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3-Amino-2-methylphenol

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Name

3-Amino-2-methylphenol

EINECS 258-438-5
CAS No. 53222-92-7 Density 1.157g/cm3
PSA 46.25000 LogP 1.86400
Solubility N/A Melting Point 127-133 ºC
Formula C7H9 N O Boiling Point 267.1°Cat760mmHg
Molecular Weight 123.155 Flash Point 115.4°C
Transport Information N/A Appearance N/A
Safety Risk Codes R36/37/38   
Molecular Structure Molecular Structure of 53222-92-7 (3-Amino-2-methylphenol) Hazard Symbols
Synonyms

o-Cresol,3-amino- (6CI); 2-Amino-6-hydroxytoluene; 2-Methyl-3-aminophenol;3-Amino-2-methylphenol; 3-Amino-o-cresol; 3-Hydroxy-2-methylaniline

Article Data 16

3-Amino-2-methylphenol Synthetic route

5460-31-1

3-nitro-o-cresol

53222-92-7

amino-6 hydroxy-2 toluene

Conditions
ConditionsYield
palladium on charcoal In ethanol100%
palladium on charcoal In ethanol100%
With palladium 10% on activated carbon; hydrogen In methanol at 20℃; for 24h;99%
95-53-4

o-toluidine

A

2836-00-2

3-amino-4-methylphenol

B

53222-92-7

amino-6 hydroxy-2 toluene

Conditions
ConditionsYield
With dihydrogen peroxide; antimony pentafluoride In hydrogen fluoride at -20℃; for 0.25h; Mechanism; Product distribution;A 21%
B 42%
With dihydrogen peroxide; antimony pentafluoride In hydrogen fluoride at -20℃; for 0.25h;A 21%
B 42%
603-83-8

3-nitro-o-tolylamine

53222-92-7

amino-6 hydroxy-2 toluene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Diazotization
2: tin; tin dichloride; hydrochloric acid / auf dem Wasserbade
View Scheme
Multi-step reaction with 2 steps
1: concentrated sulfuric acid; water; sodium nitrite / Diazotization
2: sodium disulfite
View Scheme
606-20-2

2,6-dinitrotoluene

53222-92-7

amino-6 hydroxy-2 toluene

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: alcohol; hydrogen sulfide; ammoniacal
2: concentrated sulfuric acid; water; sodium nitrite / