35168-64-0

Basic information

• Product Name: 3,6-BIS(BROMOMETHYL)DURENE
• Synonyms: 1,4-BIS(BROMOMETHYL)-2,3,5,6-TETRAMETHYLBENZENE;3,6-BIS(BROMOMETHYL)DURENE;2,3,5,6-Tetramethyl-1,4-bis(bromomethyl)benzene;3,6-Bis(bromomethyl)-2,3,5,6-Tetramethylbenzene;1,4-Bis(bromomethyl)durene;Bis(bromomethyl)durene;p-Bis(bromomethyl)durene
• CAS NO: 35168-64-0
• Molecular Formula: C₁₂H₁₆Br₂
• Molecular Weight: 320.06
• EINECS: 252-414-8
• Mol File: 35168-64-0.mol
• Article Data: 16

Chemical Properties

• Melting Point: 215℃
• Boiling Point: 353℃
• Flash Point: 195℃
• Appearance: /
• Density: 1.498
• Vapor Pressure: 7.35E-05mmHg at 25°C
• Refractive Index: 1.577
• CAS DataBase Reference: 3,6-BIS(BROMOMETHYL)DURENE(CAS DataBase Reference)
• NIST Chemistry Reference: 3,6-BIS(BROMOMETHYL)DURENE(35168-64-0)
• EPA Substance Registry System: 3,6-BIS(BROMOMETHYL)DURENE(35168-64-0)

Safety Data

• RIDADR: 1759
• Hazardous Substances Data: 35168-64-0(Hazardous Substances Data)

Usage

General Description

3,6-Bis(bromomethyl)durene is a chemical compound that belongs to the class of aromatic hydrocarbons. It consists of a durene molecule, which is a type of hydrocarbon with four methyl groups attached to the benzene ring. In 3,6-Bis(bromomethyl)durene, two of the hydrogen atoms on the benzene ring are substituted with bromomethyl groups. This makes the compound a brominated derivative of durene. It is commonly used as a building block in organic synthesis, particularly in the production of polymers and materials with flame-retardant properties. Additionally, it is also used in the manufacturing of specialty chemicals and pharmaceutical intermediates. The bromomethyl groups in the compound make it reactive and useful for various chemical reactions and applications.

InChI:InChI=1/C12H16Br2/c1-7-8(2)12(6-14)10(4)9(3)11(7)5-13/h5-6H2,1-4H3

Upstream product

• 50-00-0 formaldehyd 
• 95-93-2 1,2,4,5-tetramethylbenzene 

Downstream Products

• 150059-48-6 13,14,16,17-Tetramethyl-N,N',N''-tritosyl-2,6,10-triaza<11>paracyclophane 
• 150059-50-0 16,17,19,20-Tetramethyl-N,N',N'',N'''-tetratosyl-2,6,9,13-tetraaza<14>paracyclophane 
• 150059-49-7 14,15,17,18-Tetramethyl-N,N',N'',N'''-tetratosyl-2,5,8,11-tetraaza<12>paracyclophane 
• 1675-71-4 2,3,5,6-tetramethylphenylene-1,4-diacetonitrile 
• 172606-24-5 1,1'-[(2,3,5,6-tetramethylbenzene-1,4-diyl)dimethanediyl]bis(3,5-dimethyl-1H-pyrazole) 
• 15657-67-7 2,3,5,6-Tetramethyl-1,4-benzenediacetic Acid 
• 15657-69-9 1,4-Bis(2-hydroxyethyl)-2,3,5,6-tetramethylbenzene 
• 105537-29-9 1,4-Bis(2-mercaptoethyl)-2,3,5,6-tetramethylbenzene 
• 105537-28-8 1,4-Bis(2-bromoethyl)-2,3,5,6-tetramethylbenzene 
• 18773-19-8 (4-Methoxycarbonylmethyl-2,3,5,6-tetramethyl-phenyl)-acetic acid methyl ester 

Relevant articles and documents

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.

