Quinhydrone

Base Information

• Chemical Name: Quinhydrone
• CAS No.: 106-34-3
• Molecular Formula: C6H6O2^.C6H4O2
• Molecular Weight: 218.209
• Hs Code.: 2942 00 00
• European Community (EC) Number: 203-387-6
• NSC Number: 36325
• UNII: P4A66LQ3QJ
• DSSTox Substance ID: DTXSID9059337
• Wikidata: Q3675005
• Mol file: 106-34-3.mol

Synonyms:quinhydrone

Chemical Property of Quinhydrone

Chemical Property:

• Appearance/Colour: green crystalline powder
• Vapor Pressure: 0.00157mmHg at 25°C
• Melting Point: 167-172 °C(lit.)
• Refractive Index: 1.4270 (estimate)
• Boiling Point: 286 °C at 760 mmHg
• Flash Point: 141.6 °C
• PSA: 74.60000
• Density: 1.40
• LogP: 1.34840
• Storage Temp.: Store below +30°C.
• Solubility.: 4g/l
• Water Solubility.: 4 g/L (20℃)
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 218.05790880
• Heavy Atom Count: 16
• Complexity: 204

Purity/Quality:

99% ^*data from raw suppliers

Quinhydrone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, N
• Hazard Codes: Xn:Harmful;;
• Statements: R22:; R36/37/38:; R50:
• Safety Statements: S26:; S29:; S37/39:; S61:

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Phenols
• Canonical SMILES: C1=CC(=O)C=CC1=O.C1=CC(=CC=C1O)O
• Uses: In pH determinations (quinhydrone electrode). Quinhydrone is a hydrogen bonded 1:1 charge transfer complex of hydroquinone and p-benzo-quinone having semiconducting properties. Quinhydrone is addition compound of one mol hydroquinone and one mol Benzoquinone. Quinhydrone electrode is a type of redox electrode which can be used to measure the hydrogen ion concentration (pH) of a solution in a chemical experiment. Quinhydrone/methanol treatment for the measurement of carrier lifetime in crystalline silicon substrates has been reported. Surface passivation of silicon substrates by quinhydrone/ethanol treatment has been investigated. Used to measure the hydrogen ion concentration (pH) of a solution in a chemical experiment. It provides an alternative to the commonly used glass electrode in a pH meter.

Technology Process of Quinhydrone

There total 87 articles about Quinhydrone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

di-tert-butyliminoxyl (33802-06-1) + 4-hydroxycyclohexa-2,5-dien-1-one (4323-21-1) → quinhydrone (106-34-3)

Guidance literature:

at -30 ℃;

DOI:10.1021/jo00376a061

Reference yield: 94.1%

phenol (108-95-2,27073-41-2) → quinhydrone (106-34-3)

Guidance literature:

With hydroquinone; p-benzoquinone; copper(l) chloride; In acetonitrile;

Reference yield: 83.0%

Cyclohexanecarboxylic acid 2-thioxo-2H-pyridin-1-yl ester (105398-69-4) + p-benzoquinone (106-51-4) → bicyclohexyl-3,6-diene-2,5-dione (3116-98-1) + quinhydrone (106-34-3) + 3-cyclohexyl-2-(pyridine-2-thiyl)-1,4-benzoquinone (117749-44-7)

Guidance literature:

In dichloromethane; at 0 ℃; for 0.5h; Irradiation;

DOI:10.1016/S0040-4020(01)87707-3

upstream raw materials:

4-aminotriphenylamine

(+)-proto-quercitol

(3-oxo-1-phenyl-1,3-dihydro-isobenzofuran-1-yl)-[1,4]benzoquinone

hydroquinone

Downstream raw materials:

DL-tartaric acid

N-(4-((2,5-dihydroxyphenyl)sulfonyl)phenyl)acetamide

1,4-benzosemiquinone sodium salts

2-bromobenzene-1,4-diol

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