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1,2-Benzenediol (pyrocatechol)
Cas No: 120-80-9
USD $ 1.5-1.5 / Metric Ton 1 Metric Ton 100 Metric Ton/Year Antimex Chemical Limied Contact Supplier
120-80-9 Catechol
Cas No: 120-80-9
No Data No Data 1000 Metric Ton/Month Luyunjia Chemistry Xiamen Limited Contact Supplier
High quality Pyrocatechol supplier in China
Cas No: 120-80-9
No Data 1 Metric Ton 5000 Metric Ton/Year Simagchem Corporation Contact Supplier
Catechol
Cas No: 120-80-9
No Data 1 Metric Ton 500 Metric Ton/Month Shanghai Rich Chemicals Co., Ltd Contact Supplier
High purity Pyrocatechol 98% TOP1 supplier in China
Cas No: 120-80-9
USD $ 3.0-3.0 / Kilogram 1 Kilogram 1-100 Metric Ton/Month Dayang Chem (Hangzhou) Co.,Ltd. Contact Supplier
High purity Pyrocatechol with high quality cas:120-80-9
Cas No: 120-80-9
USD $ 5.0-11.0 / Kilogram 1 Kilogram 99999 Kilogram/Year Hangzhou Dingyan Chem Co., Ltd Contact Supplier
Pyrocatechol
Cas No: 120-80-9
USD $ 12.0-12.0 / Gram 100 Gram 500 Metric Ton/Year Jinan Finer Chemical Co., Ltd Contact Supplier
Pyrocatechol,CAS 120-80-9
Cas No: 120-80-9
USD $ 1.0-1.0 / Kilogram 1 Kilogram 3000 Metric Ton/Year Hefei TNJ chemical industry co.,ltd Contact Supplier
Catechol
Cas No: 120-80-9
No Data 1 Kilogram 1 Metric Ton/Quarter Henan Allgreen Chemical Co.,Ltd Contact Supplier
Pyrocatechol
Cas No: 120-80-9
No Data No Data No Data Chemwill Asia Co., Ltd. Contact Supplier

120-80-9 Usage

Potential Exposure

Used as a chemical intermediate; pharmaceutical and veterinary drug; as an antiseptic; in photography; in dyestuff manufacture and application. It is also used in electroplating, in the formulation of specialty inks; in antioxidants; and light stabilizers.

Health Hazard

Acute oral and percutaneous toxicity of pyrocatechol is greater than that of phenol; inhalation toxicity is less than that of phenol. The toxic symptoms include weakness, muscular pain, dark urine, tremor, dyspnea, and convulsions. Large amounts can produce degenerative changes in renal tubules. Large doses can cause death due to respiratory failure. Skin contact can cause eczematous dermatitis.LD50 value, oral (rats): 260 mg/kg LD50 value, skin (rabbits): 800 mg/kg.

Air & Water Reactions

Turns brown on exposure to air and light, especially when moist. Water soluble. Aqueous solutions soon turn brown on exposure to air and light.

Safety Profile

Poison by ingestion, subcutaneous, intraperitoneal, intravenous, and parenteral routes. Moderately toxic by skin contact. Experimental reproductive effects. Can cause dermatitis on skin contact. An allergen. Human mutation data reported. Questionable carcinogen. Systemic effects sirmlar to those of phenol. Combustible when exposed to heat or flame; can react vigorously with oxidizing materials. Hypergolic reaction with concentrated nitric acid. To fight fire, use water, CO2, dry chemical. When heated to decomposition it emits acrid smoke and irritating fumes. See also PHENOL.

Uses

Pyrocatechol is used in photography, in dyeing fur, and as a topical antiseptic.

Health Hazard

DUST: Irritating to eyes, nose and throat. If inhaled will cause coughing or difficult breathing. SOLID: Will burn skin and eyes. Harmful if swallowed.

Incompatibilities

Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides.

Fire Hazard

Combustible. POISONOUS GASES MAY BE PRODUCED WHEN HEATED. May form toxic fumes at high temperatures.

Chemical Properties

Off-white powder

Production Methods

Pyrocatechol may be obtained by the fusion of o-phenolsulfonic acid with alkali, by heating chorophenol with a solution of sodium hydroxide at 200°C in an autoclave, or by cleavage of the methyl ether group of guaiacol (obtained from beechwood tar) with hydriodic acid.

