56759-60-5

Usage

Uses

Used in Wood Preservation Industry:
2,4,6-tribromo-3,5-dimethylphenol is used as a preservative for wood, providing protection against decay and insects. Its antimicrobial properties help in maintaining the integrity and longevity of wooden structures.
Used in Pharmaceutical Industry:
2,4,6-tribromo-3,5-dimethylphenol is used as a disinfectant in pharmaceuticals, contributing to the prevention of microbial contamination in various medicinal products.
Used in Cosmetic Industry:
2,4,6-tribromo-3,5-dimethylphenol is used as an ingredient in antiseptic creams, where its antimicrobial properties help in preventing infections and promoting wound healing.
However, it is important to note that 2,4,6-tribromo-3,5-dimethylphenol has been found to be toxic to aquatic organisms, leading to its restriction or ban in certain countries due to potential environmental and health hazards. This highlights the need for careful consideration and regulation in its use across different industries.

Upstream product

• 108-68-9 3,5-Dimethylphenol 
• 19447-02-0 1-(2,6-dimethyl-4-methoxyphenyl)ethanol 
• 92516-19-3 2-Ethoxy-2-(4-methoxy-2,6-dimethyl-phenyl)-acetamide 
• 92516-26-2 Acetic acid cyano-(4-methoxy-2,6-dimethyl-phenyl)-methyl ester 
• 92516-20-6 Ethoxy-(4-methoxy-2,6-dimethyl-phenyl)-acetic acid methyl ester 
• 2320-30-1 3,5-dimethylcyclohexanone 
• 7726-95-6 bromine 
• 1123-09-7 3,5-dimethyl-2-cyclohexen-1-one 
• 108-69-0 3,5-dimethylaminoaniline 

Downstream Products

• 92516-42-2 2,4,6-tribromo-3,5-dimethylmethoxybenzene 
• 95111-45-8 2,4,6-tribromo-3,5-dimethyl-4-nitrocyclohexa-2,5-dienone 
• 87405-27-4 2,6-dibromo-3,5-dimethyl-1,4-benzoquinone 
• 854662-48-9 3,5-dibromo-1,4-dimethoxy-2,6-dimethylbenzene 
• 854399-70-5 1-acetoxy-2,6-dibromo-4-diacetylamino-3,5-dimethyl-benzene 
• 872275-58-6 2,6-dibromo-3,5-dimethyl-hydroquinone 
• 856351-98-9 4-amino-2,6-dibromo-3,5-dimethyl-phenol 
• 855411-75-5 2,4,6-tribromo-4-chloro-3,5-dimethyl-cyclohexa-2,5-dienone 
• 855411-61-9 2-bromo-4,4,6-trichloro-3,5-dimethyl-cyclohexa-2,5-dienone 
• 736074-26-3 2,6-dibromo-3,5-dimethyl-4-nitro-phenol 

Relevant academic research and scientific papers

Nuclear versus side-chain bromination of 4-methoxy toluene by an electrochemical method

GRAPHICAL ABSTRACT The electrochemical bromination of 4-methoxy toluene by two-phase electrolysis yields 3-bromo 4-methoxy toluene at first, which subsequently undergoes side-chain bromination to give 3-bromo 4-methoxy benzyl bromide as a final product in 86% yield. The two-phase electrolysis consists of 25-50% NaBr as aqueous electrolyte and CHCl3 containing aromatic compound as organic phase. The reaction temperature is maintained at 10-25 °C. The probable orientation of bromine atom in an alkyl aromatic compound (nuclear versus side chain) is explained from the experimental result.

Electrochemical method for the preparation of dibromomethyl, bis(bromomethyl), and bis(dibromomethyl) arenes

Electrochemical bromination of alkyl aromatic compounds by two-phase electrolysis yields the corresponding α,α-dibrominated products. The reaction has been carried out in a single-compartment electrochemical cell using aqueous sodium bromide (40-50%), containing a catalytic amount of HBr as electrolyte, and chloroform, containing an alkyl aromatic compound, as the organic phase with a Pt plate as anode at 10-15C. Two-phase electrolysis results in high yields (70-90%) of dibromomethyl, bis(bromomethyl), and bis(dibromomethyl) arenes, depending upon the charge passed.

