tetrahydroxy-1,4-quinone
Conditions | Yield |
---|---|
With hydrogenchloride; water Hydrolysis; | 91% |
rhodizonic acid
A
tetrahydroxy-1,4-quinone
B
1-Benzyl-3-carbamoyl-pyridinium; hydroxide
Conditions | Yield |
---|---|
With 1-Benzyl-1,4-dihydronicotinamide In water; acetonitrile Ambient temperature; | A 70% B n/a |
methyl 2-oxo-2-phenylacetate
A
tetrahydroxy-1,4-quinone
B
(RS)-methyl mandelate
Conditions | Yield |
---|---|
With benzenehexol In water; acetonitrile Product distribution; Mechanism; Ambient temperature; other reagents: tetrahydroxy-p-benzoquinone or rhodizonic acid; | A 37% B 40% |
Conditions | Yield |
---|---|
With methyl 2-oxo-2-phenylacetate In water; acetonitrile Ambient temperature; | A 37% B 40% |
Glyoxal
tetrahydroxy-1,4-quinone
Conditions | Yield |
---|---|
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; |
tetrahydroxy-1,4-quinone
Conditions | Yield |
---|---|
With nitric acid man dampft die Reaktionsloesung bis zur Trockne ein und erhitzt darauf erst mit Alkohol, dann mit Wasser; |
Conditions | Yield |
---|---|
With nitric acid |
Conditions | Yield |
---|---|
With air; sodium carbonate man zersetzt das entstandenen Natriumsalz durch Kochen mit verd.Salzsaeure; | |
With air; water | |
With air; ethanol |
Conditions | Yield |
---|---|
In water Mechanism; Irradiation; pH = 10.9; |
Conditions | Yield |
---|---|
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 |
tetrahydroxy-1,4-quinone
Conditions | Yield |
---|---|
With potassium cyanide; magnesium hydroxide; water at 50℃; und Erhitzen des Reaktionsgemisches auf Siedetemperatur; |
tetrahydroxy-1,4-quinone
Conditions | Yield |
---|---|
With air; sodium carbonate at 50℃; das Dinatriumsalz entsteht; | |
With water; magnesium oxide das Dinatriumsalz entsteht; |
tetrahydroxy-1,4-quinone
A
diphenyl telluride
B
hexaketocyclohexane
C
toluene-4-sulfonamide
Conditions | Yield |
---|---|
With N-(p-tolylsulfonyl)diphenyltellurimide In methanol for 0.5h; Ambient temperature; | A 97% B 88% C 99% |
tetrahydroxy-1,4-quinone
Conditions | Yield |
---|---|
In methanol at 20℃; for 4.5h; | 99% |
Conditions | Yield |
---|---|
In methanol at 20℃; for 4.5h; | 99% |
tetrahydroxy-1,4-quinone
A
rhodizonic acid
B
bis(4-methoxyphenyl)telluride
C
toluene-4-sulfonamide
Conditions | Yield |
---|---|
With Te,Te-di(p-methoxyphenyl)-N-(p-tolylsulfonyl)tellurimide In methanol for 0.25h; Ambient temperature; | A 89% B 98% C 98% |
tetrahydroxy-1,4-quinone
Conditions | Yield |
---|---|
In methanol at 20℃; for 4.5h; | 90% |
tetrahydroxy-1,4-quinone
decacarbonyldirhenium(0)
Conditions | Yield |
---|---|
In 1,3,5-trimethyl-benzene at 160℃; for 48h; | 85% |
tetrahydroxy-1,4-quinone
Conditions | Yield |
---|---|
In methanol at 20℃; for 4.5h; | 84% |
tetrahydroxy-1,4-quinone
Conditions | Yield |
---|---|
With lithium methanolate In methanol for 134h; Inert atmosphere; | 80% |
tetrahydroxy-1,4-quinone
decacarbonyldirhenium(0)
Conditions | Yield |
