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Usage

Uses

Used in Plastics, Resins, and Coatings Industry:
2-Benzyl-4-methylphenol is used as a stabilizer to prevent the degradation of plastics, resins, and coatings, thereby enhancing their durability and performance.
Used in Antiseptic and Disinfectant Products:
Due to its antimicrobial properties, 2-Benzyl-4-methylphenol is used as an ingredient in antiseptic and disinfectant products to help prevent the growth of harmful microorganisms.
Used in Pharmaceutical Synthesis:
2-Benzyl-4-methylphenol is utilized in the synthesis of various pharmaceuticals, contributing to the development of new drugs and medications.
Used in Dye Synthesis:
2-BENZYL-4-METHYLPHENOL is also used in the synthesis of dyes, playing a role in the production of colorants for various applications.
However, it is crucial to handle 2-Benzyl-4-methylphenol with care, as it is considered harmful if ingested, inhaled, or comes into contact with the skin. Proper safety measures should be taken during its use and handling to minimize potential health risks.

Upstream product

• 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 
• 834-25-3 4-methylphenyl benzyl ether 
• 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 
• 140-11-4 Benzyl acetate 
• 75910-68-8 2-benzylidene-4-methylcyclohexanone 

Downstream Products

• 130906-80-8 2-(2-benzyl-4-methylphenoxy)acetic acid 
• 114003-12-2 phenyl-carbamic acid-(2-benzyl-4-methyl-phenyl ester) 
• 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 
• 898128-51-3 1-(2-(2-benzyl-4-methylphenoxy)ethyl)pyrimidine-2,4(1H,3H)-dione 

Relevant academic research and scientific papers

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.

Metal-Free C-O Bond Functionalization: Catalytic Intramolecular and Intermolecular Benzylation of Arenes

A catalytic, metal-free intramolecular rearrangement of benzyl phenyl ethers using nitrosonium salt as a catalyst is described. The optimized reaction conditions enabled a catalytic and metal-free Friedel-Crafts alkylation reaction with benzylic alcohols, producing water as the stoichiometric byproduct. A comprehensive scope (>50 examples) for both approaches and application in drug synthesis were demonstrated. Mechanistic studies suggest a Lewis acid-based mechanism for the metal-free Friedel-Crafts reaction.

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.

Benzylation of aromatic compounds catalyzed by 3-methyl-1-sulfonic acid imidazolium tetrachloroaluminate and silica sulfuric acid under mild conditions

In this work, efficient procedures for benzylation of a range of aromatic compounds by benzyl acetate in the presence of catalytic amounts of 3-methyl-1-sulfonic acid imidazolium tetrachloroaluminate ([Msim]AlCl 4) or silica sulfuric acid (SSA) under mild conditions are described. Simple methodology, easy workup procedure, clean reaction and reusability of the catalyst are some advantages of this work. Georg Thieme Verlag Stuttgart New York.

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.

Heterogeneous phase alkylation of phenols making use of phase transfer catalysis and microwave irradiation

The benzylation of cresol was studied under liquid-liquid and solid-liquid phase transfer catalytic conditions. Microwave irradiation was useful only in the solid-liquid phase benzylations. Using acetonitrile as the solvent, the benzylations were fully O-selective, but complete conversions were obtained only in the presence of Cs2CO3. There was no need to use an onium salt. In the absence of solvent, an O-selectivity of ca. 90% could be obtained in the presence of an alkali carbonate and an onium salt. The optimum set of conditions was extended to the reaction of other phenol derivatives and alkylating agents.

Chemoselectivity in the microwave-assisted solvent-free solid-liquid phase benzylation of phenols: O- versus C-alkylation

The outcome of the solvent-free benzylation of phenol and 4-substituted phenols (such as 4-cresol and 4-chlorophenol) under MW irradiation was found to depend on the absence or presence of the base (K2CO3) and catalyst (triethylbenzy

Molecular iodine-catalyzed benzylation of arenes with benzyl alcohols

A novel molecular iodine-catalyzed benzylation of arenes with benzyl alcohols has been developed. The reaction can be carried out under mild conditions to afford a series of diarymethane derivatives in high yields and good regioselectivities.

Zirconia-modified superacid UDCaT-5: An efficient and versatile catalyst for alkylation reactions under solvent-free conditions

UDCaT-5, a modified version of zirconia, efficiently catalyzes alkylation of phenols with alcohols under environmentally safe, heterogeneous reaction conditions with high selectivity and in excellent yields. The high content present in UDCaT-5 with preservation of tetragonal phase of zirconia was responsible for the superactivity. Several phenolic compounds carrying either electron-sulfer releasing or electron-withdrawing substituents in the ortho, meta, and para positions afforded high yields of the products. Copyright Taylor & Francis Group, LLC.

Efficient and selective alkylation of arenes and heteroarenes with benzyl and allyl ethers using a Ir/Sn bimetallic catalyst

A high-valent heterobimetallic catalyst namely [Ir2(COD)2(SnCl3)2(Cl)2(μ-Cl)2] (5 mol %), or dual catalyst system of [Ir(COD)Cl]2 (1 mol %) and SnCl4 (4 mol %), promotes the benzylation or allylation of arenes and heteroarenes using ethers as the alkylating agents. An electrophilic mechanism is proposed from a Hammett correlation.