Conditions | Yield |
---|---|
With hydrogenchloride; water In methanol for 7h; Reagent/catalyst; Reflux; | 98% |
With hydrogenchloride; methanol | |
With acetic acid |
Conditions | Yield |
---|---|
With dihydrogen peroxide at 20℃; for 0.833333h; Dakin Phenol Oxidation; Green chemistry; | 96% |
With dihydrogen peroxide; sodium carbonate In tetrahydrofuran; water at 0 - 20℃; for 3h; | 85% |
(4S,5R,6S)-4,5,6-trihydroxy-2-cyclohexene-1-one
1,2,4-Trihydroxybenzene
Conditions | Yield |
---|---|
In water at 170℃; for 2h; Inert atmosphere; | 93% |
hydrogenchloride
triphenylantimony m-hydroxy-o-phenylenedioxide
A
1,2,4-Trihydroxybenzene
B
triphenylantimony dichloride
Conditions | Yield |
---|---|
heating (3 h, water bath); soln. pouring into Petri dish, solid extraction by benzene; | A 78% B 86% |
Conditions | Yield |
---|---|
With hydrogenchloride; water at 250℃; under 37503.8 Torr; for 3h; Sealed tube; Inert atmosphere; | 57% |
Conditions | Yield |
---|---|
With hydrogenchloride; water at 250℃; under 37503.8 Torr; for 3h; Reagent/catalyst; Sealed tube; Inert atmosphere; | 56% |
Conditions | Yield |
---|---|
With <(Ce2(p-tert-butylcalix(8)arene))(Me2SO)5>*2Me2SO; dihydrogen peroxide In acetonitrile for 5h; Ambient temperature; | 42% |
With 2,6-dichloroquinone-4-chloroimide; sodium acetate; acetic acid | |
With water for 0.166667h; |
Conditions | Yield |
---|---|
With <(Ce2(p-tert-butylcalix(8)arene))(Me2SO)5>*2Me2SO; dihydrogen peroxide In acetonitrile for 5h; Ambient temperature; | 39% |
With sodium hydroxide | |
With oxygen; iron(III) In water pH=2.0; Kinetics; hydroxylation; Electrochemical reaction; | |
With titanium(IV) oxide In water at 30℃; Mechanism; Time; UV-irradiation; | |
Multi-step reaction with 3 steps 1: iodine; dihydrogen peroxide / water; sulfuric acid / 30 - 50 °C 2: sulfuric acid / 0.5 h / 25 - 50 °C 3: hydrogenchloride; water / methanol / 7 h / Reflux View Scheme |
2L-(2,4/3,5)-2,3,4,5-tetrahydroxycyclohexan-1-one
1,2,4-Trihydroxybenzene
Conditions | Yield |
---|---|
With phosphoric acid In water at 125℃; for 12h; | 39% |
In water at 170℃; for 2h; Product distribution / selectivity; Inert atmosphere; Autoclave; | 95 %Chromat. |
Conditions | Yield |
---|---|
With air; methylene blue In methanol for 12h; Product distribution; Mechanism; Irradiation; | A 15% B 35% |
Conditions | Yield |
---|---|
With air; methylene blue In methanol for 12h; Product distribution; Mechanism; Irradiation; | A 15% B 35% |
4,4-bis(ethylthio)-1,3-cyclohexanedione
1,2,4-Trihydroxybenzene
Conditions | Yield |
---|---|
With mercury dichloride In methanol; water for 5h; Ambient temperature; | 32% |
With acetic acid; mercury dichloride 1.) aqueous MeOH, r.t., 2.) reflux, 1 h; Yield given. Multistep reaction; |
5-hydroxymethyl-2-furfuraldehyde
A
furfural
B
1,2,4-Trihydroxybenzene
C
levulinic acid
D
hydroquinone
Conditions | Yield |
---|---|
In water at 330℃; under 210017 Torr; for 0.075h; Further byproducts given. Yields of byproduct given; | A n/a B 25% C n/a D n/a |
5-hydroxymethyl-2-furfuraldehyde
A
furfural
B
1,2,4-Trihydroxybenzene
C
levulinic acid
D
hydroquinone
E
2-hydroxyresorcinol
