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Merck
CN

C8136

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

Key Documents

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Product Name

Chloranilic acid, ≥98%

InChI key

IPPWILKGXFOXHO-UHFFFAOYSA-N

InChI

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

SMILES string

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

assay

≥98%

form

powder

mp

≥300 °C (lit.)

Quality Level

200

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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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SHBT0225
SHBS6616
SHBQ3388
SHBN7448
SHBL4362

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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
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
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
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
Michael E Ziebel et al.
Chemical science, 11(26), 6690-6700 (2020-09-22)
The incorporation of second-row transition metals into metal-organic frameworks could greatly improve the performance of these materials across a wide variety of applications due to the enhanced covalency, redox activity, and spin-orbit coupling of late-row metals relative to their first-row
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