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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:
Molecular Weight:
208.98
Beilstein/REAXYS Number:
1875040
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificates of Analysis (COA)

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Moamen S Refat et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 75(2), 745-752 (2009-12-19)
Electron donor-acceptor interaction of morpholine (morp) with chloranilic acid (cla) and picric acid (pa) as pi-acceptors was investigated spectrophotometrically and found to form stable charge-transfer (CT) complexes (n-pi*) of [(Hmorp)(2)(cla)] and [(Hmorp)(pa)](2). The donor site involved in CT interaction is
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
Nafisur Rahman et al.
Farmaco (Societa chimica italiana : 1989), 60(6-7), 605-611 (2005-06-04)
Two simple, rapid and sensitive spectrophotometric methods have been proposed for the determination of lisinopril in pure form and pharmaceutical formulations. The methods are based on the charge transfer complexation reaction of the drug with 7,7,8,8,tetracyanoquinodimethane (TCNQ) and p-chloranilic acid
Wei Huang et al.
Guang pu xue yu guang pu fen xi = Guang pu, 26(5), 913-916 (2006-08-04)
The charge transfer interactions of Azithromycin and 7,7,8,8-tetracyanoquinodimethane (TCNQ) or chloranilic acid (CL) were investigated by spectrophotometry. The apparent molar absorptivity of TCNQ complex is 2.7 x 10(4) L x mol(-1) x cm(-1) at 743 nm, and 5.0 x 10(4)

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