2,5-dichloro-3,6-dihydroxycyclohexa-2,5-diene-1,4-dione

• ChemBase ID: 103105
• Molecular Formular: C6H2Cl2O4
• Molecular Mass: 208.98368
• Monoisotopic Mass: 207.9330139
• SMILES: OC1=C(Cl)C(=O)C(=C(Cl)C1=O)O
• Canonical SMILES: OC1=C(Cl)C(=O)C(=C(C1=O)Cl)O
• InChI: InChI=1S/C6H2Cl2O4/c7-1-3(9)5(11)2(8)6(12)4(1)10/h9,12H
• InChIKey: IPPWILKGXFOXHO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,5-dichloro-3,6-dihydroxycyclohexa-2,5-diene-1,4-dione
• IUPAC Traditional name: chloranilic acid
• Synonyms: 2,5-Dichloro-3,6-dihydroxy-1,4-benzoquinone; 1-(2,5-Dichlorophenoxy)-3-[(1,1-dimethylethyl)amino]-2-propanol; 1-tert-Butylamino-3-(2,5-dichlorophenoxy)-2-propanol; Cloranolol; Tobanum; Chloranolol; 2,5-Dichloro-3,6-dihydroxy-2,5-cyclohexadiene-1,4-dione; NSC 6108; NSC 97383; Chloranilic acid; CHLORANILIC ACID, REAGENT GRADE; 2,5-dichloro-3,6-dihydroxycyclohexa-2,5-diene-1,4-dione; 2,5-Dichloro-3,6-dihydroxybenzoquinone; 2,5-Dichloro-3,6-dihydroxy-p-benzoquinone; CHLORANILIC ACID; 2,5-二氯-3,6-二羟基对苯醌; 氯冉酸

Database IDs

• CAS Number: 39563-28-5; 87-88-7
• EC Number: 201-780-7
• MDL Number: MFCD00001596
• Beilstein Number: 1875040
• Merck Index: 142079
• PubChem SID: 24893029; 24853987; 162089815
• PubChem CID: 66604
• Chemspider ID: 59971
• Wikipedia Title: Chloranilic_acid

CALCULATED PROPERTIES

• Acid pKa: 2.7185204
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -1.9625866
• LogD (pH = 7.4): -3.3451736
• Log P: 0.7647031
• Molar Refractivity: 44.5462 cm^3
• Polarizability: 16.033255 Å^3
• Polar Surface Area: 74.6 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: orange or red crystals or powder
• Melting Point: >300°C dec.; ≥300 °C; ≥300 °C(lit.)
• Flash Point: 135.4 °C
• Density: 1.93 g/cm^3
• pKa: 2.95, 4.97

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• RTECS: DK4005000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38; R36/37/38
• Safety Statements: 26-36; 26-37; S26 S36
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥99.0% (T); 98+%; 99%
• Grade: puriss. p.a.; REAGENT
• Quality: for the determination of Ca, Sr, Zr
• Empirical Formula (Hill Notation): C6H2Cl2O4

DETAILS

MP Biomedicals - 02150598

Crystalline
Used for selective staining of calcium in histological sections.

MP Biomedicals - 05212220

MP Biomedicals Rare Chemical collection

Sigma Aldrich - C8136

包装
25 g in glass bottle
Application
Reactant involved in:
• Acting as a proton donor in reactions studying dimensionality control1
• Synthesis of dimethylbipyridyl complexes2
• Synthesis of (nonylbenzimidazolylmethyl)benzene for preparation of neutral altitudinal rotor-shaped dirhenium metallacycles3
• Charge-transfer reactions with metoprolol tartrate4
• Salt formation with organic bases5
• Synthesis of osmium metalla-rectangles with anticancer activity6

Sigma Aldrich - C19104

Application
Reactant involved in:
• Acting as a proton donor in reactions studying dimensionality control1
• Synthesis of dimethylbipyridyl complexes2
• Synthesis of (nonylbenzimidazolylmethyl)benzene for preparation of neutral altitudinal rotor-shaped dirhenium metallacycles3
• Charge-transfer reactions with metoprolol tartrate4
• Salt formation with organic bases5
• Synthesis of osmium metalla-rectangles with anticancer activity6

Sigma Aldrich - 23360

Other Notes
Reagent for the paperchromatographic detection of metals7
Application
Reactant involved in:
• Acting as a proton donor in reactions studying dimensionality control1
• Synthesis of dimethylbipyridyl complexes2
• Synthesis of (nonylbenzimidazolylmethyl)benzene for preparation of neutral altitudinal rotor-shaped dirhenium metallacycles3
• Charge-transfer reactions with metoprolol tartrate4
• Salt formation with organic bases5
• Synthesis of osmium metalla-rectangles with anticancer activity6

Toronto Research Chemicals - C325350

Chloranolol is a β-adrenergic blocher. Chloranolol is used as an antiarrhythmic.

REFERENCES

• Tenyi, I., et al.: Curr. Ther. Res., 21, 823 (1977)
• Tomori, E., et al.: J. Chromatogr., 204, 355 (1977)
• Anzali, S., et al.: J. Med. Chem., 44, 2432 (1977)
• Reagent for determination of Ca, Sr, Zr and Mo.