Product Name

  • Name

    Pyrocatechol

  • EINECS 204-427-5
  • CAS No. 120-80-9
  • Article Data775
  • CAS DataBase
  • Density 1.275 g/cm3
  • Solubility water: 430 g/L (20 ºC)
  • Melting Point 103-106 ºC
  • Formula C6H6O2
  • Boiling Point 245.5 ºC at 760 mmHg
  • Molecular Weight 110.112
  • Flash Point 137.2 ºC
  • Transport Information UN 2811 6.1/PG 3
  • Appearance off-white powder
  • Safety 22-26-37
  • Risk Codes 21/22-36/38
  • Molecular Structure Molecular Structure of 120-80-9 (Pyrocatechol)
  • Hazard Symbols HarmfulXn
  • Synonyms Pyrocatechol(8CI);1,2-Dihydroxybenzene;2-Hydroxyphenol;C.I. 76500;C.I. Oxidation Base 26;Catechol;
  • PSA 40.46000
  • LogP 1.09780

Synthetic 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%

Pyrocatechol Chemical Properties

The Molecular Structure of Catechol (CAS NO.120-80-9):

Empirical Formula: C6H6O2
Molecular Weight: 110.1106
Nominal Mass: 110 Da 
IUPAC Name: benzene-1,2-diol 
Appearance: Off-white powder 
Average Mass: 110.1106 Da
Monoisotopic Mass: 110.036779 Da 
Index of Refraction: 1.612
Molar Refractivity: 30.01 cm3
Molar Volume: 86.2 cm3
Surface Tension: 57.1 dyne/cm
Density: 1.275 g/cm3
Flash Point: 137.2 °C
Enthalpy of Vaporization: 50.21 kJ/mol
Boiling Point: 245.5 °C at 760 mmHg 
Melting Point: 103-106 °C
Vapour Pressure: 0.0183 mmHg at 25°C 
Water Solubility: 430 g/L (20 ºC)
Stability: Stable. Substances to be avoided include acid chlorides, acid anhydrides, bases, oxidizing agents, nitric acid. Light sensitive; may discolour on exposure to air. Combustible. 
Synonyms: 1,2-Benzenediol (pyrocatechol) ; 1,2-benzenediol[qr] ; 1,2-dihydroxybenzene[qr] ; 2-Hydroxyphenol ; 2-hydroxyphenol[qr] ; ai3-03995[qr] ; Benzene, o-dihydroxy- ; benzene,1,2-dihydroxy-  

Pyrocatechol Uses

Approximately 50% of synthetic catechol (CAS NO.120-80-9) is consumed in the production of pesticides, the remainder being used as a precursor to fine chemicals such as perfumes and pharmaceuticals. Catechol (CAS NO.120-80-9) is a common building block in organic synthesis. Several industrially significant flavors and fragrances are prepared starting from Catechol (CAS NO.120-80-9).

Pyrocatechol Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LD50 oral 100mg/kg (100mg/kg)   International Polymer Science and Technology. Vol. 3, Pg. 93, 1976.
dog LD50 oral 130mg/kg (130mg/kg)   International Polymer Science and Technology. Vol. 3, Pg. 93, 1976.
dog LDLo intravenous 40mg/kg (40mg/kg)   "Handbook of Toxicology," 4 vols., Philadelphia, W.B. Saunders Co., 1956-59Vol. 1, Pg. 62, 1955.
frog LDLo parenteral 160mg/kg (160mg/kg) PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 166, Pg. 437, 1932.
frog LDLo subcutaneous 160mg/kg (160mg/kg)   "Handbook of Toxicology," 4 vols., Philadelphia, W.B. Saunders Co., 1956-59Vol. 1, Pg. 62, 1955.
guinea pig LD50 oral 210mg/kg (210mg/kg)   Advances in Food Research. Vol. 3, Pg. 197, 1951.
guinea pig LDLo intraperitoneal 150mg/kg (150mg/kg)   "Handbook of Toxicology," 4 vols., Philadelphia, W.B. Saunders Co., 1956-59Vol. 1, Pg. 62, 1955.
guinea pig LDLo subcutaneous 200mg/kg (200mg/kg)   "Handbook of Toxicology," 4 vols., Philadelphia, W.B. Saunders Co., 1956-59Vol. 1, Pg. 62, 1955.
mammal (species unspecified) LD50 oral 240mg/kg (240mg/kg) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)
Toksikologiya Novykh Promyshlennykh Khimicheskikh Veshchestv. Toxicology of New Industrial Chemical Substances. For English translation, see TNICS*. Vol. 15, Pg. 136, 1979.
mouse LD50 intraperitoneal 68mg/kg (68mg/kg)   Pharmacology and Toxicology Vol. 64, Pg. 247, 1989.
 
mouse LD50 oral 260mg/kg (260mg/kg)   Advances in Food Research. Vol. 3, Pg. 197, 1951.
mouse LD50 subcutaneous 247mg/kg (247mg/kg)   Industrial Health. Vol. 5, Pg. 143, 1967.
rabbit LD50 skin 800mg/kg (800mg/kg) SKIN AND APPENDAGES (SKIN): PRIMARY IRRITATION: AFTER TOPICAL EXPOSURE American Industrial Hygiene Association Journal. Vol. 37, Pg. 596, 1976.
rabbit LDLo oral 200mg/kg (200mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BLOOD: LEUKOPENIA

BLOOD: METHEMOGLOBINEMIA-CARBOXYHEMOGLOBIN
"Patty's Industrial Hygiene and Toxicology," 3rd rev. ed., Clayton, G.D., and F.E. Clayton, eds., New York, John Wiley & Sons, Inc., 1978-82. Vol. 3 originally pub. in 1979; pub. as 2n rev. ed. in 1985.Vol. 2A, Pg. 2585, 1981.
rabbit LDLo subcutaneous 225mg/kg (225mg/kg)   Journal of Agricultural and Food Chemistry. Vol. 17, Pg. 497, 1969.
rat LD50 oral 260mg/kg (260mg/kg)   Advances in Food Research. Vol. 3, Pg. 197, 1951.
rat LDLo subcutaneous 110mg/kg (110mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie

Pyrocatechol Consensus Reports

 Catechol (CAS NO.120-80-9) is reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

Pyrocatechol Safety Profile

Hazard Codes: HarmfulXn
Risk Statements: 21/22-36/38 
R21/22: Harmful in contact with skin and if swallowed
R36/38: Irritating to eyes and skin
Safety Statements: 22-26-37 
S22: Do not breathe dust
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
S37: Wear suitable gloves
RIDADR: UN 2811 6.1/PG 3
WGK Germany: 2
RTECS: UX1050000
HazardClass: 6.1
PackingGroup: III
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.Questionable carcinogen. Systemic effects similar 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.

Pyrocatechol Standards and Recommendations

OSHA PEL: TWA 5 ppm (skin)
ACGIH TLV: TWA 5 ppm (skin); Animal Carcinogen

Pyrocatechol Specification

1、Fire Fighting Measures 
General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. Dusts at sufficient concentrations can form explosive mixtures with air. 
Extinguishing Media: Use water spray, dry chemical, carbon dioxide, or chemical foam. 
2、Handling and Storage 
Handling: Do not breathe dust, vapor, mist, or gas. Do not get in eyes, on skin, or on clothing. Take precautionary measures against static discharges. Use only in a chemical fume hood. 
Storage: Store in a cool, dry place. Do not store in direct sunlight. Store in a tightly closed container. Material darkens in color on storage. 

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