Conditions | Yield |
---|---|
In water at 330℃; under 210017 Torr; for 0.075h; other temperatures, other reaction times, other educt; | A n/a B 25% C n/a D n/a E n/a |
2L-(2,4/3,5)-2,3,4,5-tetrahydroxycyclohexan-1-one
A
1,2,4-Trihydroxybenzene
B
benzene-1,2-diol
Conditions | Yield |
---|---|
With zinc In acetic acid Product distribution; Further Variations:; Reagents; Temperatures; reductiv dehydration; reflux; | A n/a B 18% |
Conditions | Yield |
---|---|
In water at 330℃; for 0.0513889h; | 9% |
Conditions | Yield |
---|---|
at 200 - 220℃; |
Conditions | Yield |
---|---|
With pyridine hydrochloride at 200 - 220℃; |
Conditions | Yield |
---|---|
at 220℃; |
Conditions | Yield |
---|---|
ueber mehrere Stufen; | |
Multi-step reaction with 2 steps 1: sulfuric acid / 0.5 h / 25 - 50 °C 2: hydrogenchloride; water / methanol / 7 h / Reflux View Scheme | |
Multi-step reaction with 2 steps 1: sulfuric acid; acetic acid / 40 - 50 °C 2: hydrogenchloride; water / methanol / 7 h / Reflux View Scheme |
1,2,4-Tris-(bis-trifluormethyl-aminooxy)-benzol
1,2,4-Trihydroxybenzene
Conditions | Yield |
---|---|
With potassium hydroxide |
5-hydroxymethyl-2-furfuraldehyde
A
furfural
B
5-Methylfurfural
C
5-methyl-2-furanone
D
hydroxyquinone
E
1,2,4-Trihydroxybenzene
F
levulinic acid
Conditions | Yield |
---|---|
With water at 126.9℃; under 206266 Torr; Product distribution; Kinetics; Thermodynamic data; Ea, various water densities; |
Cellobiose
A
formic acid
B
1,2,4-Trihydroxybenzene
C
glycolaldehyde hydrate
D
acetic acid
E
hydroxy-2-propanone
F
2-hydroxyresorcinol
Conditions | Yield |
---|---|
at 300℃; under 1.5 Torr; for 0.5h; Mechanism; also with cellobiitol and other (13)C labeled glucans; |
A
1,2,4-Trihydroxybenzene
C
acetic acid
D
Glycolaldehyde
E
hydroxy-2-propanone
F
2-hydroxyresorcinol
Conditions | Yield |
---|---|
With sodium chloride at 300℃; under 2 Torr; for 1h; Product distribution; other temperatures, other reaction times, or without 1percent aq. NaCl; | A 1.1 % Chromat. B n/a C 3.7 % Spectr. D 12.8 % Spectr. E 1.6 % Spectr. F 0.4 % Chromat. |
4-chloro-phenol
A
4-chloro-1,2-benzenediol
B
hydroxyquinone
C
1,2,4-Trihydroxybenzene
D
hydroquinone
E
p-benzoquinone
Conditions | Yield |
---|---|
With oxygen In water Product distribution; Irradiation; |
benzene
A
[18O]phenol
B
1,2,4-Trihydroxybenzene
C
hydroquinone
D
p-benzoquinone
E
phenol
Conditions | Yield |
---|---|
With dioxygen-(16)O; 4-pentafluorophenyl perfluoro biphenyl; 18O-labeled water In acetonitrile; benzene Product distribution; Mechanism; Irradiation; ratio of C6H518OH to C6H5OH; |
phenol
A
hydroxyquinone
B
1,2,4-Trihydroxybenzene
C
benzene-1,2-diol
D
hydroquinone
E
p-benzoquinone
F
2-hydroxyresorcinol
Conditions | Yield |
---|---|
With oxygen; titanium(IV) oxide In water at 25℃; Product distribution; Quantum yield; Mechanism; Irradiation; various wavelengths, other catalysts; |
1,2,4-Tris-(prop-1-enyloxy)-benzol
1,2,4-Trihydroxybenzene
Conditions | Yield |
---|---|
With hydrogenchloride |
recorcinol
A
1,2,4-Trihydroxybenzene
B
4-nitroso-1,3-benzenediol
C
4-nitroresorcinol
D
2-hydroxyresorcinol
Conditions | Yield |
---|---|
