14753-51-6

Basic information

• Product Name: 2,5-DIBROMOHYDROQUINONE
• Synonyms: 2,5-DIBROMOHYDROQUINONE;2,5-Dibromo-1,4-benzenediol;2,5-Dibromobenzene-1,4-diol;2,5-Dibromohydroquine;2,5-Dibromoquinol;2,5-DibroMohydroquinone 97%;1,4-Benzenediol,2,5-dibromo-
• CAS NO: 14753-51-6
• Molecular Formula: C₆H₄Br₂O₂
• Molecular Weight: 267.9
• Product Categories: Alcohols;Monomers;Polymer Science
• Mol File: 14753-51-6.mol
• Article Data: 39

Chemical Properties

• Melting Point: 191-194 °C
• Boiling Point: 283.4°Cat760mmHg
• Flash Point: 125.2°C
• Appearance: /
• Density: 2.257g/cm³
• Vapor Pressure: 0.00185mmHg at 25°C
• Refractive Index: 1.69
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: Soluble in methanol
• PKA: 7.90±0.23(Predicted)
• CAS DataBase Reference: 2,5-DIBROMOHYDROQUINONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-DIBROMOHYDROQUINONE(14753-51-6)
• EPA Substance Registry System: 2,5-DIBROMOHYDROQUINONE(14753-51-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 14753-51-6(Hazardous Substances Data)

Usage

Chemical Properties

Class white to Gray Crystal

Uses

It is an important pharmaceutical intermediate.

InChI:InChI=1/C6H4Br2O2/c7-3-1-5(9)4(8)2-6(3)10/h1-2,9-10H

Upstream product

• 3958-82-5 2-bromo-1,4-benzoquinone 
• 7726-95-6 bromine 
• 64-19-7 acetic acid 
• 106-51-4 p-benzoquinone 
• 67-66-3 chloroform 
• 10035-10-6 hydrogen bromide 
• 7732-18-5 water 
• 123-31-9 hydroquinone 
• 75-77-4 chloro-trimethyl-silane 
• 97088-22-7 ((2,5-dibromo-1,4-phenylene)bis(oxy))bis(trimethylsilane) 
• 110-87-2 3,4-dihydro-2H-pyran 
• 1633-14-3 2,5-dibromo-1,4-benzoquinone 
• 583-69-7 2-bromobenzene-1,4-diol 
• 150-78-7 1,4-dimethoxybezene 

Downstream Products

• 128915-84-4 1,4-Dibromo-2,5-di-n-butoxybenzene 
• 174215-82-8 2,5-dibromo-4-(10-bromodecyloxy)phenol 
• 97088-24-9 1,4-dibromo-2,5-bis(methoxymethoxy)benzene 
• 52251-31-7 1,4-Bis-(10-bromdecyloxy)-2,5-dibrombenzol 
• 195990-17-1 2-(2,5-dibromo-4-(tetrahydro-2H-pyran-2-yloxy)phenoxy)tetrahydro-2H-pyran 
• 1633-14-3 2,5-dibromo-1,4-benzoquinone 
• 40101-03-9 2,5-dibromohydroquinone diacetate 
• 919367-04-7 1,4-dibromo-2,5-bis(11-(tert-butoxycarbonyl)-3,6,9-trioxahendecyloxy)benzene 
• 634585-49-2 4-benzyloxy-2,5-dibromophenol 
• 6995-79-5 cyclohexane-1,4-diol 
• 931-71-5 cis-1,4-cyclohexanediol 
• 945624-63-5 2,5-bis((2-ethylhexyl)oxy)-4-bromobenzaldehyde 
• 90766-78-2 2,5-dibromo-1,4-phenylenedioxydiacetic acid 
• 928853-15-0 2,2'-(2,5-bis((2-ethylhexyl)oxy)-1,4-phenylene)dithiophene 

Relevant articles and documents

Highly selective ensembles for D-fructose based on fluorescent method in aqueous solution

Three highly sensitive and selective switches for monosaccharides were composed by anionic polyelectrolyte PPPSO3Na and cationic viologen quencheres BBVs. The sensing processes of three ensembles (PPPSO 3Na/o-BBV, PPPSO3Na/m-BBV and PPPSO3Na/p-BBV) to common seven monosaccharides have been determined by fluorescence spectra at pH 7.4 buffer solution. The results show that the three sensing ensembles all embody higher selectivity and sensitivity for d-fructose with reversible "on-off-on" fluorescence response. The research results can provide a new mode for developing highly selective probes.

