Conditions | Yield |
---|---|
With peracetic acid; acetic acid | 80% |
With peracetic acid |
Conditions | Yield |
---|---|
With dihydrogen peroxide; sodium hydroxide at 40 - 50℃; for 1.5h; | 79% |
With sodium hydroxide; dihydrogen peroxide at 50℃; | |
With sodium hydroxide; dihydrogen peroxide | |
With water; dihydrogen peroxide; sodium hydroxide at 45 - 55℃; for 3.5h; Inert atmosphere; | |
With 2(A-F),3(A-F),6(B-F)-heptadecakis-O-methyl-6(A)-deoxy-6(A)-oxo-α-cyclodextrin; dihydrogen peroxide at 25℃; for 1h; pH=7; Kinetics; Reagent/catalyst; aq. phosphate buffer; |
2-hydroxy-phenoxazin-3-one
A
2,5-dihydroxy-1,4-benzoquinone
B
2-amino-phenol
Conditions | Yield |
---|---|
With potassium hydroxide | |
Multi-step reaction with 2 steps 1: ethanol 2: aq. NaOH solution View Scheme |
Conditions | Yield |
---|---|
With potassium hydroxide |
Conditions | Yield |
---|---|
With sodium hydroxide |
2-amino-5-hydroxy-[1,4]benzoquinone-4-imine
2,5-dihydroxy-1,4-benzoquinone
Conditions | Yield |
---|---|
at 70℃; |
A
2,5-dihydroxy-1,4-benzoquinone
B
5-anilino-2-hydroxy-1,4-benzoquinone
Conditions | Yield |
---|---|
With sodium hydroxide |
Conditions | Yield |
---|---|
With potassium hydroxide; oxygen | |
With sodium hydroxide; dihydrogen peroxide |
Dimethyl oxalate
3,3-dimethoxy-butan-2-one
2,5-dihydroxy-1,4-benzoquinone
Conditions | Yield |
---|---|
(i) NaOMe, (ii) H2SO4, (iii) Mg(OMe)2; Multistep reaction; |
2,5-bis(1-aziridinyl)-1,4-benzoquinone
A
2,5-dihydroxy-1,4-benzoquinone
B
2,5-bis((2-hydroxyethylyl)amino)-1,4-benzoquinone
Conditions | Yield |
---|---|
In N,N-dimethyl acetamide; water at 40℃; for 24h; Rate constant; Kinetics; Thermodynamic data; product yield/distribution; mechanism; apparent activation energy; 0.01 M phosphate buffer (pH 8); examination of pH (further buffers), ionic strength, buffer concentration and reaction time; |
4,5-dimethoxy-1,2-benzoquinone
2,5-dihydroxy-1,4-benzoquinone
Conditions | Yield |
---|---|
With potassium hydroxide In methanol |
1,4-Benzochinon-2,5-di-(3-oxypropansaeure)
2,5-dihydroxy-1,4-benzoquinone
Conditions | Yield |
---|---|
With sodium hydroxide at 70℃; |
hydroquinone
A
p-benzosemiquinone radical anion
B
2,5-dihydroxy-1,4-benzoquinone
C
p-benzoquinone
Conditions | Yield |
---|---|
With sodium hydroxide; potassium dihydrogenphosphate; air; Ag(1-x)H(x)Zr2(PO4)3 In water for 1h; Mechanism; Product distribution; Ambient temperature; Irradiation; pH 6, irradiation absence, other reaction time, various reactants ratio; | |
With sodium hydroxide; potassium dihydrogenphosphate; air; Ag(1-x)H(x)Zr2(PO4)3 In water Ambient temperature; Irradiation; Yields of byproduct given; |
Conditions | Yield |
---|---|
With sodium hydroxide; potassium dihydrogenphosphate; air; Ag(1-x)H(x)Zr2(PO4)3 In water for 4.16667h; Irradiation; Yield given. Yields of byproduct given; |