With potassium nitrate In water pH=5.7; Quantum yield; Kinetics; Further Variations:; Reagents; pH-values; wavelength; phototransformation; Irradiation; |
Conditions | Yield |
---|---|
With sodium hydride In tetrahydrofuran at 20℃; for 12h; | 99% |
With sodium hydride In tetrahydrofuran; mineral oil at 0 - 20℃; for 16h; Inert atmosphere; | 96% |
With sodium hydroxide |
1,2,4-Trihydroxybenzene
p-Methoxybenzyl bromide
1,2,4-tris(p-methoxybenzyloxy)benzene
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 18.3333h; | 97.1% |
With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; for 18h; Cooling with ice; | 97.1% |
1,2,4-Trihydroxybenzene
ethyl acetoacetate
6,7-dihydroxy-4-methylcoumarin
Conditions | Yield |
---|---|
With trifluoroacetic acid at 100℃; for 0.5h; Pechmann condensation; Microwave irradiation; regioselective reaction; | 97% |
With zirconium(IV) chloride In toluene at 80℃; Pechmann Condensation; Inert atmosphere; | 95% |
With phosphoric acid at 60℃; | 90% |
methyl 3,3,3-trifluoropyruvate
1,2,4-Trihydroxybenzene
3,3,3-Trifluoro-2-hydroxy-2-(2,4,5-trihydroxy-phenyl)-propionic acid methyl ester
Conditions | Yield |
---|---|
In benzene at 80℃; for 1h; | 95% |
1,2,4-Trihydroxybenzene
tert-butyl[(4,4-dimethoxycyclohexyl)oxy]dimethylsilane
Conditions | Yield |
---|---|
With pyridinium p-toluenesulfonate In toluene Inert atmosphere; Schlenk technique; Reflux; | 95% |
1,2,4-Trihydroxybenzene
Conditions | Yield |
---|---|
With piperidine In methanol for 5h; Reflux; | 95% |
Conditions | Yield |
---|---|
With zirconium(IV) chloride In toluene at 80℃; Pechmann Condensation; Inert atmosphere; | 92% |
1,2,4-Trihydroxybenzene
ethyl acetoacetate
4-methyl-5,7-dihydroxycoumarin
Conditions | Yield |
---|---|
With nanosilica molybdic acid 2 In neat (no solvent) at 80℃; for 0.333333h; Pechmann Condensation; Green chemistry; | 91% |
Conditions | Yield |
---|---|
86% |
Conditions | Yield |
---|---|
With hexafluorophosphoric acid In acetic acid at 20℃; for 48h; | 86% |
1,2,4,5-tetrachloro-3,6-dimethyl-benzene
1,2,4-Trihydroxybenzene
Triethyl orthoacetate
Conditions | Yield |
---|---|
86% |
1,2,4-Trihydroxybenzene
2-chloro-5-(dichlorophosphanyloxy)-1,3,2-benzodioxaphosphole
Conditions | Yield |
---|---|
With phosphorus trichloride | 85% |
With phosphorus trichloride In neat (no solvent) Inert atmosphere; | 85% |
With phosphorus trichloride |
Conditions | Yield |
---|---|
With triethylamine at 20℃; | 84.11% |
Conditions | Yield |
---|---|
With dicyclohexyl-carbodiimide In tetrahydrofuran at 0℃; for 20h; | 84% |
With dicyclohexyl-carbodiimide In tetrahydrofuran at 0℃; for 20h; |
ethyl (2-chloroaceto)acetate
1,2,4-Trihydroxybenzene
4-chloromethyl-5,7-dihydroxy-chromen-2-one
Conditions | Yield |
---|---|
With nanosilica molybdic acid 2 In neat (no solvent) at 80℃; for 0.333333h; Pechmann Condensation; Green chemistry; | 84% |
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide for 1h; Williamson reaction; Heating; | 81% |
1,2,4-Trihydroxybenzene
[1,1′-biphenyl]-2,2′,4,4′,5,5′-hexaol
Conditions | Yield |
---|---|
With oxygen; Y2(Sn0.7Ce0.3)2O7 In water at 100℃; for 12h; Reagent/catalyst; Temperature; | 80.2% |
