4761-00-6

Usage

Uses

Used in Organic Synthesis:
2-(Bromomethyl)-1,3,5-trimethylbenzene is used as a reactant for various organic reactions and synthesis processes. Its presence of a bromomethyl group allows for a wide range of chemical transformations, such as nucleophilic substitution, cross-coupling reactions, and palladium-catalyzed reactions. This versatility makes it a valuable intermediate in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-(Bromomethyl)-1,3,5-trimethylbenzene is used as a key intermediate in the synthesis of various drug molecules. Its unique structure allows for the creation of complex molecular architectures that can target specific biological pathways, leading to the development of novel therapeutic agents.
Used in Agrochemical Industry:
Similarly, in the agrochemical industry, 2-(Bromomethyl)-1,3,5-trimethylbenzene is employed as a building block for the synthesis of new pesticides and herbicides. Its ability to participate in various organic reactions enables the development of innovative compounds with improved efficacy and selectivity.
Used in Specialty Chemicals:
2-(Bromomethyl)-1,3,5-trimethylbenzene is also utilized in the production of specialty chemicals, such as dyes, fragrances, and polymer additives. Its reactivity and structural features contribute to the creation of unique chemical entities with specific properties, catering to the needs of various industries.

InChI:InChI=1/C10H13Br/c1-7-4-8(2)10(6-11)9(3)5-7/h4-5H,6H2,1-3H3

Upstream product

• 4170-90-5 2,4,6-trimethylbenzyl alcohol 
• 4709-84-6 bis-(2,4,6-trimethyl-benzyl)-ether 
• 13057-17-5 bromethyl methyl ether 
• 108-67-8 1,3,5-trimethyl-benzene 
• 110-88-3 1,3,5-Trioxan 
• 938-18-1 mesitylene-2-carboxylic acid chloride 
• 2633-66-1 2-mesitylmagnesium bromide 
• 50-00-0 formaldehyd 

Downstream Products

• 91475-77-3 N-(2,4,6-trimethylbenzyl)phenylamine 
• 87742-37-8 N-(2,4,6-trimethylbenzyl)acridan 
• 84629-40-3 2-Methyl-5-(2,4,6-trimethylbenzyl)furan 
• 487-68-3 mesytaldehyde 
• 260273-05-0 (2S,3S)-4-bis(2,4,6-trimethylbenzyl)amino-2,3-O-isopropylidenebutane-1,2,3-triol 
• 4170-90-5 2,4,6-trimethylbenzyl alcohol 
• 634193-86-5 1-[(1-methylethyl)thio]-1-[(2,4,6-trimethylphenyl)methyl]benzimidazole 
• 917240-71-2 2-amino-6-chloro-N-7-(2,4,6-trimethylbenzyl)purine 

Relevant academic research and scientific papers

Synthesis, molecular docking, and in silico ADMET studies of 4-benzyl-1-(2,4,6-trimethyl-benzyl)-piperidine: Potential Inhibitor of SARS-CoV2

Nowadays, over 200 countries face a wellbeing emergency because of epidemiological disease COVID-19 caused by the SARS-CoV-2 virus. It will cause a very high effect on the world's economy and the worldwide health sector. The present work is an investigati

Experimental and theoretical studies of 2-Mercaptobenzothiazole with 2-Bromomethylmesitylene and 1,4-Bis(bromomethyl)durene

Biologically important 2-(2,4,6-trimethylbenzylthio)benzo[d]thiazole[BTM1] and 2-(4-((benzo[d]thiazol-2-ylthio)methyl)-2,3,5,6-tetramethylbenzylthio)benzo[d]thiazole [BTD2] were synthesized and characterised using FT-IR, NMR and single-crystal XRD (SCXRD). SCXRD revealed that both compounds were crystallized as a triclinic system and were associated through weak intermolecular interactions like H-bondings (CH…N, sp3-, and sp2-CH…π), π-π stackings and Vander Waals interactions. These weak intermolecular interactions in BTM1 and BTD2 were studied using Crystal Explorer and Gaussian. The interaction of title compounds with epidermal growth factor receptor (EGFR)tyrosine kinase protein was performed using AutoDock Vina. Molecular docking study revealed an efficient interaction of compounds with the protein resulting in good anti-cancer activity. DNA binding studies were explored against calf thymus (CT) DNA using a spectrophotometric titration method and was found that benzothiazole compounds showed hyperchromism and good binding efficiency. In-vitro anti-microbial activities against some bacterial and fungal strains were investigated. BTM1exhibited a better inhibition against bacterial (Bacillus subtilis and Staphylococcus aureus) and fungal (Aspergillus niger) strains than BTD2.