---|---|
In 1,3,5-trimethyl-benzene at 160℃; for 48h; High pressure; | 80% |
tetrahydroxy-1,4-quinone
decacarbonyldirhenium(0)
1,3,5-tri(2-(thiophene-2-yl)benzimidazol-1-ylmethyl)-2,4,6-trimethylbenzene
toluene
Conditions | Yield |
---|---|
at 160℃; for 48h; Autoclave; | 75% |
tetrahydroxy-1,4-quinone
decacarbonyldirhenium(0)
Conditions | Yield |
---|---|
In 1,3,5-trimethyl-benzene at 160℃; for 48h; High pressure; | 75% |
tetrahydroxy-1,4-quinone
decacarbonyldirhenium(0)
1,3,5-tris(2-methylmercaptobenzimidazol-1-ylmethyl)-2,4,6-trimethylbenzene
toluene
Conditions | Yield |
---|---|
at 160℃; for 48h; Autoclave; | 74% |
tetrahydroxy-1,4-quinone
decacarbonyldirhenium(0)
Conditions | Yield |
---|---|
In 1,3,5-trimethyl-benzene at 160℃; for 48h; High pressure; | 72% |
tetrahydroxy-1,4-quinone
Conditions | Yield |
---|---|
In 1,3,5-trimethyl-benzene at 160℃; for 48h; Autoclave; | 72% |
tetrahydroxy-1,4-quinone
decacarbonyldirhenium(0)
Conditions | Yield |
---|---|
In 1,3,5-trimethyl-benzene at 160℃; for 48h; High pressure; | 70% |
tetrahydroxy-1,4-quinone
Conditions | Yield |
---|---|
In 1,3,5-trimethyl-benzene at 160℃; for 48h; Autoclave; | 70% |
tetrahydroxy-1,4-quinone
decacarbonyldirhenium(0)
Conditions | Yield |
---|---|
In 1,3,5-trimethyl-benzene at 160℃; for 48h; | 68% |
tetrahydroxy-1,4-quinone
1-Benzyl-1,4-dihydronicotinamide
2,3,4,5,6-Pentahydroxy-phenolate1-benzyl-3-carbamoyl-pyridinium;
Conditions | Yield |
---|---|
In water; acetonitrile Ambient temperature; | 65% |
tetrahydroxy-1,4-quinone
decacarbonyldirhenium(0)
Conditions | Yield |
---|---|
In 1,3,5-trimethyl-benzene at 160℃; for 48h; | 65% |
tetrahydroxy-1,4-quinone
Conditions | Yield |
---|---|
In 1,3,5-trimethyl-benzene at 160℃; for 48h; Autoclave; | 65% |
tetrahydroxy-1,4-quinone
decacarbonyldirhenium(0)
Conditions | Yield |
---|---|
In 1,3,5-trimethyl-benzene at 160℃; for 48h; | 64% |
tetrahydroxy-1,4-quinone
decacarbonyldirhenium(0)
Conditions | Yield |
---|---|
In 1,3,5-trimethyl-benzene at 160℃; for 48h; | 62% |
Conditions | Yield |
---|---|
In water; diethylene glycol at 120℃; for 48h; Inert atmosphere; | 61% |
Conditions | Yield |
---|---|
In 1,3,5-trimethyl-benzene at 160℃; for 48h; | 60.2% |
Conditions | Yield |
---|---|
In water at 120℃; for 48h; Autoclave; | 60% |
Conditions | Yield |
---|---|
In 1,3,5-trimethyl-benzene at 160℃; for 72h; Autoclave; | 57.8% |
tetrahydroxy-1,4-quinone
tris[(2-pyridylmethyl)amine]
Conditions | Yield |
---|---|
With NEt3 In methanol MeOH soln. of Fe complex added to MeOH soln. of C18H18N4 and C6(OH)4O2 in a wet box (<1 ppm O2); neutralized (NEt3), refluxed for 1 h; filtered while hot, filtrate kept at room temp. for 2-3 d; filtered off,washed (MeOH), dried in vacuo; elem. anal.; | 55% |
Conditions | Yield |
---|---|
In water at 120℃; for 48h; Autoclave; | 53% |
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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