4066-02-8

Basic information

• Product Name: 2,2'-Methylenebis(6-cyclohexyl-4-methyl)phenol
• Synonyms: 2,2'-Methylenebis(6-cyclohexyl-4-methyl)phenol;2,2'-methylenebis(4-methyl-6-cyclohexylphenol);Bis(2-hydroxy-3-cyclohexyl-5-methylphenyl)methane;2,2'-methylenebis[6-cyclohexyl-p-cresol];Phenol, 2,2-methylenebis6-cyclohexyl-4-methyl-;2,2′-Methylenbis(4-methyl-6-cyclohexylphenol);Vulkanox ZKF;2,2''-METHYLENEBIS(6-CYCLOHEXYL-P-CRESOL),97.0+%(LC)
• CAS NO: 4066-02-8
• Molecular Formula: C₂₇H₃₆O₂
• Molecular Weight: 392.57
• EINECS: 223-773-8
• Product Categories: Phenoles and thiophenoles
• Mol File: 4066-02-8.mol
• Article Data: 25

Chemical Properties

• Melting Point: 134 °C
• Boiling Point: 477°Cat760mmHg
• Flash Point: 199.5°C
• Appearance: /
• Density: 1.088
• Vapor Pressure: 0Pa at 20℃
• Solubility: soluble in Acetone
• PKA: 10.21±0.50(Predicted)
• Water Solubility: 34μg/L at 20℃
• CAS DataBase Reference: 2,2'-Methylenebis(6-cyclohexyl-4-methyl)phenol(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2'-Methylenebis(6-cyclohexyl-4-methyl)phenol(4066-02-8)
• EPA Substance Registry System: 2,2'-Methylenebis(6-cyclohexyl-4-methyl)phenol(4066-02-8)

Safety Data

• RTECS: SM0335000
• Hazardous Substances Data: 4066-02-8(Hazardous Substances Data)

Usage

Uses

6,6''-Methylenebis(2-cyclohexyl-4-methylphenol) is dedust compound for treatment of mineral fibers.

Flammability and Explosibility

Notclassified

Synthetic route

2-Cyclohexyl-4-methyl-phenol (1596-09-4) → 2,2'-methylenebis(4-methyl-6-cyclohexylphenol) (4066-02-8)

Conditions	Yield
With hydrogenchloride; formaldehyd
With formaldehyd; sulfuric acid

hydrogenchloride (7647-01-0) + formaldehyd (50-00-0) + 2-Cyclohexyl-4-methyl-phenol (1596-09-4) → 2,2'-methylenebis(4-methyl-6-cyclohexylphenol) (4066-02-8)

formaldehyd (50-00-0) + sulfuric acid (7664-93-9) + 2-Cyclohexyl-4-methyl-phenol (1596-09-4) → 2,2'-methylenebis(4-methyl-6-cyclohexylphenol) (4066-02-8)

Conditions	Yield
at 100℃; Destillation des Reaktionsprodukts im Hochvakuum;

p-cresol (106-44-5) → 2,2'-methylenebis(4-methyl-6-cyclohexylphenol) (4066-02-8)

Conditions	Yield
Multi-step reaction with 2 steps 1: aqueous H2SO4 / 60 °C 2: aqueous formaldehyde-solution; aq.-ethanolic HCl View Scheme

2-Cyclohexyl-4-methyl-phenol (1596-09-4) → 2,2'-methylenebis(4-methyl-6-cyclohexylphenol) (4066-02-8)

Conditions	Yield
With hydrogenchloride; formaldehyd
With formaldehyd; sulfuric acid

hydrogenchloride (7647-01-0) + formaldehyd (50-00-0) + 2-Cyclohexyl-4-methyl-phenol (1596-09-4) → 2,2'-methylenebis(4-methyl-6-cyclohexylphenol) (4066-02-8)

formaldehyd (50-00-0) + sulfuric acid (7664-93-9) + 2-Cyclohexyl-4-methyl-phenol (1596-09-4) → 2,2'-methylenebis(4-methyl-6-cyclohexylphenol) (4066-02-8)

Conditions	Yield
at 100℃; Destillation des Reaktionsprodukts im Hochvakuum;

p-cresol (106-44-5) → 2,2'-methylenebis(4-methyl-6-cyclohexylphenol) (4066-02-8)

Conditions	Yield
Multi-step reaction with 2 steps 1: aqueous H2SO4 / 60 °C 2: aqueous formaldehyde-solution; aq.-ethanolic HCl View Scheme

cyclohexanol (108-93-0) → 2,2'-methylenebis(4-methyl-6-cyclohexylphenol) (4066-02-8)

Conditions	Yield
Multi-step reaction with 2 steps 1: aqueous H2SO4 / 60 °C 2: aqueous formaldehyde-solution; aq.-ethanolic HCl View Scheme

2,2'-methylenebis(4-methyl-6-cyclohexylphenol) (4066-02-8) + acetic anhydride (108-24-7) → bis-(2-acetoxy-3-cyclohexyl-5-methyl-phenyl)-methane

Conditions	Yield
With pyridine

Upstream product

• 7647-01-0 hydrogenchloride 
• 50-00-0 formaldehyd 
• 1596-09-4 2-Cyclohexyl-4-methyl-phenol 
• 7664-93-9 sulfuric acid 
• 108-93-0 cyclohexanol 
• 106-44-5 p-cresol 

Relevant articles and documents

METHODS AND COMPOSITIONS FOR INHIBITING VINYL AROMATIC MONOMER POLYMERIZATION

Methods and compositions are provided for inhibiting the polymerization of a vinyl aromatic monomer, such as styrene monomer, during elevated temperature processing thereof or during storage or shipment of polymer containing product. The compositions comprise a combination of a quinone methide derivative A) and a phenol compound B). The methods comprise adding from about 1-10,000 ppm of the combination to the monomer containing medium, per one million parts of the monomer.

Thioether substituted hydroxybenzophenones and stabilized compositions

2-Hydroxybenzophenone derivatives substituted in the 4′-position by a thioether moiety exhibit enhanced absorption in the UV at longer wavelength. Compositions comprising organic material subject to actinic degradation are beneficially stabilized with such derivatives.

Amorphous modification of 1,1',1"-nitrilo(tri-2-propyl-tris-[2,2'-ethylidene-bis(4,6-di-tert-butylphenyl] phosphite)

The new amorphous modification of 1,1',1"-nitrilo{tri-2-propyl-tris-[2,2'-ethylidene-bis(4,6-di-tert-butylphenyl)]phosphite } is obtained by cooling rapidly said compound from the melt to ambient temperature. This amorphous form is an effective process stabilizer for polyolefins, particularly polypropylene.