quinhydrone

2,5-cyclohexadiene-1,4-dione, compd. with 1,4-benzenediol (1:1)

CAS: 106-34-3 C12 H10 O4 MW: 218.20850000

Identification

Namequinhydrone
IUPACbenzene-1,4-diol;cyclohexa-2,5-diene-1,4-dione
CAS Number106-34-3
EINECS203-387-6
FDA UNIIP4A66LQ3QJ
Molecular FormulaC12 H10 O4
Molecular Weight218.20850000
MDL NumberMFCD00010310
Beilstein3919222

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Melting Point 171.00 °C. @ 760.00 mm Hg
Boiling Point 286.00 °C. @ 760.00 mm Hg (est)
Vapor Pressure 0.001570 mmHg @ 25.00 °C. (est)
Flash Point 287.00 °F. TCC ( 141.60 °C. ) (est)
logP (o/w) 0.644 (est)
Soluble in water, 4060 mg/L @ 25 °C (exp)

No sensory data available

Safety Information

Preferred SDSView
Oral/Parenteral Toxicityintraperitoneal-mouse LDLo 100 mg/kg
Dermal Toxicitysubcutaneous-mouse LDLo 100 mg/kg
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categoryinformation only not used for fragrances or flavors
Recommendation for quinhydrone usage levels up tonot for fragrance use.
Recommendation for quinhydrone flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

