Product Name

  • Name

    Quinhydrone

  • EINECS 203-387-6
  • CAS No. 106-34-3
  • Article Data95
  • CAS DataBase
  • Density 1.40
  • Solubility 4 g/L (20 °C) in water
  • Melting Point 167-172 °C(lit.)
  • Formula C6H6O2.C6H4O2
  • Boiling Point 286 °C at 760 mmHg
  • Molecular Weight 218.209
  • Flash Point 141.6 °C
  • Transport Information UN 2811 6.1/PG 3
  • Appearance green crystalline powder
  • Safety 26-36-61-37/39-29
  • Risk Codes 22-36/37/38-50
  • Molecular Structure Molecular Structure of 106-34-3 (Quinhydrone)
  • Hazard Symbols HarmfulXn, DangerousN
  • Synonyms p-Benzoquinone-hydroquinone compound (1:1);2,5-Cyclohexadiene-1,4-dione, compd. with 1,4-benzenediol (1:1);p-Benzoquinone, compd. with hydroquinone (1:1);Green hydroquinone;benzene-1,4-diol; cyclohexa-2,5-diene-1,4-dione;Hydroquinone(HQ);2,5-Cyclohexadiene-1,4-dione compd. with 1,4-benzenediol (1:1);Hydroquinone, compd. with p-benzoquinone;p-Benzoquinhydrone;Chinhydron [Czech];p-Benzoquinone, compd. with hydroquinone;2,5-Cyclohexadiene-1,4-dione,compounds,compd. with 1,4-benzenediol (1:1);2, 5-Cyclohexadiene-1,4-dione, compd. with 1,4-benzenediol (1:1);
  • PSA 74.60000
  • LogP 1.34840

Synthetic route

di-tert-butyliminoxyl
33802-06-1

di-tert-butyliminoxyl

4-hydroxycyclohexa-2,5-dien-1-one
4323-21-1

4-hydroxycyclohexa-2,5-dien-1-one

quinhydrone
106-34-3

quinhydrone

Conditions
ConditionsYield
at -30℃;99%
phenol
108-95-2

phenol

quinhydrone
106-34-3

quinhydrone

Conditions
ConditionsYield
With hydroquinone; p-benzoquinone; copper(l) chloride In acetonitrile94.1%
With mineral acid at 12 - 17℃; Oxydation;
Cyclohexanecarboxylic acid 2-thioxo-2H-pyridin-1-yl ester
105398-69-4

Cyclohexanecarboxylic acid 2-thioxo-2H-pyridin-1-yl ester

p-benzoquinone
106-51-4

p-benzoquinone

A

bicyclohexyl-3,6-diene-2,5-dione
3116-98-1

bicyclohexyl-3,6-diene-2,5-dione

B

quinhydrone
106-34-3

quinhydrone

C

3-cyclohexyl-2-(pyridine-2-thiyl)-1,4-benzoquinone
117749-44-7

3-cyclohexyl-2-(pyridine-2-thiyl)-1,4-benzoquinone

Conditions
ConditionsYield
In dichloromethane at 0℃; for 0.5h; Irradiation;A 7%
B n/a
C 83%
(3,3-diphenylpropanoyloxy)-2-pyridinethione
109276-74-6

(3,3-diphenylpropanoyloxy)-2-pyridinethione

p-benzoquinone
106-51-4

p-benzoquinone

A

1-(1,4-Benzochinonyl)-2,2-diphenylethan
34708-59-3

1-(1,4-Benzochinonyl)-2,2-diphenylethan

B

quinhydrone
106-34-3

quinhydrone

C

3-(2,2-diphenylethyl)-2-(pyridine-2-thiyl)-1,4-benzoquinone
117749-43-6

3-(2,2-diphenylethyl)-2-(pyridine-2-thiyl)-1,4-benzoquinone

Conditions
ConditionsYield
In dichloromethane at 0℃; for 0.5h; Irradiation;A 7%
B n/a
C 80%
N-(3,3-diphenylpropionyloxy)-pyridine-2-thione
91534-05-3

