,6-dibromo-4-cyclohexylphenol 
• 4097-58-9 3.5-dinitro-4-hydroxy-1-cyclohexyl-benzene 

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.

Method for promoting iron-catalyzed oxidation of aromatic compound carbon - hydrogen bond to synthesize phenol by ligand

The method comprises the following steps: iron is used as - a catalyst metal; a sulfur-containing amino acid or cystine-derived dipeptide is a ligand; and under the common action of hydrogen peroxide as an oxidizing agent, an aromatic compound is synthesized to prepare a phenol. Under the action of an acid as an accelerant and hydrogen peroxide as an oxidizing agent, the aryl carbon - hydrogen bond is directly hydroxylated to form a phenolic compound, and the method for preparing the phenol by the catalytic oxidation reaction has a plurality of advantages. The reaction raw materials, the oxidant and the promoter are wide in source, low in price, environment-friendly and good in stability. The aromatic compound carbon - hydrogen bonds directly participate in the reaction to react in one step to form phenol. The reaction condition is mild, the functional group compatibility and the application range are wide. The reaction selectivity is good; under the optimized reaction conditions, the target product separation yield can reach 85%.

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.