2-aminophenoxazin-3-one
A
2,5-dihydroxy-1,4-benzoquinone
B
ammonia
C
2-amino-phenol
dihydrogen peroxide
4-methyl-1,2-dihydroxybenzene
A
carbon dioxide
B
2,5-dihydroxy-1,4-benzoquinone
C
oxalic acid
2,5-dihydroxy-1,4-benzoquinone
Conditions | Yield |
---|---|
With potassium hydroxide Ansauern die erhaltene Loesung; |
2,5-dihydroxy-1,4-benzoquinone
Conditions | Yield |
---|---|
With ethanol; sulfuric acid |
2,5-dihydroxy-1,4-benzoquinone
Conditions | Yield |
---|---|
With potassium hydroxide |
2,5-dihydroxy-1,4-benzoquinone
Conditions | Yield |
---|---|
With sodium hydroxide | |
With sulfuric acid |
2,5-dihydroxy-1,4-benzoquinone
Conditions | Yield |
---|---|
With potassium hydroxide at 70℃; | |
With sodium hydroxide at 70℃; |
2,5-dihydroxy-1,4-benzoquinone
Conditions | Yield |
---|---|
With sulfuric acid |
2,5-dihydroxy-1,4-benzoquinone
Conditions | Yield |
---|---|
With potassium hydroxide |
2,5-dihydroxy-1,4-benzoquinone
Conditions | Yield |
---|---|
With sulfuric acid | |
With sodium hydroxide |
2,5-dihydroxy-1,4-benzoquinone
Conditions | Yield |
---|---|
With sodium hydroxide |
2,5-dihydroxy-1,4-benzoquinone
Conditions | Yield |
---|---|
With mineral acid |
2,5-dihydroxy-1,4-benzoquinone
2,5-dihydroxy-1,4-benzoquinone
1,2-diamino-benzene
2,3-dihydroxyphenazine
Conditions | Yield |
---|---|
In water at 100℃; | 100% |
In water at 80℃; for 18h; | 100% |
In ethanol for 1.5 - 24h; Product distribution / selectivity; Heating / reflux; | 93% |
2,5-dihydroxy-1,4-benzoquinone
3,4-diaminobenzoic acid
7,8-dihydroxyphenazine-2-carboxylic acid
Conditions | Yield |
---|---|
In water at 95℃; for 15h; | 100% |
In ethanol for 24h; Reflux; | 85% |
With acetic acid In ethanol at 20℃; for 5h; | 65% |
Conditions | Yield |
---|---|
In neat (no solvent) at 160℃; Inert atmosphere; Schlenk technique; | 100% |
2,5-dihydroxy-1,4-benzoquinone
4,5-dibromo-1,2-diaminobenzene
Conditions | Yield |
---|---|
With acetic acid at 100℃; Inert atmosphere; Schlenk technique; | 100% |
2,5-dihydroxy-1,4-benzoquinone
tetrabutylammomium bromide
nickel(II) acetate tetrahydrate
Conditions | Yield |
---|---|
In water at 100℃; for 0.75h; Inert atmosphere; | 100% |
Conditions | Yield |
---|---|
With hydrogenchloride; tin at 95℃; for 1h; | 99% |
With hydrogenchloride; tin In water for 1h; Reflux; | 98% |
With hydrogenchloride; tin | 78% |
1H-benzimidazol-2-amine
pyrimidine-2,4,5,6(1H,3H)-tetraone
2,5-dihydroxy-1,4-benzoquinone
2-amino-1H-benzo[d]imidazol-3-ium 3-hydroxy-1-(5-hydroxy-2,4,6-trioxohexahydropyrimidin-5-yl)-2,5,6-trioxocyclohex-3-en-1-ide
Conditions | Yield |
---|---|
In chloroform for 4h; Reflux; | 99% |
Conditions | Yield |
---|---|
In water Reflux; | 99% |
In water for 16h; Reflux; | 86% |
In water at 95℃; for 18h; | 84% |
(5-methyl-pyridin-2-yl)amine
