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4,5-Dibromo-1,2-benzenediol is a chemical with a specific purpose. Lookchem provides you with multiple data and supplier information of this chemical.

2563-26-0

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2563-26-0 Usage

Uses

4,?5-?Dibromobenzene-?1,?2-?diol is a dye. Dyes and metabolites.

Synthesis

4,5-Dibromo-1,2-benzenediol is obtained by reacting catechol with Bromine in CCl4. Experimental procedure:In a 500mL three neck round bottom flask under nitrogen, equipped with a refluxcondenser, an addition funnel and a gas outlet connected to a bubbler filled with a 10%NaOH aqueous solution, was suspended catechol (136 mmol, 15.0 g, 1 eq.) in CCl4 (150mL). Bromine (272 mmol, 43.5 g, 2 eq.) diluted in CCla(20mL) was added dropwise at 0℃ over 4.5 h. The excess of bromine was neutralized with aqueous NaHSO4 (150mL,40% solution). The mixture was filtrated and the solids were dissolved in CCLa,washed with water and dried in vacuum. The obtained 4,5-dibromocatechol (30.2 g)was then recrystallized from CHCl3 (220 mL) to afford a white crystalline solid (22.5 g,62%).

Check Digit Verification of cas no

The CAS Registry Mumber 2563-26-0 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,5,6 and 3 respectively; the second part has 2 digits, 2 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 2563-26:
(6*2)+(5*5)+(4*6)+(3*3)+(2*2)+(1*6)=80
80 % 10 = 0
So 2563-26-0 is a valid CAS Registry Number.
InChI:InChI=1/C6H4Br2O2/c7-3-1-5(9)6(10)2-4(3)8/h1-2,9-10H

2563-26-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name 4,5-dibromobenzene-1,2-diol

1.2 Other means of identification

Product number -
Other names 4,5-dibromopyrocatechol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:2563-26-0 SDS

2563-26-0Relevant articles and documents

Surface supramolecular organization of a terbium(III) double-decker complex on graphite and its single molecule magnet behavior

Gonidec, Mathieu,Biagi, Roberto,Corradini, Valdis,Moro, Fabrizio,De Renzi, Valentina,Del Pennino, Umberto,Summa, Domenico,Muccioli, Luca,Zannoni, Claudio,Amabilino, David B.,Veciana, Jaume

, p. 6603 - 6612 (2011)

The two-dimensional self-assembly of a terbium(III) double-decker phthalocyanine on highly oriented pyrolitic graphite (HOPG) was studied by atomic force microscopy (AFM), and it was shown that it forms highly regular rectangular two-dimensional nanocryst

Helical self-assembly and nonlinear optical properties of optically active phthalocyanine derivatives bearing eight optically active diethyleneglycol mono-(S)-2-methylbutyl ether moieties on the β-position of the phthalocyanine ring

Tian, Jing,Jing, Lu,Ji, Lisha,Zhang, Congcong,Liu, Qingyun,Zhang, Xiaomei

, p. 22461 - 22468 (2013)

Two phthalocyanine derivatives with eight peripheral chiral diethyleneglycol mono-(S)-2-methylbutyl ether moieties on the β-position of the phthalocyanine ring were prepared from the tetramerization of corresponding phthalonitriles, promoted by organic ba

Revisiting the Ullman's Radical Chemistry for Phthalocyanine Derivatives

Fidan, Ismail,Luneau, Dominique,Ahsen, Vefa,Hirel, Catherine

supporting information, p. 5359 - 5365 (2018/02/09)

Phthalocyanine derivatives do not cease to gain attention due to their numerous properties and applications (e.g., sensor, PDT). This makes them a unique scaffold for the design of new material. In this context, we were interested to develop the synthesis of an imino nitroxide-substituted phthalocyanine by Ullman's procedure; a challenge due to the intrinsic low solubility of most phthalocyanine derivative in much solvents. To overcome this solubility problem, we designed a phthalocyanine with bulky neopentyl substituents in peripheral positions as counterpart to the imino nitroxide moieties. The imino nitroxide-substituted phthalocyanine was obtained by condensation of a monoformyl-substituted phthalocyanine with 2,3-bis(hydroxylamino)-2,3-dimethylbutane in refluxing THF–MeOH (2:1) mixture in the presence of p-toluenesulfonic acid monohydrate, follow by oxidation with PbO2. Characterization was performed by electrochemistry, UV/Vis and EPR spectroscopy in solution as well as SQUID in solid state.