Uses

In the manufacture of rubber antioxidants and monomer inhibitors to stop radical polymerization; in dyes, as a photographic developer; in formulations for pharmaceuticals, perfumes, inks, and insecticides

Uses

In photography; dyeing fur; as reagent.

Definition

A colourless crystalline PHENOL containing two hydroxyl groups. It is used in photographic developing.

Carcinogenicity

Pyrocatechol has been extensively studied for its role in carcinogenesis of the rat glandular stomach; it was concluded that pyrocatechol is carcinogenic. When rats and mice were administered 0.8% pyrocatechol in their feed for life, there was an increase in glandular stomach adenocarcinoma in both male and female rats. Pyrocatechol also caused hyperplasia of the glandular stomach in both rats and mice, a mechanism that could cause promotion of carcinogen-initiated cells; no effects on the esophagus or urinary bladder were reported. There were no cutaneous neoplasms when pyrocatechol was applied in dermal studies. Pyrocatechol may be classified as a cocarcinogen because it enhanced the number and/or incidence of lesions in the stomach induced by several carcinogenic nitrosamines and cutaneous neoplasms when administered dermally together with several carcinogens.

Synthesis Reference(s)

The Journal of Organic Chemistry, 45, p. 4275, 1980 DOI: 10.1021/jo01310a003

Shipping

UN 2811 Toxic solids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required.

Chemical Properties

Catechol is a white crystalline solid. Turns brown on contact with light and air.

Purification Methods

Crystallise catechol from *benzene or toluene and sublime it in vacuo. [Rozo et al. Anal Chem 58 2988 1986, Beilstein 6 IV 5557.]

Hazard

Strong irritant. Toxic by skin absorption. Eye and upper respiratory tract irritant, and der- matitis. Possible carcinogen.

General Description

Solid; white; odorless. Sinks and mixes with water.

Reactivity Profile

POISONOUS GASES MAY BE PRODUCED WHEN HEATED. Pyrocatechol may form toxic fumes at high temperatures. [USCG, 1999]. Pyrocatechol can react with acid chlorides, acid anhydrides, bases and oxidizing agents. Pyrocatechol reacts violently on contact with concentrated nitric acid. Pyrocatechol acts as a reducing agent .
InChI:InChI=1/C6H6O2/c7-5-3-1-2-4-6(5)8/h1-4,7-8H

120-80-9 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
Alfa Aesar (A10164)  Catechol, 99%    120-80-9 250g 187.0CNY Detail
Alfa Aesar (A10164)  Catechol, 99%    120-80-9 1000g 524.0CNY Detail
Alfa Aesar (A10164)  Catechol, 99%    120-80-9 5000g 1837.0CNY Detail
Sigma-Aldrich (430749)  Pyrocatechol  purified by sublimation, ≥99.5% 120-80-9 430749-5G 730.08CNY Detail

120-80-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name catechol

1.2 Other means of identification

Product number -
Other names 1,2-dihydroxybenzene

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Catechol is used as a photographic developer, a developer for fur dyes, as an intermediate for antioxidants in rubber and lubricating oils, in polymerization inhibitors, and in pharmaceuticals.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:120-80-9 SDS

120-80-9Synthetic route

phenol
108-95-2

phenol

benzene-1,2-diol
120-80-9

benzene-1,2-diol

Conditions
ConditionsYield
With dihydrogen peroxide; MgAlZr0.1-HT In Petroleum ether at 79.9℃; for 8h;100%
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In methanol; chloroform at -25℃; for 0.333333h;97%
With tert.-butylhydroperoxide In water; acetonitrile at 70℃; for 6h; Catalytic behavior; Temperature; Solvent;89%
1,3-benzodioxol-2-one
2171-74-6

1,3-benzodioxol-2-one

isopropyl alcohol
67-63-0

isopropyl alcohol

A

bis-2-propyl carbonate
6482-34-4

bis-2-propyl carbonate

B

benzene-1,2-diol
120-80-9

benzene-1,2-diol

Conditions
ConditionsYield
With sodium methylate In neat (no solvent) at 100℃; under 1500.15 Torr; for 5h; Inert atmosphere; Autoclave;A 67%
B 100%
With sodium methylate at 100℃; for 5h; Temperature; Autoclave; Inert atmosphere;A 90 %Chromat.
B n/a
Methylenedioxybenzene
274-09-9