pyrimidine-2,4,5,6(1H,3H)-tetraone
2,5-dihydroxy-1,4-benzoquinone
Conditions | Yield |
---|---|
In chloroform for 4h; Reflux; | 97% |
2,5-dihydroxy-1,4-benzoquinone
4-nitrobenzaldehdye
2-(2-(4-chlorophenyl)-2-oxoethyl)isoquinolin-2-ium bromide
Conditions | Yield |
---|---|
With cholin hydroxide In water for 5h; Reflux; Green chemistry; | 97% |
2,5-dihydroxy-1,4-benzoquinone
disodium salt of 2,5-dihydroxy-1,4-benzoquinone
Conditions | Yield |
---|---|
With sodium methylate In dimethyl sulfoxide for 48h; | 96.6% |
With sodium methylate In methanol at 20℃; |
Conditions | Yield |
---|---|
With triethylamine In ethanol; triethylamine; acetonitrile byproducts: NEt3*HNO3; a soln. of quinone in Et3N and EtOH were added dropwise under N2 to a soln. of AgNO3 in MeCN-EtOH in the dark at 25°C, the mixt. was stirred for 2 h; filtd., ppt. was washed with cold EtOH, filtrate evapd. under vac.; elem. anal.; | 96% |
Conditions | Yield |
---|---|
In water MnSO4*5H2O and quinone deriv. mixed in water; ppt. washed with water and EtOH; elem. anal.; | 96% |
In water slow diffusion of aq. solns. of MnSO4*5H2O and quinone deriv. at room temp. for several d; |
2-aminopyridine
pyrimidine-2,4,5,6(1H,3H)-tetraone
2,5-dihydroxy-1,4-benzoquinone
Conditions | Yield |
---|---|
In chloroform for 4h; Reflux; | 96% |
Conditions | Yield |
---|---|
With poly(2-ethyl-2-oxazoline) immobilized on silica-coated Fe3O4 nanoparticles In ethanol for 5h; Reflux; Green chemistry; | 96% |
With L-proline In water for 4h; Reflux; Green chemistry; | 70% |
2,5-dihydroxy-1,4-benzoquinone
2-(2-(4-chlorophenyl)-2-oxoethyl)isoquinolin-2-ium bromide
2-nitro-benzaldehyde
Conditions | Yield |
---|---|
With cholin hydroxide In water for 5h; Reflux; Green chemistry; | 96% |
Conditions | Yield |
---|---|
With aluminum (III) chloride In toluene at 25℃; for 24h; | 96% |
2,5-dihydroxy-1,4-benzoquinone
4-methoxyphenylene-1,2-diamine dihydrochloride
2,3-dihydroxy-6-methoxyphenazine
Conditions | Yield |
---|---|
With triethylamine In ethanol Heating; | 95% |
2,5-dihydroxy-1,4-benzoquinone
1,2-diamino-benzene
5,14-dihydro-5,7,12,14-tetraazapentacene
Conditions | Yield |
---|---|
at 180℃; | 95% |
at 160℃; for 5h; Inert atmosphere; Neat (no solvent); | 94.8% |
In benzyl alcohol at 135 - 140℃; for 20h; | 92% |
With acetic acid for 8h; Reflux; Inert atmosphere; |
2-Amino-6-methylpyridine
pyrimidine-2,4,5,6(1H,3H)-tetraone
2,5-dihydroxy-1,4-benzoquinone
Conditions | Yield |
---|---|
In chloroform for 4h; Reflux; | 94% |
2,5-dihydroxy-1,4-benzoquinone
4-fluorobenzaldehyde
2-(2-(4-chlorophenyl)-2-oxoethyl)isoquinolin-2-ium bromide
Conditions | Yield |
---|---|
With cholin hydroxide In water for 5h; Reflux; Green chemistry; | 94% |
2,5-dihydroxy-1,4-benzoquinone
2-Fluorobenzaldehyde
2-(2-(4-chlorophenyl)-2-oxoethyl)isoquinolin-2-ium bromide