N-(3,3-diphenylpropionyloxy)-pyridine-2-thione

p-benzoquinone
106-51-4

p-benzoquinone

A

quinhydrone
106-34-3

quinhydrone

B

2-(1-Benzyl-2-phenyl-ethyl)-[1,4]benzoquinone
117749-41-4

2-(1-Benzyl-2-phenyl-ethyl)-[1,4]benzoquinone

C

3-(1,3-diphenylpropan-2-yl)-2-(pyridine-2-thiyl)-1,4-benzoquinone
117749-45-8

3-(1,3-diphenylpropan-2-yl)-2-(pyridine-2-thiyl)-1,4-benzoquinone

Conditions
ConditionsYield
In dichloromethane at 0℃; for 0.5h; Irradiation;A n/a
B 10%
C 78%
N-palmitoxy-2-pyridinethione
89025-67-2

N-palmitoxy-2-pyridinethione

p-benzoquinone
106-51-4

p-benzoquinone

A

2-n-Pentadecyl-1,4-benzoquinone
41427-22-9

2-n-Pentadecyl-1,4-benzoquinone

B

quinhydrone
106-34-3

quinhydrone

C

3-(1-pentadecyl)-2-(pyridine-2-thiyl)-1,4-benzoquinone
117749-42-5

3-(1-pentadecyl)-2-(pyridine-2-thiyl)-1,4-benzoquinone

Conditions
ConditionsYield
In dichloromethane at 0℃; for 0.5h; Irradiation;A 10%
B n/a
C 77%
hydroquinone
123-31-9

hydroquinone

quinhydrone
106-34-3

quinhydrone

Conditions
ConditionsYield
With at 50℃; for 1h; Irradiation; solid state;64%
With sodium sulfate Oxydation;
With sulfuric acid at 0℃; Oxydation; unter Verwendung von Wechselstrom;
phenol
108-95-2

phenol

A

quinhydrone
106-34-3

quinhydrone

B

p-benzoquinone
106-51-4

p-benzoquinone

Conditions
ConditionsYield
With 5,10,15,20-tetrakis(4-sulfophenyl)porphine; oxygen In water for 5h; Mechanism; Time; Solvent; Irradiation;A n/a
B 8.9%
4-aminotriphenylamine
2350-01-8

4-aminotriphenylamine

A

N,N'-diphenyl-1,4-phenylenediamine
6246-98-6, 73334-88-0, 73334-89-1

N,N'-diphenyl-1,4-phenylenediamine

B

quinhydrone
106-34-3

quinhydrone

Conditions
ConditionsYield
With ethanol
(+)-proto-quercitol
488-73-3

(+)-proto-quercitol

A

quinhydrone
106-34-3

quinhydrone

B

hydroquinone
123-31-9

hydroquinone

C

p-benzoquinone
106-51-4

p-benzoquinone

Conditions
ConditionsYield
at 280 - 290℃; im Vakuum;
(3-oxo-1-phenyl-1,3-dihydro-isobenzofuran-1-yl)-[1,4]benzoquinone
60047-81-6

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

hydroquinone
123-31-9

hydroquinone

quinhydrone
106-34-3

quinhydrone

bis-dibenzo[a,kl]xanthen-1-yl-peroxide
120579-49-9

bis-dibenzo[a,kl]xanthen-1-yl-peroxide

hydroquinone
123-31-9

hydroquinone

A

quinhydrone
106-34-3

quinhydrone

B

diphenyl hydrazine
122-66-7

diphenyl hydrazine

C

Azobenzene
1227476-15-4

Azobenzene

diethyl ether
60-29-7

diethyl ether

chloranil
118-75-2

chloranil

hydroquinone
123-31-9

hydroquinone

benzene
71-43-2

benzene

A

2,3,5,6-tetrachlorobenzene-1,4-diol
87-87-6

2,3,5,6-tetrachlorobenzene-1,4-diol

B

quinhydrone
106-34-3

quinhydrone

benzaldehyde
100-52-7

benzaldehyde

p-benzoquinone
106-51-4

p-benzoquinone

A

quinhydrone
106-34-3

quinhydrone

B

2,5-dihydroxy-benzophenone; compound with [1,4]benzoquinone

2,5-dihydroxy-benzophenone; compound with [1,4]benzoquinone

Conditions
ConditionsYield
Aussetzen dem direkten Sonnenlicht im geschlossenen Rohr;
acetaldehyde
75-07-0

