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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

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

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Certificates of Analysis (COA)

Lot/Batch Number
SHBS6616
SHBQ3388
SHBN7448
SHBL4362
MKCH4771

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Kil Sik Min et al.
Journal of the American Chemical Society, 129(8), 2360-2368 (2007-02-03)
Dinuclear [(TPyA)MII(CA2-)MII(TPyA)]2+ [TPyA=tris(2-pyridylmethyl)amine; CA2-=chloranilate dianion; M=Co (1(2+)), Fe (2(2+))] complexes have been prepared by the reaction of M(BF4)(2).6H2O, TPyA, H2CA, and triethylamine in MeOH solution. Their reduced forms [(TPyA)MII(CA*3-)MII(TPyA)]+ [M=Co(1+), Fe (2+)] have been synthesized by using cobaltocene, and oxidized
Nikola Biliškov et al.
The journal of physical chemistry. A, 115(14), 3154-3166 (2011-03-25)
Hydrogen bonding and proton transfer in the solid state are studied on the crystals of isostructural anhydrous potassium and rubidium complex chloranilates by variable-temperature single crystal X-ray diffraction, solid state (1)H NMR and IR spectroscopies, and periodic DFT calculations of
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
B Palade et al.
Revista medico-chirurgicala a Societatii de Medici si Naturalisti din Iasi, 114(1), 260-265 (2010-06-01)
In this paper we followed up the stability of ceftazidime, raw material used in drug industry. Matherials and methods: We used three spectrophotometric methods based on ceftazidime property to form complexes with p-chloranilic acid (ac. p-CA), 3-methylbenzothiazolin-2-on hydrazone (MBTH) and
Li-ming Du et al.
Guang pu xue yu guang pu fen xi = Guang pu, 24(12), 1623-1625 (2005-04-15)
Charge-transfer complex was formed between LMX as the donor and Chloranilic Acid (CL) as the acceptor has been studied by fluorimetry. It was shown that the n-pi complex can be formed at ambient temperature, which can emit, which strong fluorescence.
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