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| | Chloranilic acid Basic information |
| Product Name: | Chloranilic acid | | Synonyms: | 2,5-dichloro-3,6-dihydroxycyclohexa-2,5-diene-1,4-dione;2,5-Dichloro-3,6-dihydroxy-p-benzoquinone
2,5-Dichloro-3,6-dihydroxy-p-quinone;2,5-Dichloro-3,6-dihydroxy-1,4-quinone;3,6-Dichloro-2,5-dihydroxy-1,4-benzoquinone;2,5-DICHLORO-3,6-DIHYDROXY-P-QUINONE;2,5-DICHLORO-3,6-DIHYDROXYQUINONE;2,5-DICHLORO-3,6-DIHYDROXY-P-BENZOQUINONE;2,5-DICHLORO-3,6-DIHYDROXY-1,4-BENZOQUINONE | | CAS: | 87-88-7 | | MF: | C6H2Cl2O4 | | MW: | 208.98 | | EINECS: | 201-780-7 | | Product Categories: | Inhibitors;Intermediates & Fine Chemicals;Pharmaceuticals;Building Blocks;C3 to C6;Carbonyl Compounds;Analytical Chemistry;Benzoquinones;Bipyridyls, etc. (Chelating Reagents);Chelating Reagents;Chemical Synthesis;Ketones;Organic Building Blocks | | Mol File: | 87-88-7.mol |  |
| | Chloranilic acid Chemical Properties |
| Melting point | ≥300 °C (lit.) | | Boiling point | 300.11°C (rough estimate) | | density | 1.93 | | refractive index | 1.4570 (estimate) | | storage temp. | Amber Vial, Refrigerator | | solubility | DMSO (Slightly), Methanol (Slightly) | | pka | pK1:1.09;pK2:2.42 (25°C) | | form | Fine Powder | | color | Orange to red | | Odor | Odorless | | Water Solubility | Soluble in hot water and methanol. Insoluble in organic solvents. | | Merck | 14,2079 | | BRN | 1875040 | | Stability: | Stable. Incompatible with strong oxidizing agents. | | CAS DataBase Reference | 87-88-7(CAS DataBase Reference) | | EPA Substance Registry System | 2,5-Cyclohexadiene-1,4-dione, 2,5-dichloro-3,6-dihydroxy- (87-88-7) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-36 | | WGK Germany | 3 | | RTECS | DK4005000 | | TSCA | Yes | | HS Code | 29147000 |
| | Chloranilic acid Usage And Synthesis |
| Chemical Properties | orange or red crystals or powder | | 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 | 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 | 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.] |
| | Chloranilic acid Preparation Products And Raw materials |
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