With air In water for 20h; Time; Solvent; Reflux; | |
With oxygen In water at 100℃; for 72h; Green chemistry; | 94.4 %Chromat. |
1,2,4-Trihydroxybenzene
2,2-dimethoxy-propane
2,2-Dimethyl-5-hydroxybenzo[1,3]dioxole
Conditions | Yield |
---|---|
Stage #1: 1,2,4-Trihydroxybenzene With pyridinium p-toluenesulfonate In toluene Reflux; Stage #2: 2,2-dimethoxy-propane In toluene for 1.83333h; | 80% |
With pyridinium p-toluenesulfonate In toluene for 1.83333h; Reflux; | 57% |
Stage #1: 1,2,4-Trihydroxybenzene; 2,2-dimethoxy-propane With toluene-4-sulfonic acid In toluene at 130℃; for 1.5h; Stage #2: With sodium methylate In methanol; toluene at 20℃; | 28.9% |
With pyridinium p-toluenesulfonate In toluene at 110℃; for 2h; | |
With pyridinium p-toluenesulfonate In ethyl acetate at 85℃; Inert atmosphere; |
1,2,4-Trihydroxybenzene
p-methoxybenzylnitrile
1-(2,4,5-trihydroxyphenyl)-2-(4'-methoxyphenyl)ethanone
Conditions | Yield |
---|---|
Stage #1: 1,2,4-Trihydroxybenzene; p-methoxybenzylnitrile With hydrogenchloride; zinc(II) chloride In diethyl ether at 0 - 20℃; Stage #2: With water In methanol Reflux; | 79.6% |
With hydrogenchloride; zinc(II) chloride at 0℃; |
3-Methylbutenoic acid
1,2,4-Trihydroxybenzene
2,2-Dimethyl-6,7-dihydroxy-4-chromanone
Conditions | Yield |
---|---|
With zinc(II) chloride; trichlorophosphate at 50℃; for 5h; | 79% |
1,2,4-Trihydroxybenzene
Conditions | Yield |
---|---|
With triethylamine In toluene (N2); addn. of toluene and triethyl amine (excess) to a mixture of Mo-complex and 1,2,4-benzenetriol; heating to 80°C with vigorous stirring; helding there for 1 h; evapn. to dryness (vac.); adsorption chromy. on silica gel; recrystn. from dichloromethane/hexane; | 79% |
Conditions | Yield |
---|---|
With sulfated montmorillonite K-10 In nitrobenzene at 100℃; | 79% |
With montmorillonite K-10 at 100℃; |
1,2,4-Trihydroxybenzene
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate In dichloromethane at 20℃; for 0.25h; Inert atmosphere; diastereoselective reaction; | 76% |
1,2,4-Trihydroxybenzene
ethyl 3-oxo-3-phenylpropionate
5,7-dihydroxy-4-phenyl-2H-1-benzopyran-2-one
Conditions | Yield |
---|---|
With nanosilica molybdic acid 2 In neat (no solvent) at 80℃; for 0.333333h; Pechmann Condensation; Green chemistry; | 76% |
1,2,4-Trihydroxybenzene
4-(1H-imidazo[4,5-b]pyridin-2-yl)aniline
Conditions | Yield |
---|---|
Stage #1: 4-(1H-imidazo[4,5-b]pyridin-2-yl)aniline With hydrogenchloride; sodium nitrite In water at 0 - 5℃; Stage #2: 1,2,4-Trihydroxybenzene With sodium hydroxide In water at 0 - 5℃; for 2h; | 76% |
4-cyanomethylphenol
1,2,4-Trihydroxybenzene
1-(2,4,5-trihydroxyphenyl)-2-(4'-hydroxyphenyl)ethanone
Conditions | Yield |
---|---|
Stage #1: 4-cyanomethylphenol; 1,2,4-Trihydroxybenzene With hydrogenchloride; zinc(II) chloride In diethyl ether at 0 - 20℃; Stage #2: With water In methanol Reflux; | 75.4% |
With hydrogenchloride; zinc(II) chloride at 0℃; |