Methylenedioxybenzene

benzene-1,2-diol
120-80-9

benzene-1,2-diol

Conditions
ConditionsYield
With 1,3-dimethyl-2-imidazolidinone; sodium hexamethyldisilazane In tetrahydrofuran at 185℃; for 12h; further reagent: LDA;99%
With sodium di(ethyl)amine In N,N,N,N,N,N-hexamethylphosphoric triamide; benzene for 12h; Heating;85%
With aluminium(III) iodide In carbon disulfide for 7h; Heating; Var. solvent, time and substrate reagent ratio;80%
2-methoxy-phenol
90-05-1

2-methoxy-phenol

benzene-1,2-diol
120-80-9

benzene-1,2-diol

Conditions
ConditionsYield
Stage #1: 2-methoxy-phenol With pyridine; iodine; aluminium In acetonitrile for 18h; Reflux;
Stage #2: With hydrogenchloride In water; acetonitrile at 20℃;
99%
With hydrogenchloride In water at 250℃; under 37503.8 Torr; for 3h; Reagent/catalyst; Autoclave; Inert atmosphere; Green chemistry;97%
With aluminium(III) iodide; calcium oxide In acetonitrile at 80℃; for 18h; Reagent/catalyst;94%
2,2-dimethyl-1,3-benzodioxole
14005-14-2

2,2-dimethyl-1,3-benzodioxole

benzene-1,2-diol
120-80-9

benzene-1,2-diol

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In dichloromethane at 20℃; for 18h; Catalytic behavior; Reagent/catalyst; Solvent;99%
With indium(III) triflate In water; acetonitrile at 120℃; for 0.5h; Microwave irradiation;91%
With sodium di(ethyl)amine In N,N,N,N,N,N-hexamethylphosphoric triamide; benzene for 12h; Heating;88%
6H,11H-dibenzo<14>dioxocin
116915-91-4

6H,11H-dibenzo<14>dioxocin

benzene-1,2-diol
120-80-9

benzene-1,2-diol

Conditions
ConditionsYield
With hydrogen; palladium hydroxide - carbon In ethanol under 760 Torr;99%
1-Bromo-2-iodobenzene
583-55-1

1-Bromo-2-iodobenzene

benzene-1,2-diol
120-80-9

benzene-1,2-diol

Conditions
ConditionsYield
With glycolic Acid; copper hydroxide; sodium hydroxide In water; dimethyl sulfoxide at 120℃; for 6h; Inert atmosphere; Schlenk technique;99%
With β-D-glucose; copper(II) acetate monohydrate; potassium hydroxide In water; dimethyl sulfoxide at 20 - 120℃; for 16h;83%
salicylaldehyde
90-02-8

salicylaldehyde

benzene-1,2-diol
120-80-9

benzene-1,2-diol

Conditions
ConditionsYield
With dihydrogen peroxide at 20℃; for 0.666667h; Time; Dakin Phenol Oxidation; Green chemistry;98%
With dihydrogen peroxide In water at 20℃; for 2h; Dakin Phenol Oxidation; Green chemistry;98%
With 7,8-difluoro-1,3-dimethyl-5-ethyl-4a-hydroperoxyalloxazine; dihydrogen peroxide; sodium hydrogencarbonate In methanol; water at 20℃; for 1h; Dakin oxidation;92%
1,2-bis(trimethylsilyloxy)benzene
5075-52-5

1,2-bis(trimethylsilyloxy)benzene

benzene-1,2-diol
120-80-9

benzene-1,2-diol

Conditions
ConditionsYield
With methanol; 1,3-disulfonic acid imidazolium hydrogen sulfate at 20℃; for 0.0666667h; Green chemistry;98%
2-ethoxyanisole
17600-72-5

2-ethoxyanisole

benzene-1,2-diol
120-80-9

benzene-1,2-diol

Conditions
ConditionsYield
With hydrogenchloride In water at 250℃; under 37503.8 Torr; for 3h; Autoclave; Inert atmosphere; Green chemistry;98%
With water; hydrogen bromide; Aliquat 336 at 105℃; for 9h; Catalytic behavior;72%
1,2-dimethoxybenzene
91-16-7

1,2-dimethoxybenzene

benzene-1,2-diol
120-80-9

benzene-1,2-diol

Conditions
ConditionsYield
With 1,3-dimethyl-2-imidazolidinone; lithium diisopropyl amide In tetrahydrofuran; n-heptane; ethylbenzene at 185℃; for 12h;97%
With hydrogen iodide at 25℃; for 24h; Inert atmosphere;96%
With aluminium(III) iodide In acetonitrile for 0.5h; Heating; Var. solvent, time and substrate reagent ratio;93%
1-(4-hydroxy-3-methoxyphenyl)propan-1-ol
6997-34-8