acetaldehyde

p-benzoquinone
106-51-4

p-benzoquinone

A

quinhydrone
106-34-3

quinhydrone

B

2,5-Dihydroxyacetophenone
490-78-8

2,5-Dihydroxyacetophenone

Conditions
ConditionsYield
im Sonnenlicht;
peracetic acid
79-21-0

peracetic acid

acetic acid
64-19-7

acetic acid

hydroquinone
123-31-9

hydroquinone

quinhydrone
106-34-3

quinhydrone

tetraethylphosphonium iodide
4317-06-0

tetraethylphosphonium iodide

acetic acid
64-19-7

acetic acid

p-benzoquinone
106-51-4

p-benzoquinone

quinhydrone
106-34-3

quinhydrone

N-ethylquinolinium iodide
634-35-5

N-ethylquinolinium iodide

acetic acid
64-19-7

acetic acid

p-benzoquinone
106-51-4

p-benzoquinone

quinhydrone
106-34-3

quinhydrone

4-anilinophenol
122-37-2

4-anilinophenol

p-benzoquinone
106-51-4

p-benzoquinone

A

4-(phenylimino)cyclohexa-2,5-dienone
2406-04-4

4-(phenylimino)cyclohexa-2,5-dienone

B

quinhydrone
106-34-3

quinhydrone

ethanol
64-17-5

ethanol

tetranitromethane
509-14-8

tetranitromethane

hydroquinone
123-31-9

hydroquinone

A

quinhydrone
106-34-3

quinhydrone

B

N,N-dimethyl-aniline
121-69-7

N,N-dimethyl-aniline

ethanol
64-17-5

ethanol

N,N'-diphenyl-1,4-phenylenediamine
6246-98-6, 73334-88-0, 73334-89-1

N,N'-diphenyl-1,4-phenylenediamine

hydroquinone
123-31-9

hydroquinone

A

N,N'-diphenyl-1,4-phenylenediamine
74-31-7

N,N'-diphenyl-1,4-phenylenediamine

B

quinhydrone
106-34-3

quinhydrone

hexanitroethane
918-37-6

hexanitroethane

hydroquinone
123-31-9

hydroquinone

quinhydrone
106-34-3

quinhydrone

4-methylbenzo-1,2-quinone
3131-54-2

4-methylbenzo-1,2-quinone

hydroquinone
123-31-9

hydroquinone

A

quinhydrone
106-34-3

quinhydrone

B

p-benzoquinone
106-51-4

p-benzoquinone

Conditions
ConditionsYield
red form;
2,6-dichloro-1,4-benzoquinone
697-91-6

2,6-dichloro-1,4-benzoquinone

hydroquinone
123-31-9

hydroquinone

A

quinhydrone
106-34-3

quinhydrone

B

2,6-dichloro-[1,4]benzoquinone; compound of 2.6-dichloro-quinone with 2.6-dichloro-hydroquinone
60300-96-1

2,6-dichloro-[1,4]benzoquinone; compound of 2.6-dichloro-quinone with 2.6-dichloro-hydroquinone

Conditions
ConditionsYield
With diethyl ether; Petroleum ether
hydroquinone
123-31-9

hydroquinone

p-benzoquinone
106-51-4

p-benzoquinone

quinhydrone
106-34-3

quinhydrone

Conditions
ConditionsYield
In solid for 1440h; Ambient temperature; microscopic investigation of the crystalline complex formation;
at 30℃; Thermodynamic data; other temperatures for solid state interaction; E(act.);
diethyl ether
60-29-7

diethyl ether

hydroquinone
123-31-9

hydroquinone

isopentyl nitrite
110-46-3

isopentyl nitrite

A

quinhydrone
106-34-3

quinhydrone

B

p-benzoquinone
106-51-4

p-benzoquinone

hydroquinone
123-31-9

hydroquinone

A

quinhydrone
106-34-3

quinhydrone

B

p-benzoquinone
106-51-4

p-benzoquinone

Conditions
ConditionsYield
plaetzlich ueber seinen Sublimationspunkt erhitzen;
im ultravioletten Licht;
beim Erhitzen ueber den Sublimationspunkt;
With sulfuryl dichloride; diethyl ether
bianthronyl
434-84-4