A highly sensitive water-soluble system to sense glucose in aqueous solution

A glucose sensing switch is formed by water soluble conjugated polymer (PP-S-BINOL) and boronic acid-functionalized benzyl viologen (o-BBV). The two-component system shows a high sensitivity for glucose sensing with a 17-fold increase in the fluorescence intensity in the presence of 100 mM glucose.

Chirality Induction through Nano-Phase Separation: Alternating Network Gyroid Phase by Thermotropic Self-Assembly of X-Shaped Bolapolyphiles

The single gyroid phase as well as the alternating double network gyroid, composed of two alternating single gyroid networks, hold a significant place in ordered nanoscale morphologies for their potential applications as photonic crystals, metamaterials and templates for porous ceramics and metals. Here, we report the first alternating network cubic liquid crystals. They form through self-assembly of X-shaped polyphiles, where glycerol-capped terphenyl rods lie on the gyroid surface while semiperfluorinated and aliphatic side-chains fill their respective separate channel networks. This new self-assembly mode can be considered as a two-color symmetry-broken double gyroid morphology, providing a tailored way to fabricate novel chiral structures with sub-10 nm periodicities using achiral compounds.

Diels-Alder trapping of in situ generated dienes from 3,4-dihydro-2H-pyran with p-quinone catalysed by p-toluenesulfonic acid

This comprehensive study portrays that p-toluenesulfonic acid is a more efficient catalyst for the reaction between p-quinones and 3,4-dihydro-2H-pyran, than the Lewis acids. The products were accomplished by the Diels-Alder cycloaddition reaction and their mechanistic pathways have been formulated. The impact of C2 and C2,5 substituents of the p-quinones on the cycloaddition reaction has been explored. Remarkably, it is the first report to explore this kind of in situ generated diene for the Diels-Alder cycloaddition reaction.

Reversible "off-on" fluorescent probe for anions based on a facile two-component ensemble

A specific fluorescent switch for anions was successfully constructed. The novel sensing switch is a two-component ensemble, which was combined using a water-soluble conjugated polyelectrolyte and a boronic acid functionalized pyridine salt. In the ensemble, the polyelectrolyte is used as a fluorescent signal unit, and the pyridine boronic acid acts as receptor and quencher. The two-component ensemble shows a fluorescence reversible "off-on" response toward cyanide and phosphate anions based on different binding ways. Furthermore, the facile design and construction of this ensemble presents a novel opportunity for obtaining an efficient and practical probe.

Synthesis of PPP-b-PS block copolymers using a combination of Suzuki-polycondensation and nitroxide-mediated radical polymerization

The synthesis of π-conjugated Nitroxide-Mediated Radical Polymerization (NMRP)-macroinitiators by Suzuki-polycondensation in a one-step reaction has been investigated using conventional and microwave-heating in presence of a suitable terminating agent. Alkoxyamine-functionalized poly(para-phenylene)s were initially synthesized by Suzuki-polycondensation and then its block copolymer with styrene by NMRP. Molecular weight and molecular weight distribution of the polymers have been determined in SEC-measurements, while end-group determination was performed with MALDI-ToF-MS. Thin-layer-morphologies of the block copolymers were investigated using tapping-mode AFM.

Preparation of bis-Benzyne Precursor 2,5-bis(Trimethylsilyl)-1,4-Phenylene bis(Trifluoromethanesulfonate)

-

Detection of Picric Acid by Terpy-Based Metallo-Supramolecular Fluorescent Coordination Polymers in Aqueous Media

The synthesis of two linear terpy-based metallo-supramolecular fluorescent coordination polymers through 1∶1 complexation of Zn2+ and Cd2+ ions with ditopic terpyridine ligand was reported. The dispersibility of P1 and P2 was significantly improved in organic solvent and water through the introduction of hydrophilic oligo-ethyoxy side chain. Two polymers displayed yellow light emission both in solution and the solid state due to the intra-ligand charge transfer (ILCT) between the d10 metal ions and the conjugated spacer unit. These coordination polymers were explored as fluorescent chemosensors for detecting picric acid in aqueous media, displaying high sensitivity and good selectivity. In addition, test strips were prepared from these polymers and exhibited the practical potential of detecting the NACs pollutants in the outdoor water for public safety and security.