1-(4-hydroxy-3-methoxyphenyl)propan-1-ol

benzene-1,2-diol
120-80-9

benzene-1,2-diol

Conditions
ConditionsYield
With hydrogenchloride In water at 250℃; under 37503.8 Torr; for 3h; Sealed tube; Inert atmosphere;97%
2-Iodophenol
533-58-4

2-Iodophenol

benzene-1,2-diol
120-80-9

benzene-1,2-diol

Conditions
ConditionsYield
With copper(l) iodide; 8-quinolinol; potassium hydroxide In water; dimethyl sulfoxide; tert-butyl alcohol at 100℃; for 48h; Inert atmosphere;95%
Stage #1: 2-Iodophenol With copper(l) iodide; 1,10-Phenanthroline; potassium hydroxide In water; dimethyl sulfoxide at 20 - 100℃; Inert atmosphere;
Stage #2: With hydrogenchloride In water; dimethyl sulfoxide at 20℃; Inert atmosphere;
86%
With basolite C300; potassium hydroxide In water; dimethyl sulfoxide at 125℃; for 12h;84%
2-Ethoxyphenol
94-71-3

2-Ethoxyphenol

benzene-1,2-diol
120-80-9

benzene-1,2-diol

Conditions
ConditionsYield
With aluminium(III) iodide In dimethyl sulfoxide; acetonitrile at 80℃; for 18h;95%
With aluminium(III) iodide; dimethyl sulfoxide In acetonitrile at 80℃; for 18h;95%
With aluminium(III) iodide; N,N-dimethyl-formamide dimethyl acetal In acetonitrile at 80℃; for 18h;72%
With aluminium(III) iodide; N,N-dimethyl-formamide dimethyl acetal In acetonitrile at 80℃; for 18h;72%
With oxygen; copper(II) perchlorate; ascorbic acid In water; acetone at 60℃; for 20h;25%
2-allyloxyphenol
1126-20-1

2-allyloxyphenol

benzene-1,2-diol
120-80-9

benzene-1,2-diol

Conditions
ConditionsYield
With boron dimethyl-trifluoro sulphide In dichloromethane at 0℃; for 0.0833333h;95%
2-hydroxyphenyl boronic acid
89466-08-0

2-hydroxyphenyl boronic acid

dihydrogen peroxide
7722-84-1

dihydrogen peroxide

benzene-1,2-diol
120-80-9

benzene-1,2-diol

Conditions
ConditionsYield
With ammonium bicarbonate In water at 20℃; for 2h; Schlenk technique;95%
2-(2-phenylethoxy)phenol
33130-24-4

2-(2-phenylethoxy)phenol

benzene-1,2-diol
120-80-9

benzene-1,2-diol

Conditions
ConditionsYield
With aluminium(III) iodide In dimethyl sulfoxide; acetonitrile at 80℃; for 18h;95%
With aluminium(III) iodide; dimethyl sulfoxide In acetonitrile at 80℃; for 18h;95%
With aluminium(III) iodide In dimethyl sulfoxide; acetonitrile at 80℃; for 18h;93%
N-(phenoxy)acetamide
5661-50-7

N-(phenoxy)acetamide

benzene-1,2-diol
120-80-9

benzene-1,2-diol

Conditions
ConditionsYield
With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; malonic acid In methanol at 25℃; for 12h; Catalytic behavior; Reagent/catalyst; Temperature; Solvent; Inert atmosphere;95%
2-Isopropoxyphenol
4812-20-8

2-Isopropoxyphenol

benzene-1,2-diol
120-80-9

benzene-1,2-diol

Conditions
ConditionsYield
With aluminium(III) iodide; diisopropyl-carbodiimide In acetonitrile at 80℃; for 18h;94%
With aluminium(III) iodide; diisopropyl-carbodiimide In acetonitrile at 80℃; for 18h;94%
With aluminium(III) iodide; calcium oxide In acetonitrile at 80℃; for 18h;94%
2-bromo-6-hydroxycyclohex-2-en-1-one

2-bromo-6-hydroxycyclohex-2-en-1-one

benzene-1,2-diol
120-80-9

benzene-1,2-diol

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In toluene93%
O-benzylcatechol
6272-38-4

