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C8136

Sigma-Aldrich

Chloranilic acid

≥98%

Synonym(s):

2,5-Dichloro-3,6-dihydroxy-2,5-cyclohexadiene-1,4-dione, 2,5-Dichloro-3,6-dihydroxy-p-benzoquinone, NSC 6108, NSC 97383

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About This Item

Empirical Formula (Hill Notation):
C6H2Cl2O4
CAS Number:
87-88-7
Molecular Weight:
208.98
Beilstein:
1875040
EC Number:
201-780-7
MDL number:
MFCD00001596
UNSPSC Code:
12352100
PubChem Substance ID:
57654044
NACRES:
NA.22

Assay

≥98%

form

powder

mp

≥300 °C (lit.)

SMILES string

OC1=C(Cl)C(=O)C(O)=C(Cl)C1=O

InChI

1S/C6H2Cl2O4/c7-1-3(9)5(11)2(8)6(12)4(1)10/h9,12H

InChI key

IPPWILKGXFOXHO-UHFFFAOYSA-N

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Application

Reactant involved in:
  • Acting as a proton donor in reactions studying dimensionality control
  • Synthesis of dimethylbipyridyl complexes
  • Synthesis of (nonylbenzimidazolylmethyl)benzene for preparation of neutral altitudinal rotor-shaped dirhenium metallacycles
  • Charge-transfer reactions with metoprolol tartrate
  • Salt formation with organic bases
  • Synthesis of osmium metalla-rectangles with anticancer activity

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Luis G Treviño-Quintanilla et al.
Journal of microbiology (Seoul, Korea), 49(6), 974-980 (2011-12-29)
Pentachlorophenol is the most toxic and recalcitrant chlorophenol because both aspects are directly proportional to the halogenation degree. Biological and abiotic pentachlorophenol degradation generates p-chloranil, which in neutral to lightly alkaline environmental conditions is hydrolyzed to chloranilic acid that present
M Walash et al.
Archives of pharmacal research, 27(7), 720-726 (2004-09-11)
Two Spectrophotometric procedures are presented for the determination of two commonly used H2-receptor antagonists, nizatidine (I) and ranitidine hydrochloride (II). The methods are based mainly on charge transfer complexation reaction of these drugs with either p-chloranilic acid (rho-CA) or 2
Cristina I C Silvestre et al.
Talanta, 79(4), 1177-1180 (2009-07-21)
A fully automated methodology was developed for the determination of the thyroid hormones levothyroxine (T4) and liothyronine (T3). The proposed method exploits the formation of highly coloured charge-transfer (CT) complexes between these compounds, acting as electron donors, and pi-acceptors such
Dong Guo et al.
Inorganic chemistry, 46(8), 3257-3274 (2007-03-21)
The synthesis, physical, and spectroscopic properties of a series of metal complexes bridged by the redox-active chloranilate ligand are described. Compounds containing the (CAcat,cat)4- ligand, where (CAcat,cat)4- represents the fully reduced aromatic form of chloranilate, have been prepared by two
Elmorsy Khaled
Talanta, 75(5), 1167-1174 (2008-07-01)
A simple, rapid and accurate method for the spectrophotometric determination of terfenadine has been developed. The proposed method based on the charge-transfer reactions of terfenadine, as n-electron donor, with 7,7,8,8-tetracyanoquinodimethane (TCNQ), tetracyanoethylene (TCNE), 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) or 2,5-dichloro-3,6-dihydroxy-1,4-benzoquinone (chloranilic acid, p-CLA)
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