Synthesis of new bipyridine N,N′-dioxides and their application in asymmetric allylation of benzaldehyde and aldol addition to acetophenone

Abstract: Two methods for the synthesis of new axially chiral bipyridine N,N′-dioxides based on catalytic [2+2+2] cyclotrimerization of diynes with nitriles were developed. The N,N′-dioxides were used as catalysts in enantioselective allylation of benzaldehyde with allyltrichlorosilane and aldol reaction of trichlorosilyl ketene acetal of methyl acetate with acetophenone. Graphical abstract: [Figure not available: see fulltext.].

Organo-Cation Catalyzed Asymmetric Homo/Heterodialkylation of Bisoxindoles: Construction of Vicinal All-Carbon Quaternary Stereocenters and Total Synthesis of (-)-Chimonanthidine

A novel chiral spirocyclic amide (SPA)-derived triazolium organocatalyst has been designed and demonstrated to effect asymmetric homo- and heterodialkylations of various bisoxindoles, enabling enantioselective construction of vicinal all-carbon quaternary stereocenters. These reactions feature excellent enantio- and diastereoselectivities (up to 99% ee and >20:1 dr) as well as good to high yields (up to 89% over two steps). As an application of this methodology, the first asymmetric total synthesis of (-)-chimonanthidine has been achieved.

Application of novel multi-cationic ionic liquids in microwave assisted 2-amino-4H-chromene synthesis

Novel multi-cationic ionic liquids containing a mesitylene backbone with acetate and methane sulphonate anions have been synthesized. These ionic liquids were used for the synthesis of 2-amino-4H-chromenes under microwave heating. The effects of nature and amount of ionic liquids on the yield and reaction time were thoroughly investigated. The ionic liquids showed a considerable level of reusability without a significant decrease in catalytic activity. We have successfully combined the advantages of microwave technology with ionic liquids to facilitate the rapid construction of chromene skeletons from readily obtainable and inexpensive materials via a multicomponent strategy.

P(NMe2)3-Mediated Umpolung Alkylation and Nonylidic Olefination of α-Keto Esters

A commercial phosphorus-based reagent (P(NMe2)3) mediates umpolung alkylation of methyl aroylformates with benzylic and allylic bromides, leading to either Barbier-type addition or ylide-free olefination products upon workup. The reaction sequence is initiated by a two-electron redox addition of the tricoordinate phosphorus reagent with an α-keto ester compound (Kukhtin-Ramirez addition). A mechanistic rationale is offered for the chemoselectivity upon which the success of this nonmetal mediated C-C bond forming strategy is based.

Rasta resin-triphenylphosphine oxides and their use as recyclable heterogeneous reagent precursors in halogenation reactions

Heterogeneous polymer-supported triphenylphosphine oxides based on the rasta resin architecture have been synthesized, and applied as reagent precursors in a wide range of halogenation reactions. The rasta resin-triphenylphosphine oxides were reacted with either oxalyl chloride or oxalyl bromide to form the corresponding halophosphonium salts, and these in turn were reacted with alcohols, aldehydes, aziridines and epoxides to form halogenated products in high yields after simple purification. The polymersupported triphenylphosphine oxides formed as a byproduct during these reactions could be recovered and reused numerous times with no appreciable decrease in reactivity.

Synthesis of 2,2-dimethyl-3-(3-methyl phenyl)propanal and its derivatives

An alternative approach to the synthesis of 2,2-dimethyl-3-(3-methylphenyl) propanal and its derivatives was described. 2,2-Dimethyl-3-(3-methylphenyl) propanal and its derivatives were obtained in middle yields from various substituted alkylaromtics, via bromination and alkylation. Its feature of fragrance was green, reminiscent of leaves, with flowery-aldehydic aspects. Copyright

Rhodium-catalyzed cross-coupling reaction of arylboronates and diazoesters and tandem alkylation reaction for the synthesis of quaternary r,r-heterodiaryl carboxylic esters

A rhodium-catalyzed one-pot three-component coupling reaction was developed for the synthesis of quaternary α,α-heterodiaryl carboxylic esters. This reaction involves cross-coupling of the arylrhodium(I) complexes with R-aryldiazoacetates to form oxa-π-al

Palladium-catalyzed cross coupling reaction of benzyl bromides with diazoesters for stereoselective synthesis of (E)-α,β-diarylacrylates

(Chemical Equation Presented) A Pd-catalyzed cross-coupling reaction of benzyl bromides with α-aryldiazoesters is described, and E-α,β-diarylacrylates were obtained in good yields and excellent E-to-Z selectivity (>20:1).