O-benzylcatechol

benzene-1,2-diol
120-80-9

benzene-1,2-diol

Conditions
ConditionsYield
With aluminium(III) iodide; dimethyl sulfoxide In acetonitrile at 80℃; for 18h;93%
With aluminium(III) iodide; N,N-dimethyl-formamide dimethyl acetal In acetonitrile at 80℃; for 18h;63%
With aluminium(III) iodide; N,N-dimethyl-formamide dimethyl acetal In acetonitrile at 80℃; for 18h;63%
3,4-Dihydroxybenzoic acid
99-50-3

3,4-Dihydroxybenzoic acid

benzene-1,2-diol
120-80-9

benzene-1,2-diol

Conditions
ConditionsYield
With Na-X zeolite In water at 200℃; for 1h; Autoclave;91%
With Cocos nucifera juice at 20℃; for 48h; Inert atmosphere;88%
With cucumber juice at 30 - 35℃; for 48h; Inert atmosphere; Green chemistry;85%
4-tert-Butylcatechol
98-29-3

4-tert-Butylcatechol

A

4-tert-butyltoluene
98-51-1

4-tert-butyltoluene

B

benzene-1,2-diol
120-80-9

benzene-1,2-diol

Conditions
ConditionsYield
With Nafion-H; toluene for 2h; Heating;A 97 % Chromat.
B 91%
4-tert-Butylcatechol
98-29-3

4-tert-Butylcatechol

toluene
108-88-3

toluene

A

4-tert-butyltoluene
98-51-1

4-tert-butyltoluene

B

benzene-1,2-diol
120-80-9

benzene-1,2-diol

Conditions
ConditionsYield
With Nafion-H for 2h; Heating;A 97 % Chromat.
B 91%
4-oxo-cyclohexyl 2,2-dimethylpropanoate
165105-99-7

4-oxo-cyclohexyl 2,2-dimethylpropanoate

benzene-1,2-diol
120-80-9

benzene-1,2-diol

Conditions
ConditionsYield
With iodine; oxygen; dimethyl sulfoxide at 80℃; for 12h;91%
ortoquinone
583-63-1

ortoquinone

benzene-1,2-diol
120-80-9

benzene-1,2-diol

Conditions
ConditionsYield
With aluminium(III) iodide In acetonitrile for 1h; Heating;90%
With sulphurous acid
Rate constant; pH 7.00; reaction with substrate reduced glucose oxidase;
o-hydroxyacetophenone
118-93-4

o-hydroxyacetophenone

benzene-1,2-diol
120-80-9

benzene-1,2-diol

Conditions
ConditionsYield
With sodium percarbonate In tetrahydrofuran; water; N,N-dimethyl-formamide for 8h; ultrasonication;90%
With sulfuric acid; dihydrogen peroxide; boric acid In tetrahydrofuran; water at 20℃; for 36h; Oxidation;90%
1-acetoxy-6-oxocyclohexa-2,4-dienyl propanoate
75724-54-8

1-acetoxy-6-oxocyclohexa-2,4-dienyl propanoate

benzene-1,2-diol
120-80-9

benzene-1,2-diol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In diethyl ether for 1h; Heating;90%
3,4-dihydro-2H-benzo[b][1,4]dioxepine
7216-18-4

3,4-dihydro-2H-benzo[b][1,4]dioxepine

benzene-1,2-diol
120-80-9

benzene-1,2-diol

Conditions
ConditionsYield
With aluminum (III) chloride In benzene for 4h; Solvent; Time; Temperature; Reflux;90%
benzene-1,2-diol
120-80-9

benzene-1,2-diol

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

Phenazin
92-82-0

Phenazin

Conditions
ConditionsYield
In water at 210℃; for 0.25h; Microwave irradiation;100%
at 200℃;
at 200 - 210℃; in geschlossenen Rohr;
With potassium dichromate; acetic acid for 24h; Reflux;
benzene-1,2-diol
120-80-9

benzene-1,2-diol

phenylboronic acid
98-80-6

phenylboronic acid

2-phenyl-1,3,2-benzodioxaborole
5747-23-9

2-phenyl-1,3,2-benzodioxaborole

Conditions
ConditionsYield
at 80℃; for 1h;100%
for 0.166667h; Schlenk technique;96%
In dichloromethane; ethyl acetate at 20℃;81%
benzene-1,2-diol
120-80-9