Conditions | Yield |
---|---|
With cholin hydroxide In water for 5h; Reflux; Green chemistry; | 94% |
2-amino-4-(trifluoromethyl)phenol hydrochloride
2,5-dihydroxy-1,4-benzoquinone
C20H8F6N2O2
Conditions | Yield |
---|---|
With acetic acid Reflux; | 93.6% |
2,5-dihydroxy-1,4-benzoquinone
benzaldehyde
2-(2-(4-chlorophenyl)-2-oxoethyl)isoquinolin-2-ium bromide
Conditions | Yield |
---|---|
With cholin hydroxide In water for 5h; Reflux; Green chemistry; | 93% |
3-methylpyridin-2-ylamine
pyrimidine-2,4,5,6(1H,3H)-tetraone
2,5-dihydroxy-1,4-benzoquinone
Conditions | Yield |
---|---|
In chloroform for 4h; Reflux; | 92% |
Conditions | Yield |
---|---|
With poly(2-ethyl-2-oxazoline) immobilized on silica-coated Fe3O4 nanoparticles In ethanol for 5h; Reflux; Green chemistry; | 92% |
With L-proline In water for 4h; Reflux; Green chemistry; | 70% |
2,5-dihydroxy-1,4-benzoquinone
2-(2-(4-chlorophenyl)-2-oxoethyl)isoquinolin-2-ium bromide
4-cyanobenzaldehyde
Conditions | Yield |
---|---|
With cholin hydroxide In water for 5h; Reflux; Green chemistry; | 92% |
2,5-dihydroxy-1,4-benzoquinone
4-bromo-benzaldehyde
2-(2-(4-chlorophenyl)-2-oxoethyl)isoquinolin-2-ium bromide
Conditions | Yield |
---|---|
With cholin hydroxide In water for 5h; Reflux; Green chemistry; | 92% |
Conditions | Yield |
---|---|
With poly(2-ethyl-2-oxazoline) immobilized on silica-coated Fe3O4 nanoparticles In ethanol for 4h; Reflux; Green chemistry; | 92% |
Conditions | Yield |
---|---|
With acetic acid In ethanol for 24h; Heating; | 91% |
The Molecular Structure of 2,5-Cyclohexadiene-1,4-dione,2,5-dihydroxy- (CAS NO.615-94-1) is
Cas Register Number: 615-94-1
IUPAC Name: 2,5-Dihydroxycyclohexa-2,5-diene-1,4-dione
Synonyms: 2,5-Dihydroxy-1,4-benzoquinone ; 2,5-Dihydroxy-p-benzoquinone ; 2,5-Cyclohexadiene-1,4-dione, 2,5-dihydroxy- ; 2,5-Dihydroxy-p-benzoquinone ; p-Benzoquinone, 2,5-dihydroxy- (8CI)
Molecular formula: C6H4O4
Molecular weight: 140.093560 g/mol
Product Categories: Anthraquinones, Hydroquinones and Quinones;Benzoquinones;Alcohols;Monomers;Polymer Science
Melting point: 235 °C (dec.)(lit.)
Apearnce: Ochre to brown powder
H bond acceptors: 4
H bond donors: 2
Freely Rotating Bonds: 2
Polar Surface Area: 52.6 Å2
Index of Refraction: 1.729
Molar Refractivity: 30.31 cm3
Molar Volume: 75.9 cm3
Surface Tension: 122.4 dyne/cm
Density: 1.843 g/ cm3
Flash Point: 162.9 °C
Enthalpy of Vaporization: 65.39 kJ/mol
Boiling Point: 322.3 °C at 760 mmHg
Vapour Pressure of 2,5-Cyclohexadiene-1,4-dione,2,5-dihydroxy- (CAS NO.615-94-1): 2.24E-05 mmHg at 25°C
Hazard Codes: Xn
Risk Statements: 20/21/22-36/37/38
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S37/39:Wear suitable gloves and eye/face protection.
WGK Germany: 3
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