716-96-1

Basic information

• Product Name: 2-BENZYL-4-METHYLPHENOL
• Synonyms: 2-BENZYL-4-METHYLPHENOL;4-methyl-2-(phenylmethyl)phenol
• CAS NO: 716-96-1
• Molecular Formula: C₁₄H₁₄O
• Molecular Weight: 198.26
• EINECS: 258-225-7
• Mol File: 716-96-1.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 324.1 °C at 760 mmHg
• Flash Point: 154 °C
• Appearance: /
• Density: 1.08 g/cm³
• CAS DataBase Reference: 2-BENZYL-4-METHYLPHENOL(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BENZYL-4-METHYLPHENOL(716-96-1)
• EPA Substance Registry System: 2-BENZYL-4-METHYLPHENOL(716-96-1)

Safety Data

• Hazardous Substances Data: 716-96-1(Hazardous Substances Data)

Usage

General Description

2-Benzyl-4-methylphenol is a chemical compound with the molecular formula C15H14O. It is also known as Michler's ketone and is commonly used as a stabilizer in plastics, resins, and coatings. 2-BENZYL-4-METHYLPHENOL is a white to light yellow crystalline substance and is soluble in organic solvents. 2-Benzyl-4-methylphenol has antimicrobial properties and is used as an ingredient in antiseptic and disinfectant products. It is also used in the synthesis of pharmaceuticals, dyes, and other organic compounds. However, it is important to handle this chemical with care as it is considered to be harmful if ingested, inhaled, or comes into contact with the skin.

Upstream product

• 834-25-3 4-methylphenyl benzyl ether 
• 1470-57-1 2-hydroxy-5-methylbenzophenone 
• 106-44-5 p-cresol 
• 100-44-7 benzyl chloride 
• 1121-70-6 sodium 4-methylphenoxide 
• 108-88-3 toluene 
• 100-51-6 benzyl alcohol 
• 72656-31-6 p-Methyl-phenylbenzylether/DDQ-Komplex 
• 61563-88-0 2-(Benzenesulfonyl-phenyl-methyl)-4-methyl-phenol 
• 7446-70-0 aluminium trichloride 
• 7664-93-9 sulfuric acid 
• 71-43-2 benzene 
• 100-39-0 benzyl bromide 
• 3459-80-1 t-butoxymethylbenzene 

Downstream Products

• 130906-80-8 2-(2-benzyl-4-methylphenoxy)acetic acid 
• 114003-12-2 phenyl-carbamic acid-(2-benzyl-4-methyl-phenyl ester) 
• 898128-51-3 1-(2-(2-benzyl-4-methylphenoxy)ethyl)pyrimidine-2,4(1H,3H)-dione 
• 1420231-19-1 (1R,4R,4aS,8R,8aR,10R)-8,10-dibenzyl-8,10-difluoro-2,4a-dimethyl-4,4a,8,8a-tetrahydro-1,4-ethanonaphthalene-7,9(1H)-dione 

Relevant articles and documents

Towards ortho-selective electrophilic substitution/addition to phenolates in anhydrous solvents

Alkyl-substituted Li-phenolates with BnBr in water solution lead to a mixture of o- and p-Bn-substituted phenols together with a substantial amount of phenol Bn ether. In CPME, and especially in toluene with 1–2 equivalents of ether or alcohol additives, ortho-selective alkylation is achieved. In the case of o,o,p-tri- and o,o-di-substituted phenols dearomatization occurs affording o-Bn-substituted alkyl cyclohexadienones with yields up to 92% with an o/p ratio up to 90/1.

Protecting group-free use of alcohols as carbon electrophiles in atom efficient aluminium triflate-catalysed dehydrative nucleophilic displacement reactions

Benzylic and allylic alcohols are rendered electrophilic without chemical modification by the use of aluminium triflate as catalyst. The reaction succeeds with alcohol, thiol, carbon and nitrogen nucleophiles. When phenols are employed as nucleophiles, C-alkylation ensues. An advanced application of the method is demonstrated in the synthesis of 2H-chromenes and their N and S analogues.

Tin exchanged heteropoly tungstate: An efficient catalyst for benzylation of arenes with benzyl alcohol

The partial exchange of tin with the protons of 12-tungstophosphoric acid (TPA) results in a highly active heterogeneous catalyst for benzylation of arenes with benzyl alcohol as benzylating agent. The catalysts were characterized by X-ray diffraction, Laser-Raman and FT-IR of pyridine adsorption. The catalytic activity depends significantly on the extent of tin exchanged with the protons of heteropoly tungstate. The characterization results suggest the presence of Lewis acidic sites by the exchange of tin. The catalyst with partial exchange of Sn showed high benzylation activity, which in turn related to variation in acidity of the catalysts. The catalyst is highly active for benzylation reaction irrespective of the nature of substituted arenes and benzyl alcohols. These catalysts are highly active compared to other acid catalysts used for benzylation of different arenes. The catalyst is easy to separate from reaction mixture and exhibit consistent activity upon reuse. The plausible reaction mechanism based on the role of both Lewis and Bronsted acid sites of the catalyst was discussed.