benzene-1,2-diol

1-bromo-3,4-dihydroxybenzene
17345-77-6

1-bromo-3,4-dihydroxybenzene

Conditions
ConditionsYield
With benzyltriphenylphosphonium peroxodisulfate; potassium bromide In acetonitrile for 3.5h; Heating;100%
With tetrafluoroboric acid diethyl ether; N-Bromosuccinimide In acetonitrile at -30 - 20℃;100%
With N-Bromosuccinimide; tetrafluoroboric acid In diethyl ether; acetonitrile regioselective reaction;100%
benzene-1,2-diol
120-80-9

benzene-1,2-diol

ortoquinone
583-63-1

ortoquinone

Conditions
ConditionsYield
With 2,2'-bipyridylchromium peroxide In benzene for 0.5h; Product distribution; Heating; effect of various chromium(VI) based oxidants;100%
With barium ferrate(VI) In benzene for 0.7h; Product distribution; Heating;100%
With 2,2'-bipyridylchromium peroxide In benzene for 0.5h; Heating;100%
dichloromethylenedimethyliminium chloride
33842-02-3, 529510-96-1

dichloromethylenedimethyliminium chloride

benzene-1,2-diol
120-80-9

benzene-1,2-diol

Benzo[1,3]dioxol-2-ylidene-dimethyl-ammonium; chloride
36156-21-5

Benzo[1,3]dioxol-2-ylidene-dimethyl-ammonium; chloride

Conditions
ConditionsYield
at -20℃; for 1h; ball mill;100%
In dichloromethane for 1h; Heating;
benzene-1,2-diol
120-80-9

benzene-1,2-diol

1-dodecylbromide
143-15-7

1-dodecylbromide

1,2-bisdodecyloxybenzene
42244-53-1

1,2-bisdodecyloxybenzene

Conditions
ConditionsYield
With potassium carbonate In acetone for 48h; Williamson ether synthesis; Reflux;100%
With potassium carbonate In acetone for 48h; Heating;95%
With potassium carbonate; potassium iodide In acetone for 48h; Reflux;95%
benzene-1,2-diol
120-80-9

benzene-1,2-diol

ethyl bromoacetate
105-36-2

ethyl bromoacetate

ethyl 2-<2-<(ethoxycarbonyl)methoxy>phenoxy>acetate
52376-09-7

ethyl 2-<2-<(ethoxycarbonyl)methoxy>phenoxy>acetate

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 120h;100%
With N-benzyl-N,N,N-triethylammonium chloride; potassium carbonate In acetonitrile for 8h; Heating;95%
With potassium carbonate In N,N-dimethyl-formamide at 75 - 80℃; for 1.5h;90%
benzene-1,2-diol
120-80-9

benzene-1,2-diol

1-(benzenesulfonyl)-3-methylimidazolium triflate
142841-88-1

1-(benzenesulfonyl)-3-methylimidazolium triflate

1,2-bis<(benzenesulfonyl)oxy>benzene
3905-43-9

1,2-bis<(benzenesulfonyl)oxy>benzene

Conditions
ConditionsYield
With 1-methyl-1H-imidazole In tetrahydrofuran 1) 0 deg C, 30 min, 2) RT, 6 h;100%
(3-methyl-2-butenyl)trimethoxysilane
72142-16-6

(3-methyl-2-butenyl)trimethoxysilane

benzene-1,2-diol
120-80-9

benzene-1,2-diol

triethylamine
121-44-8

triethylamine

triethylammonium bis(catecholato)(3-methyl-2-butenyl)siliconate
114571-77-6

triethylammonium bis(catecholato)(3-methyl-2-butenyl)siliconate

Conditions
ConditionsYield
at 45℃; for 5h;100%
allyltrimethoxysilane
2551-83-9

allyltrimethoxysilane

benzene-1,2-diol
120-80-9

benzene-1,2-diol

triethylamine
121-44-8

triethylamine

triethylammonium bis(pyrocatecholato)allylsilicate
114612-18-9

triethylammonium bis(pyrocatecholato)allylsilicate

Conditions
ConditionsYield
for 5h; room temperature to 40 deg C;100%
at 40℃; for 4h; Inert atmosphere; Sealed tube;55%
(2-methyl-2-propenyl)trimethoxysilane
125715-25-5

(2-methyl-2-propenyl)trimethoxysilane

benzene-1,2-diol
120-80-9

benzene-1,2-diol

triethylamine
121-44-8

triethylamine

triethylammonium bis(catecholato)(2-methyl-2-propenyl)siliconate
125715-30-2

triethylammonium bis(catecholato)(2-methyl-2-propenyl)siliconate

Conditions
ConditionsYield
at 45℃; for 5h;100%
2-Butenyltrimethoxysilane
13436-83-4

