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Tetrahydroxyquinone

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Name

Tetrahydroxyquinone

EINECS 206-275-5
CAS No. 319-89-1 Density 2.609 g/cm3
PSA 115.06000 LogP -0.20660
Solubility N/A Melting Point 280°
Formula C6H4O6 Boiling Point 370.6 °C at 760 mmHg
Molecular Weight 172.094 Flash Point 192.1 °C
Transport Information N/A Appearance blue-black crystals
Safety 26-36 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 319-89-1 (Tetrahydroxyquinone) Hazard Symbols IrritantXi
Synonyms

Quinone,tetrahydroxy- (4CI);p-Benzoquinone, 2,3,5,6-tetrahydroxy- (8CI);p-Benzoquinone, tetrahydroxy- (6CI,7CI);2,3,5,6-Tetrahydroxy-1,4-benzoquinone;2,3,5,6-Tetrahydroxy-2,5-cyclohexadiene-1,4-dione;2,3,5,6-Tetrahydroxy-p-benzoquinone;2,3,5,6-Tetrahydroxybenzoquinone;HPEK-1;Kelox;NSC 112931;THQ;Terasin;Tetrahydroxy-1,4-benzoquinone;Tetrahydroxy-p-benzoquinone;Tetrahydroxy-p-quinone;Tetrahydroxybenzoquinone;Tetrahydroxyparabenzoquinone;Tetrahydroxyquinone;Tetroquinone;

Article Data 24

Tetrahydroxyquinone Synthetic route

N,N'-dimethyltetrahydroxy-1,4-benzoquinonimine

319-89-1

tetrahydroxy-1,4-quinone

Conditions
ConditionsYield
With hydrogenchloride; water Hydrolysis;91%
118-76-3

rhodizonic acid

A

319-89-1

tetrahydroxy-1,4-quinone

B

19920-56-0

1-Benzyl-3-carbamoyl-pyridinium; hydroxide

Conditions
ConditionsYield
With 1-Benzyl-1,4-dihydronicotinamide In water; acetonitrile Ambient temperature;A 70%
B n/a
15206-55-0

methyl 2-oxo-2-phenylacetate

A

319-89-1

tetrahydroxy-1,4-quinone

B

4358-87-6

(RS)-methyl mandelate

Conditions
ConditionsYield
With benzenehexol In water; acetonitrile Product distribution; Mechanism; Ambient temperature; other reagents: tetrahydroxy-p-benzoquinone or rhodizonic acid;A 37%
B 40%
608-80-0

benzenehexol

A

319-89-1

tetrahydroxy-1,4-quinone

B

4358-87-6

(RS)-methyl mandelate

Conditions
ConditionsYield
With methyl 2-oxo-2-phenylacetate In water; acetonitrile Ambient temperature;A 37%
B 40%
319-89-1

tetrahydroxy-1,4-quinone

Conditions
ConditionsYield
With water; sodium hydrogencarbonate; sodium sulfite beim Leiten von Luft,zuletzt bei 80-90grad;
With magnesium hydroxide; water; sodium hydrogensulfite at 50℃; Reagens 4:Kaliumcyanid ;und Erhitzen des Reaktionsgemisches auf Siedetemperatur;
Conditions
ConditionsYield
With nitric acid man dampft die Reaktionsloesung bis zur Trockne ein und erhitzt darauf erst mit Alkohol, dann mit Wasser;
87-89-8

D-myo-inositol

319-89-1

tetrahydroxy-1,4-quinone

Conditions
ConditionsYield
With nitric acid
608-80-0

benzenehexol

319-89-1

tetrahydroxy-1,4-quinone

Conditions
ConditionsYield
With air; sodium carbonate man zersetzt das entstandenen Natriumsalz durch Kochen mit verd.Salzsaeure;
With air; water
With air; ethanol
523-21-7

sodium rhodizonate dibasic

319-89-1

tetrahydroxy-1,4-quinone

Conditions
ConditionsYield
In water Mechanism; Irradiation; pH = 10.9;
118-76-3

rhodizonic acid

319-89-1

tetrahydroxy-1,4-quinone

Conditions
ConditionsYield
With hydrogenchloride
Multi-step reaction with 2 steps
1: 1) 1-benzyl-1,4-dihydronicotinamide, 2) aq. HCl / 1) MeCN-H2O, room temp.
2: 37 percent / methyl benzoylformate / acetonitrile; H2O / Ambient temperature
View Scheme

Tetrahydroxyquinone Specification

The Tetrahydroxyquinone, with the CAS registry number 319-89-1 and EINECS registry number 206-275-5, has the systematic name of 2,3,5,6-tetrahydroxycyclohexa-2,5-diene-1,4-dione. It is a kind of blue-black crystals, and belongs to the following categories: Anthraquinones, Hydroquinones and Quinones. It is very stable, but incompatible with strong oxidizing agents or strong bases. The molecular formula of the chemical is C6H4O6.

The characteristics of Tetrahydroxyquinone as followings: (1)ACD/LogP: -2.18; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -6.88; (4)ACD/LogD (pH 7.4): -8.37; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 6; (10)#H bond donors: 4; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 71.06 Å2; (13)Index of Refraction: 2.023; (14)Molar Refractivity: 33.48 cm3; (15)Molar Volume: 65.9 cm3; (16)Polarizability: 13.27×10-24cm3; (17)Surface Tension: 321.9 dyne/cm; (18)Density: 2.609 g/cm3; (19)Flash Point: 192.1 °C; (20)Enthalpy of Vaporization: 71.45 kJ/mol; (21)Boiling Point: 370.6 °C at 760 mmHg; (22)Vapour Pressure: 5.3E-07 mmHg at 25°C.

You should be cautious while dealing with this chemical. It irritates to eyes, respiratory system and skin. Therefore, you had better take the following instructions: Wear suitable protective clothing, and if in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: O=C1C(/O)=C(/O)C(=O)C(\O)=C1\O
(2)InChI: InChI=1/C6H4O6/c7-1-2(8)4(10)6(12)5(11)3(1)9/h7-8,11-12H
(3)InChIKey: DGQOCLATAPFASR-UHFFFAOYAF

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