not found in nature

Synonyms

benzene-1,4-diol;cyclohexa-2,5-diene-1,4-dione p- benzoquinhydrone 1,4- benzoquinone - 1,4-benzenediol (1:1) 1,4- benzoquinone - benzene-1,4-diol (1:1) p- benzoquinone hydroquinone complex 1,4- benzoquinone hydroquinone complex (1:1) p- benzoquinone--hydroquinone compound (1:1) p- benzoquinone-hydroquinone compound (1:1) p- benzoquinone, compd. with hydroquinone chinhydron cyclohexa-2,5-diene-1,4-dione - benzene-1,4-diol (1:1) cyclohexa-2,5-diene-1,4-dione benzene-1,4-diol (1:1) cyclohexa-2,5-diene-1,4-dione--benzene-1,4-diol (1:1) 2,5- cyclohexadiene-1,4-dione compd with 1,4-benzenediol (1:1) 2,5- cyclohexadiene-1,4-dione compd. with 1,4-benzenediol (1:1) 2,5- cyclohexadiene-1,4-dione, compd. with 1,4-benzenediol (1:1) green hydroquinone hydroquinone, compd. with p-benzoquinone PubMed: Two distinct redox intercalation reactions of hydroquinone with porous vanadium benzenedicarboxylate MIL-47. PubMed: New insights of superoxide dismutase inhibition of pyrogallol autoxidation. PubMed: Exploring coherent transport through π-stacked systems for molecular electronic devices. PubMed: Changes of turbidity during the phenol oxidation by photo-Fenton treatment. PubMed: Determination of the titratable acidity and the pH of wine based on potentiometric flow injection analysis. PubMed: Dimeric rare-earth BINOLate complexes: activation of 1,4-benzoquinone through Lewis acid promoted potential shifts. PubMed: Positional adaptability in the design of mutation-resistant nonnucleoside HIV-1 reverse transcriptase inhibitors: a supramolecular perspective. PubMed: 2,3-Dichloro-1,4-hydro-quinone 2,3-dichloro-1,4-benzoquinone monohydrate: a quinhydrone-type 1:1 donor-acceptor [D-A] charge-transfer complex. PubMed: Zinc-induced oxidative stress in Verbascum thapsus is caused by an accumulation of reactive oxygen species and quinhydrone in the cell wall. PubMed: Hypovalent titanium and Ti(II)-Ti(III) interconversions. PubMed: Generation of hydroxyl radical in isolated pea root cell wall, and the role of cell wall-bound peroxidase, Mn-SOD and phenolics in their production. PubMed: Ensuring complete absence of Ce(IV) and measurement of the stability constant of the fluoride complex of Ce(III). PubMed: Reduction of nitrous Acid to nitric oxide by coffee melanoidins and enhancement of the reduction by thiocyanate: possibility of its occurrence in the stomach. PubMed: Bubble-free operation of a microfluidic free-flow electrophoresis chip with integrated Pt electrodes. PubMed: A computational study on the stacking interaction in quinhydrone. PubMed: Structural characterization of p-benzosemiquinone radical in a solid state: the radical stabilization by a low-barrier hydrogen bond. PubMed: Changes in solution color during phenol oxidation by Fenton reagent. PubMed: A quinhydrone-type 2 ratio 1 acceptor-donor charge transfer complex obtained via a solvent-free reaction. PubMed: FT-ICRMS distinguishes the mechanism of the charge state reduction for multiply charged protein cations admixed with redox reagents in ESI. PubMed: Two pathways of carbon dioxide catalyzed oxidative coupling of phenol by peroxynitrite. PubMed: Miniaturized redox potential probe for in situ environmental monitoring. PubMed: FIA acid-base titrations with a new flow-through pH detector. PubMed: Shifts in protein charge state distributions with varying redox reagents in nanoelectrospray triple quadrupole mass spectrometry. PubMed: [A model of the quinone-binding site of photosystem I: investigation of charge transfer complexes of phylloquinone and its derivatives with tryptophan]. PubMed: Study on the enhancement of catalytic activity for hemoglobin by quinhydrone in poly(o-aminophenol) film. PubMed: Disulfide bond formation involves a quinhydrone-type charge-transfer complex. PubMed: rH-metric controls and primary standardization in aqueous-organic media. PubMed: Fabrication of anodically electrodeposited iridium oxide film pH microelectrodes for microenvironmental studies. PubMed: A new supramolecular system of racemic-bis-beta-naphthol, benzoquinone and aromatic hydrocarbon, which shows high molecular recognition ability. PubMed: Studies on porphyrin-quinhydrone complexes: molecular recognition of quinone and hydroquinone in solution. PubMed: The rH index for quality and environmental controls: standards and application procedures. PubMed: Electron-Transfer-Induced Molecular Reorientations: The Benzoquinone/Hydroquinone Reaction at Pd(111)-(square3xsquare3)R30 degrees -I Studied by EC-STM. PubMed: Use of charge-transfer complex formation for the spectrophotometric determination of nortriptyline. PubMed: The mechanism of bicarbonate reabsorption in the proximal and distal tubules of the kidney. 1965. PubMed: Development of quinhydrone electrode in chloroform. Application to the determination of equilibrium constants of acid-base reactions and potentiometric titration of some amine drugs. PubMed: Physicochemical properties of charge-transfer complexes of plastoquinone and alpha-tocopherol quinone, and their possible role in vivo. PubMed: Charge-transfer complexes of plastoquinone and alpha-tocopherol quinone in vitro. PubMed: Cooperative phenomena associated with electron and proton transfer in quinhydrone charge-transfer crystal. PubMed: Effect of excess Fe on Cd or Pb absorption by rats. PubMed: Influence of oxidizing or reducing agents on gastrointestinal absorption of U, Pu, Am, Cm and Pm by rats. PubMed: Effects of fasting and/or oxidizing and reducing agents on absorption of neptunium from the gastrointestinal tract of mice and adult or neonatal rats. PubMed: On the occurrence of the contact allergen primin and other quinoid compounds in species of the family of primulaceae. PubMed: Low impedance pH sensitive electrochemical devices that are potentially applicable to transcutaneous PCO2 measurements. PubMed: Reduction and azo coupling of quinones. A histochemical study of human cutaneous melanin and adrenochrome. PubMed: In vitro solar conversion after the primary light reaction in photosynthesis. Reversible photogalvanic effects of chlorophyll-quinhydrone half-cell reactions. PubMed: The kinetics of flavine oxidation--reduction. I. Dismutation in nonaqueous solvent. PubMed: A single-unit carbon dioxide-oxygen sensing microelectrode system. PubMed: [Measurements of pH of dental plaque using a quinhydrone electrode]. PubMed: The CO 2 -quinhydrone electrode. A new method to measure partial CO 2 pressure in gases and liquids. PubMed: Stability constants of aluminium fluoride complexes. PubMed: [Utilization of quinhydrone for the detection and quantitative study of phenothiazine derivatives and some of their metabolites in emergency toxicology]. PubMed: Studies on the biosynthesis of phenols in fungi. Biosynthesis of 3,4-dimethoxy-6-methyltoluquinol and gliorosein in Gliocladium roseum I.M.I. 93 065. PubMed: Quinhydrone as quantitative standard for electron spin resonance spectrometry of biological systems. PubMed: [Quinhydrone and resistance of the rat to anoxia in closed vessel]. PubMed: Does the glass electrode determine the same pH-values on the skin surface as the quinhydrone electrode? PubMed: [Comparative pH measurements on the skin surface with a quinhydrone and a glass-electrode chain]. PubMed: [Not Available]. PubMed: The effect of the hydrogen ion concentration upon the salt error of the quinhydrone electrode. PubMed: THE STRUCTURE OF THE COLLODION MEMBRANE AND ITS ELECTRICAL BEHAVIOR : VIII. QUANTITATIVE STUDIES CONCERNING THE ACIDIC PROPERTIES OF COLLODION AND THEIR CORRELATION WITH MEMBRANE STRUCTURE AND ACTIVITY. PubMed: A MODIFIED QUINHYDRONE ELECTRODE FOR TISSUES. PubMed: A new micro-quinhydrone electrode. PubMed: HYDROGEN-ION CONCENTRATION OF THE ALIMENTARY TRACTS OF FOWL, CAT AND RABBIT. PubMed: Determination of hydrogen ion concentrations in phosphate and borate mixtures by means of the quinhydrone electrodes. PubMed: THE OXIDATION-REDUCTION POTENTIAL OF THE LUCIFERIN-OXYLUCIFERIN SYSTEM. PubMed: The Hydrogen Ion Concentration of the Whole Blood of Normal Males and of Cancer Patients measured by means of the Quinhydrone Electrode.