The 1,2,4-Benzenetriol with cas registry number of 533-73-3 is also known as Hydroxyhydroquinone; 1,2,4-Trihydroxybenzene. Both its systematic name and IUPAC name are the same which is called benzene-1,2,4-triol. This chemical is a kind of categories in Aromatic Hydrocarbons (substituted) & Derivatives; Aromatics Compounds; Metabolites & Impurities. It is stable under normal temperatures and pressures with appearance of gray powder. It is also sensitive to air and incompatibl with oxidizing materials, strong oxidizing agents, strong oxidizing agents, bases, acid chlorides, acids, water reactive substances, acid anhydrides. In addition, it has EINECS registry number which is 208-575-1.
The physical properties about this chemical are: (1)ACD/LogP: 0.06; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.06; (4)ACD/LogD (pH 7.4): 0.05; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 25.61; (8)ACD/KOC (pH 7.4): 25.41; (9)#H bond acceptors: 3; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 3; (12)Index of Refraction: 1.676; (13)Molar Refractivity: 31.89 cm3; (14)Molar Volume: 84.7 cm3; (15)Surface Tension: 78.6 dyne/cm; (16)Density: 1.488 g/cm3; (17)Flash Point: 176.9 °C; (18)Enthalpy of Vaporization: 60.03 kJ/mol; (19)Boiling Point: 334.5 °C at 760 mmHg; (20)Vapour Pressure: 6.57E-05 mmHg at 25°C.
Preparation of 1,2,4-Benzenetriol: it can be made by benzene-1,3-diol by using reagents H2O2, <(Ce2(p-tert-butylcalix (8) arene)) (Me2SO) 5> * 2Me2SO and solvent acetonitrile. The reaction occurs at ambient temperature for 5 hours with 42% yield.
Uses of 1,2,4-Benzenetriol: it can be used to prepare 4-hydroxycyclohexane-1,3-dione. The reaction will need reagents KOH, H2, catalyst 10percentPdCl2 / C and solvent Methanol at temperature 100 ℃ under pressure 60800. It will need 3 hours with 70% yield.
When you are using this chemical, please be cautious about it as the following:
Poison by subcutaneous and intraperitoneal routes. Human mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes. As a chemical, it is harmful by inhalation, in contact with skin and if swallowed and irritating to eyes, respiratory system and skin. Therefore, when you are using this chemical, wear suitable protective clothing, gloves and eye/face protection, and do not breathe dust. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
You can still convert the following datas into molecular structure:
(1)SMILES: Oc1cc(O)c(O)cc1;
(2)InChI: InChI=1/C6H6O3/c7-4-1-2-5(8)6(9)3-4/h1-3,7-9H;
(3)InChIKey: GGNQRNBDZQJCCN-UHFFFAOYAX
The toxicity data is as follows:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD50 | intraperitoneal | 25mg/kg (25mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: ATAXIA BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY) | National Technical Information Service. Vol. OTS0540939, |
mouse | LD50 | subcutaneous | 122mg/kg (122mg/kg) | Industrial Health. Vol. 5, Pg. 143, 1967. | |
mouse | LDLo | oral | 10mg/kg (10mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: ATAXIA | National Technical Information Service. Vol. OTS0540939, |
About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia
Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog
©2008 LookChem.com,License: ICP
NO.:Zhejiang16009103
complaints:service@lookchem.com Desktop View