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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/REAXYS Number:
1875040
EC Number:
201-780-7
MDL number:
MFCD00001596
UNSPSC Code:
12352100
PubChem Substance ID:
57654044
NACRES:
NA.22

Quality Level

200

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

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Potassium nitrate 99.999% trace metals basis

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p-Chloranil for synthesis

Sigma-Aldrich

8.02361

p-Chloranil

Said M Teleb et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 62(1-3), 140-145 (2005-11-01)
Charge-transfer (CT) complexes formed on the reaction of 2,2'-bipyridine with some acceptors such as picric acid (HPA) and chloranilic acid (H(2)CA) have been studied in CHCl(3) and MeOH at room temperature. Based on elemental analysis and IR spectra of the
Yasuhiro Tobu et al.
Physical chemistry chemical physics : PCCP, 14(35), 12347-12354 (2012-08-09)
The temperature dependence of (35)Cl NQR frequencies and the spin-lattice relaxation times T(1) has been measured in the wide temperature range of 4.2-420 K for morpholinium hydrogen chloranilate in which a one-dimensional O-HO hydrogen-bonded molecular chain of hydrogen chloranilate ions
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
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