Preparation, crystal structures and conformations of six complexes based on 1,4-bis(benzimidazol-1-ylmethyl)-2,3,5,6-tetramethylbenzene

Reaction of ligands (L or LA) with metal salts affords six new metal complexes {[Mn(L)3](ClO4)2}n (1), [Cu(L)(SO4)(H2O)]·1.5H2O (2), [Co(L)(LA)(CH3OH)2]·2CH3OH (3), [Co(L)(DMF)(NO3)2]n (4), [Cd(L)(DMF)(NO3)2]n (5) and [Cu(L)(DMF)(NO 3)2]n (6) (L = 1,4-bis(benzimidazol-1-ylmethyl) -2,3,5,6-tetramethylbenzene, LA = fumarate). These complexes are structurally characterized by X-ray diffraction analyses. Analyses of crystal structures of complexes 1 and 2 show that 2D layers with metallomacrocycles are formed via ligand L and metal atoms (Mn(ii) for 1 and Cu(ii) for 2). The 2D layer with metallomacrocycles in complex 3 is formed via ligand L, fumarate groups and Co(ii) atoms. 1D polymeric chains in complexes 4-6 are formed via ligand L and metal atoms (Co(ii) for 4, Cd(ii) for 5 and Cu(ii) for 6). In the crystal packing of complexes 1-6, 3D supramolecular frameworks are formed via intermolecular weak interactions, including π-π interactions and C-H...π contacts. π-π interactions between benzimidazole rings are compared. The conformations of metal complexes based on dibenzimidazolyl bidentate ligands with flexible or semi-rigid linkers are described and compared. Additionally, the fluorescence emission spectra of ligand L and metal complexes and the magnetic properties of complexes 2-4 are reported. This journal is the Partner Organisations 2014.

Refining the model to design α-chymotrypsin superactivators: The role of the binding mode of quaternary ammonium salts

A number of quaternary ammonium salts with bulky hydrophobic moieties are known to provoke the superactivation of α-chymotrypsin (α-CT) in aqueous solution. In particular, benzyl-substituted ammonium and dicationic ammonium-based salts have recently emerged as promising classes of compounds to induce α-CT superactivation and stabilization. Preliminary in silico modelling suggested the α-CT residue tryptophan 215 to be the major anchor point of these additives. In order to achieve a broader knowledge of the enzyme-additive interactions and to validate the modelling studies, new ammonium-based additives were designed and tested. The hydrophobic interaction resulted in being critical to improving superactivation, with [(2,3,5,6-tetramethyl-p-phenylene)dimethylene]bis[triethylammonium bromide] (bisEDuEAB) resulting as the most effective quaternary ammonium superactivating agent studied so far. Finally, a general agreement between in silico outcomes and kinetic parameters was observed, and data interpretation is discussed based on the proposed α-CT/additive binding modes. This journal is

Cyclic bis-benzimidazole hexafluorophosphate compound as well as preparation method and application thereof

The invention discloses a preparation method of a cyclic bis-benzimidazole hexafluorophosphate compound and application thereof. The preparation method comprises the following steps: taking 2,3,5,6-tetramethylbenzene as a raw material in an organic solvent, and reacting with paraformaldehyde, glacial acetic acid, concentrated sulfuric acid and potassium bromide so as to obtain 1,4-bisbromomethyl-2,3,5,6-tetramethylbenzene; reacting with benzimidazole to obtain an intermediate (Y), reacting with 1,8-bis(2-bromoethoxy) anthraquinone so as to obtain a bromide (1) of a cyclic bis-benzimidazole salt; and exchanging the cyclic bis-benzimidazole salt and hexafluorophosphate, thereby obtaining the cyclic bis-benzimidazole hexafluorophosphate compound (2). The cyclic bis-benzimidazole hexafluorophosphate compound disclosed by the invention has the advantages of being simple in preparation and obvious in fluorescent sensitization effect, can be used for manufacturing a fluorescent molecular recognition system and is mainly applied to the technical field of fluorescent recognition.