Identification | More | [Name]
CHLORANILIC ACID | [CAS]
87-88-7 | [Synonyms]
2,5-DICHLORO-3,6-DIHYDROXY-1,4-BENZOQUINONE 2,5-DICHLORO-3,6-DIHYDROXY-P-BENZOQUINONE 2,5-DICHLORO-3,6-DIHYDROXY-P-QUINONE 2,5-DICHLORO-3,6-DIHYDROXYQUINONE CHLORANILIC ACID LABOTEST-BB LT00159487 TIMTEC-BB SBB008913 2,5-Cyclohexadiene-1,4-dione, 2,5-dichloro-3,6-dihydroxy- 2,5-Cyclohexadiene-1,4-dione,2,5-dichloro-3,6-dihydroxy- 2,5-Dichloro-3,6-dihydroxybenzo-1,4-quinone 2,5-dichloro-3,6-dihydroxy-p-benzoquinon 2,5-dichloro-3,6-dihydroxy-p-quinon 2,5-Dihydroxy-3,6-dichlorobenzoquinone 4-dione,2,5-dichloro-3,6-dihydroxy-5-cyclohexadiene-1 5-Cyclohexadiene-1,4-dione,2,5-dichloro-3,6-dihydroxy-2 chloranilic p-Benzoquinone, 2,5-dichloro-3,6-dihydroxy- p-chloranilicacid 2,5-dichloro-3,6-dihydroxybenzoquinone CHLORANILIC ACID CRYSTALLINE | [EINECS(EC#)]
201-780-7 | [Molecular Formula]
C6H2Cl2O4 | [MDL Number]
MFCD00001596 | [Molecular Weight]
208.98 | [MOL File]
87-88-7.mol |
Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [RTECS ]
DK4005000
| [TSCA ]
Yes | [HS Code ]
29147000 |
Hazard Information | Back Directory | [Chemical Properties]
orange or red crystals or powder | [Uses]
Chloranilic acid is a strong dibasic organic acid which exhibits electron-acceptor properties on one hand and acidic properties leading to formation of hydrogen bonds on the other hand. Chloranilic acid is used in spectrophotometry. It reacts with metal ions to form stable complexes. It is also used as a reactant in the preparation of dimethylbipyridyl complexes and (nonylbenzimidazolylmethyl)benzene. Further, it is used in charge-transfer reactions with metoprolol tartrate. It is also employed in the synthesis of osmium metalla-rectangles with anticancer activity. In addition to this, it has potential antibacterial activities against methicillin-resistant Staphylococcus aureus. | [Uses]
Chloranilic acid is the 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 | [Uses]
Reacts with metal cations to form stable salts. Used in spectrophotometry: Hart, organic. Chem. Bull. 33, no. 3 (1961). | [Purification Methods]
A solution of 8g of quinone in 1L of boiling water is filtered while hot, then extracted twice at about 50o with 200mL portions of *benzene. The aqueous phase is cooled in ice-water. The crystals are filtered off, washed with three 10mL portions of water, and dried at 115o. It can be sublimed in vacuo. [Weissbart & Rysselberghe J Phys Chem 61 765 1957.] The diacetate has m 182-185o [Conant & Fieser J Am Chem Soc 46 1866 1924, Thamer & Voight J Phys Chem 56 225 1952]. [Beilstein 8 IV 2707.] |
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