2-Butenyltrimethoxysilane

benzene-1,2-diol
120-80-9

benzene-1,2-diol

triethylamine
121-44-8

triethylamine

triethylammonium bis(catecholato)-2-butenylsiliconate

triethylammonium bis(catecholato)-2-butenylsiliconate

Conditions
ConditionsYield
at 45℃; for 5h;100%
benzene-1,2-diol
120-80-9

benzene-1,2-diol

1,1-dichloro-5-aza-2,8-dioxa-1-phosphaV-dibenzo<9,9',11,11'-tetra-tert-butyl>-bicyclo<3.3.0>octadiene
161868-74-2

1,1-dichloro-5-aza-2,8-dioxa-1-phosphaV-dibenzo<9,9',11,11'-tetra-tert-butyl>-bicyclo<3.3.0>octadiene

C34H44NO4P

C34H44NO4P

Conditions
ConditionsYield
In benzene for 24h; Ambient temperature;100%
3,4-Difluorobenzonitrile
64248-62-0

3,4-Difluorobenzonitrile

benzene-1,2-diol
120-80-9

benzene-1,2-diol

2-cyanodibenzo[1,4]dioxine
234113-44-1

2-cyanodibenzo[1,4]dioxine

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide; toluene at 125 - 130℃;100%
With potassium carbonate In N,N-dimethyl-formamide; toluene at 130 - 135℃; Etherification; cyclization;98%
benzene-1,2-diol
120-80-9

benzene-1,2-diol

C6-C4 carboxylic acids; C6-C4 aldehydes; C6-C4 ketones; mixture of

C6-C4 carboxylic acids; C6-C4 aldehydes; C6-C4 ketones; mixture of

Conditions
ConditionsYield
With ozone In water at 20℃; for 0.1h; pH=2; Oxidation; Formation of xenobiotics;100%
benzene-1,2-diol
120-80-9

benzene-1,2-diol

Triphenylphosphine oxide
791-28-6

Triphenylphosphine oxide

triphenyl(1,2-phenylenedioxy)phosphorane
62785-50-6

triphenyl(1,2-phenylenedioxy)phosphorane

Conditions
ConditionsYield
at 70 - 80℃; for 2h;100%
(E)-(2-(phenyldiazenyl)phenyl)boronic acid
866252-03-1

(E)-(2-(phenyldiazenyl)phenyl)boronic acid

benzene-1,2-diol
120-80-9

benzene-1,2-diol

2-[2-(phenylazo)phenyl]-1,3,2-benzodioxaborole

2-[2-(phenylazo)phenyl]-1,3,2-benzodioxaborole

Conditions
ConditionsYield
In toluene for 4h; Heating;100%
benzene-1,2-diol
120-80-9

benzene-1,2-diol

tetraethylene glycol monoacrylate
19812-60-3

tetraethylene glycol monoacrylate

CH2CHC(O)(OCH2CH2)4OB(O2C6H4)

CH2CHC(O)(OCH2CH2)4OB(O2C6H4)

Conditions
ConditionsYield
Stage #1: benzene-1,2-diol With Trimethyl borate In acetonitrile at 60℃; for 1h;
Stage #2: tetraethylene glycol monoacrylate In acetonitrile for 2h; Further stages.;
100%
diethylzinc
557-20-0

diethylzinc

benzene-1,2-diol
120-80-9

benzene-1,2-diol

A

ethane
74-84-0

ethane

B

zinc pyrocatecholate
10586-34-2

zinc pyrocatecholate

Conditions
ConditionsYield
react. of the educts in a molar ratio of 1:1;A 100%
B n/a
boric acid
11113-50-1

boric acid

benzene-1,2-diol
120-80-9

benzene-1,2-diol

triphenylhydroxysilane
791-31-1

triphenylhydroxysilane

2-triphenylsiloxy-1,3,2-benzodioxaborole
82172-55-2

2-triphenylsiloxy-1,3,2-benzodioxaborole

Conditions
ConditionsYield
In benzene byproducts: H2O; azeotropic removal of water; elem. anal.;100%
Trimethyl borate
121-43-7

