Chloranilic acid
- CAS No.
- 87-88-7
- Chemical Name:
- Chloranilic acid
- Synonyms
- 2,5-dichloro-3,6-dihydroxybenzoquinone;2,5-DICHLORO-3,6-DIHYDROXY-P-BENZOQUINONE;2,5-DICHLORO-3,6-DIHYDROXY-1,4-BENZOQUINONE;NSC 6108;NSC 97383;chloranilic;CHLORANILIC ACID;p-chloranilicacid;TIMTEC-BB SBB008913;CHLORANILIC ACID AR
- CBNumber:
- CB9376018
- Molecular Formula:
- C6H2Cl2O4
- Molecular Weight:
- 208.98
- MDL Number:
- MFCD00001596
- MOL File:
- 87-88-7.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| 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. |
| InChI | 1S/C6H2Cl2O4/c7-1-3(9)5(11)2(8)6(12)4(1)10/h9,12H |
| InChIKey | IPPWILKGXFOXHO-UHFFFAOYSA-N |
| SMILES | OC1=C(Cl)C(=O)C(O)=C(Cl)C1=O |
| CAS DataBase Reference | 87-88-7(CAS DataBase Reference) |
| EWG's Food Scores | 1 |
| FDA UNII | YJ8L3BB7Y4 |
| EPA Substance Registry System | 2,5-Cyclohexadiene-1,4-dione, 2,5-dichloro-3,6-dihydroxy- (87-88-7) |
| UNSPSC Code | 12352100 |
| NACRES | NA.22 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H315-H319-H335 | |||||||||
| Precautionary statements | P261-P264-P271-P280-P302+P352-P305+P351+P338 | |||||||||
| target organs | Respiratory system | |||||||||
| PPE | dust mask type N95 (US), Eyeshields, Gloves | |||||||||
| Hazard Codes | Xi | |||||||||
| Risk Statements | 36/37/38 | |||||||||
| Safety Statements | 26-36 | |||||||||
| WGK Germany | 3 | |||||||||
| RTECS | DK4005000 | |||||||||
| TSCA | TSCA listed | |||||||||
| HS Code | 29147000 | |||||||||
| Storage Class | 11 - Combustible Solids | |||||||||
| Hazard Classifications | Eye Irrit. 2 Skin Irrit. 2 STOT SE 3 |
|||||||||
| NFPA 704 |
|
Chloranilic acid price More Price(32)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | C8136 | Chloranilic acid ≥98% | 87-88-7 | 25g | $78.4 | 2026-04-30 | Buy |
| TCI Chemical | C0077 | Chloranilic Acid >98.0%(HPLC)(T) | 87-88-7 | 25g | $62 | 2026-04-30 | Buy |
| Usbiological | 006027 | Chloranilic Acid | 87-88-7 | 1g | $319 | 2026-06-03 | Buy |
| Usbiological | 006027 | Chloranilic Acid | 87-88-7 | 25g | $403 | 2026-06-03 | Buy |
| Usbiological | 006027 | Chloranilic Acid | 87-88-7 | 50g | $545 | 2026-06-03 | Buy |
Chloranilic acid Chemical Properties, Uses, Production
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).
Synthesis
Tetrachlorobenzoquinone and sodium hydroxide solution hydrolyzed under heating to get the crude product: the crystalline crude product dissolved in boiling water, filtered while hot, the filtrate in ice water to cool the crystallization (if necessary, extracted with benzene at 50 C), washed with cold water to qualified, dried at 115 C, that is, to get the finished product.
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
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Shanghai Xingui Biotechnology Co., Ltd. | 15121041756 | xingui2022@126.com | China | 9954 | 58 |
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| Meryer (Shanghai) Chemical Technology Co., Ltd. | 4006356688 18621169109 | market03@meryer.com | China | 40202 | 62 |
| Alfa Aesar | 400-6106006 | saleschina@alfa-asia.com | China | 30103 | 84 |
| Dr. J. Pharmachem (India) | +91 20 24332987 | info@jpharmachem.com | India | 97 | 55 |
| TCI (Shanghai) Development Co., Ltd. | 021-67121386 | Sales-CN@TCIchemicals.com | China | 24512 | 81 |
| Beijing HwrkChemical Technology Co., Ltd | 89508211 18501085097 | sales.bj@hwrkchemical.com | China | 9407 | 55 |
| Energy Chemical | 400-0056266 | sales8178@energy-chemical.com | China | 44850 | 61 |
| Shanghai Hanhong Scientific Co.,Ltd. | 021-54306202 13764082696 | info@hanhongsci.com | China | 42917 | 64 |
| Chemsky（shanghai）International Co.,Ltd. | 021-50135380 | shchemsky@sina.com | China | 32273 | 50 |
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