3698-40-6

Basic information

• Product Name: 4-(2,6-dimethylphenoxy)-2,6-dimethylphenol
• CAS NO: 3698-40-6
• Molecular Formula: C₁₆H₁₈O₂
• Molecular Weight: 242.3129
• Mol File: 3698-40-6.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 346.2°C at 760 mmHg
• Flash Point: 141.6°C
• Density: 1.083g/cm³
• Vapor Pressure: 2.93E-05mmHg at 25°C
• Refractive Index: 1.575
• CAS DataBase Reference: 4-(2,6-dimethylphenoxy)-2,6-dimethylphenol(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(2,6-dimethylphenoxy)-2,6-dimethylphenol(3698-40-6)
• EPA Substance Registry System: 4-(2,6-dimethylphenoxy)-2,6-dimethylphenol(3698-40-6)

Safety Data

• Hazardous Substances Data: 3698-40-6(Hazardous Substances Data)

Usage

Chemical Type

Synthetic chemical compound

Primary Use

Antiseptic and disinfectant

Applications

Found in medical and personal care products
Antibacterial soaps
Hand sanitizers
Surgical scrubs
Industrial applications
Preservation of paints
Preservation of textiles

Mechanism of Action

Disrupts the cell membrane of bacteria

Effectiveness

Effective against a wide range of organisms
Gram-positive bacteria
Gram-negative bacteria

Safety

Generally considered safe for topical use
Rare cases of allergic reactions reported

Concerns

Potential environmental impact
Potential health impacts, especially with high concentrations or repeated exposure

Upstream product

• 576-26-1 2.6-dimethylphenol 
• 14804-38-7 5-bromo-2-methoxy-1,3-dimethylbenzene 
• 58425-33-5 potassium 2,6-dimethylphenolate 
• 10181-90-5 1,3-dimethyl-2-hydroxy-5-phenoxybenzene 
• 75-09-2 dichloromethane 
• 15770-98-6 2,6,3',5'-Tetramethyl-4'-trimethylsilyloxy-diphenylether 

Downstream Products

• 15770-95-3 2,6,3',5'-Tetramethyl-4'-trimethylsilyloxy-4-<4-phenoxy-2,6-dimethyl-phenoxy>-diphenylether 

Relevant articles and documents

An unusual photo-oxidation pathway for a poly(2,6-dimethyl-1,4-phenylene oxide) model compound

The long wavelength UV photochemistry was investigated of a model compound for poly(2,6-dimethyl-1,4-phenylene oxide). Irradiation of the phenyl-capped dimer of 2,6-dimethyl phenol at wavelengths >290 nm with UVA-340 fluorescent lamps in the absence of oxygen gave no detectable products after 27 days. Very low conversion to oxidation products was found in the presence of oxygen, but about 20% conversion to products in which solvent had added to the benzylic methyl groups occurred under aerobic conditions when the solvents had readily abstractable hydrogen atoms. A mechanism is proposed involving the facile, reversible abstraction of a benzylic hydrogen by oxygen as a first step in the oxidation. The hydroperoxyl radical that is formed can abstract hydrogen atoms from 2° and 3° carbons of the solvent, and these radicals can combine with the benzylic radicals to give the solvent adducts.

Selective oxidative para C-C dimerization of 2,6-dimethylphenol

Mechanistic investigations on the oxidative coupling of 2,6-dimethylphenol have led to the development of a selective and efficient procedure to prepare 3,5,3′,5′-tetramethyl-biphenyl-4,4′-diol, via a C-C coupling, mediated by a hypervalent form of iodine, i.e. (diacetoxyiodo)benzene and for which a mechanism is proposed. The Royal Society of Chemistry 2005.