Trimethyl borate

benzene-1,2-diol
120-80-9

benzene-1,2-diol

tetraethylene glycol monoacrylate
19812-60-3

tetraethylene glycol monoacrylate

CH2CHC(O)(OCH2CH2)4OB(O2C6H4)

CH2CHC(O)(OCH2CH2)4OB(O2C6H4)

Conditions
ConditionsYield
In acetonitrile stirring of catechol and B(OMe)3 at 60 °C for 1h, addn of tetraethylene glycol monoacrylate, 2 h stirring; cooling, vac. evapn. at 40 °C for 24 h;100%
(E)-dihydroxy(2-{[4-(trifluoromethyl)phenyl]azo}phenyl)borane
1048382-97-3

(E)-dihydroxy(2-{[4-(trifluoromethyl)phenyl]azo}phenyl)borane

benzene-1,2-diol
120-80-9

benzene-1,2-diol

(E)-2-(2-{[4-(trifluoromethyl)phenyl]azo}phenyl)-1,3,2-benzodioxaborole

(E)-2-(2-{[4-(trifluoromethyl)phenyl]azo}phenyl)-1,3,2-benzodioxaborole

Conditions
ConditionsYield
In toluene for 16h; Heating;100%
benzene-1,2-diol
120-80-9

benzene-1,2-diol

N-cyclohexyl-cyclohexanamine
101-83-7

N-cyclohexyl-cyclohexanamine

N-(trimethoxysilylmethyl)hexahydroazepin-2-one
76128-65-9

N-(trimethoxysilylmethyl)hexahydroazepin-2-one

dicyclohexylammonium bis(1,2-catecholato-O,O')-[(2-oxohexahydroazepin-1-yl)methyl-C,O]silicate

dicyclohexylammonium bis(1,2-catecholato-O,O')-[(2-oxohexahydroazepin-1-yl)methyl-C,O]silicate

Conditions
ConditionsYield
In o-xylene at 130 - 140℃;100%
triethylene glucol monomethyl ether
112-35-6

triethylene glucol monomethyl ether

lithium tetramethanolatoborate
6867-35-2

lithium tetramethanolatoborate

benzene-1,2-diol
120-80-9

benzene-1,2-diol

C20H34BO10(1-)*Li(1+)

C20H34BO10(1-)*Li(1+)

Conditions
ConditionsYield
Stage #1: triethylene glucol monomethyl ether; lithium tetramethanolatoborate for 24h; Reflux; Inert atmosphere;
Stage #2: benzene-1,2-diol for 24h; Reflux; Inert atmosphere;
100%
9,9-didodecylfluorene-2,7-diboronic acid
480424-86-0

9,9-didodecylfluorene-2,7-diboronic acid

benzene-1,2-diol
120-80-9

benzene-1,2-diol

C49H64B2O4
1446012-94-7

C49H64B2O4

Conditions
ConditionsYield
In toluene Reflux; Inert atmosphere;100%
boric acid
11113-50-1

boric acid

benzene-1,2-diol
120-80-9

benzene-1,2-diol

tris(catecholato)diboron
37737-62-5

tris(catecholato)diboron

Conditions
ConditionsYield
In toluene Dean-Stark; Reflux;100%
2,2'-dihydroxy-1,1'-binaphthyl-3,3'-diboronic acid

2,2'-dihydroxy-1,1'-binaphthyl-3,3'-diboronic acid

benzene-1,2-diol
120-80-9

benzene-1,2-diol

C32H20B2O6

C32H20B2O6

Conditions
ConditionsYield
With sodium sulfate In toluene at 50℃; Reflux;100%
Trimethyl orthoacetate
1445-45-0

Trimethyl orthoacetate

benzene-1,2-diol
120-80-9

benzene-1,2-diol

o-(1-methoxyethoxy)-phenol
51487-87-7

o-(1-methoxyethoxy)-phenol

Conditions
ConditionsYield
With trifluoroacetic acid In dimethylsulfoxide-d6 at 20℃; for 1h;100%
Triisopropyl borate
5419-55-6

Triisopropyl borate

benzene-1,2-diol
120-80-9

benzene-1,2-diol

C23H22BNO3

C23H22BNO3

Conditions
ConditionsYield
In toluene at 80℃; for 1h; Inert atmosphere;100%
Stage #1: Triisopropyl borate; benzene-1,2-diol In toluene Inert atmosphere; Reflux;
Stage #2: (S)-diphenylprolinol In toluene at 80℃; for 1h; Inert atmosphere; Reflux;
100%

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