Vanadium-catalyzed oxidative aromatization of 2-cyclohexenones under molecular oxygen

An efficient catalytic oxidative aromatization of 2-cyclohexenones was achieved by a combination of a commercially available inexpensive ligand-free vanadium catalyst, a bromide source, and an acid under atmospheric oxygen to afford the corresponding phenol derivatives. This catalytic oxidative aromatization proceeded even under air. Furthermore, a gram-scale reaction was performed successfully.

Phase-Vanishing Methodology for Efficient Bromination, Alkylation, Epoxidation, and Oxidation Reactions of Organic Substrates

(Matrix presented) In cases where both reactants in a phase-vanishing reaction are less dense than the fluorous phase, an alternative to the U-tube method is to employ a solvent with greater density than the fluorous phase, such as 1,2-dibromoethane. This modification has been successfully applied to the methylation of a phenol derivative with dimethyl sulfate and to the m-CPBA-induced epoxidation of alkenes, N-oxide formation from nitrogen-containing compounds, and S-oxide or sulfone formation from organic sulfides.

Understanding solid/solid organic reactions

The concept of an organic reaction between two macroscopic solid particles is investigated. Thus, we study several reactions that have been recently reported to proceed "in the solid phase" and clearly show that, in most cases, grinding the two solid reactants together results in the formation of a liquid phase. This is true both for catalytic transformations (e.g., aldol condensations and oligomerization of benzylic compounds) and for noncatalytic reactions (Baeyer - Villiger oxidations, oxidative coupling of naphthols using iron chloride, condensation of amines and aldehydes to form azomethines, homo-etherification of benzylic alcohols using p-toluenesulfonic acid, and nuclear aromatic bromination with NBS). This liquefaction implies the existence of a eutectic mixture with Tfusion below ambient temperature (although both reagents have higher than ambient melting points). In cases where heating is required, it is again clear that a phase change (from solid to liquid) occurs, explaining the observed reaction kinetics. On the basis of 19 experimental examples, we discuss the possibility of solid-phase organic reactions and the implications of these findings to the reaction between two solid reagents. A general description of such reactive systems is proposed, based on a consideration of the potential for eutectic (or peritectic) formation between the constituents of the liquid phases that arise during the process of mechanical mixing of the solid reagents and products.

Solid-state Nuclear Bromination of Some Phenols by N-Bromosuccinimide

Treatment of crystalline dimethylphenols and hydroquinones with N-bromosuccinimide leads rapidly and regioselectively to ring-substituted products.

Hindered organoboron groups in organic chemistry. 27. Preparations and some properties of alkylbis(2,6-dimethyl-4-methoxyphenyl)boranes ((DMP)2BR)

Akylbis(2,6-dimethyl-4-methoxyphenyl)boranes ((DMP)2BR) have been synthesized in an attempt to overcome the limitations of the steric hindrance approach to the production of boron stabilised carbanions. Anion production from (DMP)2BR, followed by alkylations and condensations with aldehydes are reported. Reduction of (DMP)2F with potassium hydride yields the corresponding hydroborate. Attempts to isolate (DMP)2BH were unsuccessful but the borane was readily trapped with alkynes, yielding alkenylboranes. The allyl derivative, (DMP)2BAllyl, was made and some of its reactions were investigated.

Halogenation Using Quaternary Ammonium Polyhalides. IV. Selective Bromination of Phenols by Use of Tetraalkylammonium Tribromides

Reaction of phenols with calculated amounts of benzyltrimethylammonium tribromide or tetrabutylammonium tribromide in dichloromethane-methanol for 0.5-1 h under mild conditions gave, selectively, the objective mono-, di-, or tribromophenols in good yields.

Bromination of 2,6-Dimethyl-4-methoxybenzyl Alcohol Derivatives

The reaction of 2,6-dimethyl-4-methoxybenzyl alcohols, ethyl ethers, and acetates, possessing electrondonating and -withdrawing groups at the benzylic position, with bromine water was studied at different temperatures.The reaction was strongly affected by the electronegativity of a benzyl substituent to afford bromination products of aromatic nuclei and 2,4-dibromo-3,5-dimethylmethoxybenzene along with 2,4,6-tribromo derivatives formed by the cleavage of C-C bond.