Synthesis of phenylethynylbenzenes

-

Page/Page column 11, (2018/06/08)

A method of: reacting a dihydroxybenzene with bromine to form a bromodihydroxybenzene; reacting the bromodihydroxybenzene with trifluoromethanesulfonyl chloride or trifluoromethanesulfonic anhydride to form a bromotrifluoromethanesulfonatobenzene; and reacting the bromotrifluoromethanesulfonatobenzene with phenylacetylene to form a phenylethynylbenzene.

Co-delivery system of photo-responsive chemotherapeutic drug and preparation method thereof

-

Paragraph 0050; 0052; 0055, (2017/09/01)

The invention discloses a co-delivery system of a photo-responsive chemotherapeutic drug and a preparation method thereof. A prodrug is prepared through covalent linkage of a double branched type photosensitive carrier with o-nitrobenzyl as a structural u

Predominant effect of connecting atom and position of substituents on azomethine nitrogens' basicity in phthalocyanines

Cidlina, Antonin,Svec, Jan,Ludvová, Lucie,Kune?, Ji?í,Zimcik, Petr,Novakova, Veronika

, p. 1122 - 1133 (2016/12/16)

The basicity of azomethine nitrogens was studied on a series of phthalocyanines (Pcs) that differed in a position of substituent, i.e. peripherally (β-series) and non-peripherally substituted Pcs (a-series), and in a type of substituent (alkylsulfanyl, alkyloxy or alkyl). Appropriate 3,6-or 4,5-disubstituted phthalonitriles were prepared either by nucleophilic substitution or by Negishi coupling. Target zinc Pcs were synthesized by Linstead method. The basicity was studied by the mean of absorption and 1H NMR spectroscopies in chloroform upon titration with trifluoroacetic acid. Equilibrium constants (log K) indicated significant difference within the series. Basicity decreased as follows: α-alkyloxy > α-alkylsulfanyl > β-alkyloxy > β-alkyl > β-alkylsulfanyl ~ α-alkyl with log K higher than 7 down to 2.6 M-1. Increased basicity of a-alkyloxy and a-alkylsulfanyl Pcs is caused by the stabilization of trapped hydrogen at azomethine nitrogen via hydrogen bonding and van der Waals interactions, respectively. The basicity of b-series clearly correlated with the electronic effects of substituents. 1H NMR studies confirmed the possibility of the weak bonding interactions in a-alkyloxy and α-alkylsulfanyl Pcs, however, the position of the 1H NMR signal of azomethine-NH proton was even more influenced by the electronic effects of present substituents than by the weak interactions.

A double branched photosensitive prodrug: Synthesis and characterization of light triggered drug release

Liu, Wei,Liang, Li,Lo, Pik Kwan,Gou, Xiao Jun,Sun, Xiao Hua

, p. 959 - 963 (2016/02/05)

A novel oNB based, double branched photosensitive prodrug 1, and a biphenyl counterpart 2 were designed and synthesized. Their photo-triggered drug release properties were studied by HPLC and UV-vis spectra. The isobestic points in UV-vis spectra of prodr

THERAPEUTIC CATECHOLS

-

Paragraph 0086; 0087; 0088, (2015/11/30)

The invention provides compounds of formula I: and salts thereof wherein R1-R4 have any of the meanings defined in the specification, as well as pharmaceutical compositions comprising the compounds or salts, and methods for their use

Pd-catalyzed direct arylation approach to the 6H-dibenzo[c,h]chromenes: Total synthesis of arnottin I

De, Subhadip,Chaudhuri, Saikat,Mishra, Sourabh,Mamtani, Himanshu,Bisai, Alakesh

, p. 1871 - 1884 (2014/01/17)

An efficient synthesis of 6H-dibenzo[c,h]chromenes has been achieved from 2-bromobenzyl-α-naphthyl ethers via a Pd-catalyzed Intramolecular direct-arylation using easily available Pd(PPh3)4 or Pd(OAc)2/PPh3 at elevated temperature. The reaction affords biaryl-coupling products in good to excellent yields in 6-9 h (up to 94% yields). A tentative mechanism has been proposed to understand the reaction pathway. Applying the methodology, a straightforward and concise total synthesis of arnottin I has been demonstrated by converting the biaryl-coupling products to the 6H-benzo[d]naphtho[1,2-b]pyran-6-one using pyridinium chlorochromate (PCC) mediated oxidation.

Regioselective and high-yielding bromination of phenols and anilins using N-bromosaccharin and amberlyst-15

Baharfar,Alinezhad,Azimi,Salehian

experimental part, p. 863 - 865 (2012/04/23)

A regioselective and facile conversion method for bromination of anilines and phenols using N-bromosaccharine in the presence of a catalytic amount of Amberlyst-15 lead to enhancement of the reaction rate and yielded brominated products in good to excellent yields and short reaction times.

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