bianthronyl

acetone
67-64-1

acetone

p-benzoquinone
106-51-4

p-benzoquinone

A

bianthrone
434-85-5

bianthrone

B

quinhydrone
106-34-3

quinhydrone

diethyl ether
60-29-7

diethyl ether

ethanethiol
75-08-1

ethanethiol

p-benzoquinone
106-51-4

p-benzoquinone

quinhydrone
106-34-3

quinhydrone

ethanethiol
75-08-1

ethanethiol

p-benzoquinone
106-51-4

p-benzoquinone

quinhydrone
106-34-3

quinhydrone

dihydroxyfumaric acid
133-38-0

dihydroxyfumaric acid

quinhydrone
106-34-3

quinhydrone

DL-tartaric acid
133-37-9

DL-tartaric acid

4-acetamidobenzenesulfinic acid
710-24-7

4-acetamidobenzenesulfinic acid

quinhydrone
106-34-3

quinhydrone

N-(4-((2,5-dihydroxyphenyl)sulfonyl)phenyl)acetamide
100867-36-5

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

Conditions
ConditionsYield
With ethanol
sodium ethanolate
141-52-6

sodium ethanolate

quinhydrone
106-34-3

quinhydrone

1,4-benzosemiquinone sodium salts
23686-88-6

1,4-benzosemiquinone sodium salts

Conditions
ConditionsYield
With diethyl ether; ethanol
quinhydrone
106-34-3

quinhydrone

2-bromobenzene-1,4-diol
583-69-7

2-bromobenzene-1,4-diol

Conditions
ConditionsYield
With tetrachloromethane; bromine
quinhydrone
106-34-3

quinhydrone

hydroquinone
123-31-9

hydroquinone

Conditions
ConditionsYield
With water; iron; iron(II) sulfate
With manganese Hydroxide; water; iron(II) sulfate
With potassium chloride; zinc at 65 - 75℃;
quinhydrone
106-34-3

quinhydrone

A

hydroquinone
123-31-9

hydroquinone

B

p-benzoquinone
106-51-4

p-benzoquinone

Conditions
ConditionsYield
With water

Quinhydrone Consensus Reports

Reported in EPA TSCA Inventory.

Quinhydrone Specification

Quinhydrone(106-34-3) also can be called 2,5-Cyclohexadiene-1,4-dione compd with 1,4-benzenediol (1:1) and 1,4-Benzoquinone - 1,4-benzenediol (1:1). It is hazardous,so the first aid measures and others should be known.Such as: When on the skin: first,should  flush skin with plenty of water immediatelyfor at least 15 minutes while removing contaminated clothing. In addition, Quinhydrone is moisture sensitive with air and light, and can be stable under normal temperature and pressure conditions. It is not compatible with strong oxidizing agents, and you must not take it with light, exposure to air, excess heat and incompatible materials. And also prevent it to broken down into hazardous decomposition products: carbon dioxide, carbon monoxide.

Physical properties about Quinhydrone are: (1)ACD/LogP: 0.644; (2)ACD/LogD (pH 5.5): 0.64; (3)ACD/LogD (pH 7.4): 0.64; (4)ACD/BCF (pH 5.5):1.82; (5)ACD/BCF (pH 7.4): 1.82; (6)ACD/KOC (pH 5.5): 53.40; (7)ACD/KOC (pH 7.4): 53.33; (8)#H bond acceptors: 2; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 2; (11)Flash Point: 141.6 °C; (12)Enthalpy of Vaporization: 54.61 kJ/mol; (13)Boiling Point: 286 °C at 760 mmHg; (14)Vapour Pressure: 0.00157 mmHg at 25°C

When you are using this chemical, please be cautious about it as the following:
1. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice;
2. Wear suitable protective clothing;
3. Avoid release to the environment. Refer to special instructions safety data sheet;
4. Wear suitable protective clothing and eye/face protection;
5. Do not empty into drains;

You can still convert the following datas into molecular structure:
(1)InChI=1S/C6H6O2.C6H4O2/c2*7-5-1-2-6(8)4-3-5/h1-4,7-8H;1-4H;
(2)InChIKey=BDJXVNRFAQSMAA-UHFFFAOYSA-N;
(3)Smilesc1(ccc(O)cc1)O.C1(C=CC(=O)C=C1)=O

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LDLo intraperitoneal 100mg/kg (100mg/kg)   Revue Belge de Pathologie et de Medecine Experimentale. Vol. 22, Pg. 1, 1952.
mouse LDLo subcutaneous 100mg/kg (100mg/kg)   Revue Belge de Pathologie et de Medecine Experimentale. Vol. 22, Pg. 1, 1952.
rat LD50 intravenous 35mg/kg (35mg/kg)   Federation Proceedings, Federation of American Societies for Experimental Biology. Vol. 8, Pg. 348, 1949.
rat LD50 oral 225mg/kg (225mg/kg)   Federation Proceedings, Federation of American Societies for Experimental Biology. Vol. 8, Pg. 348, 1949.

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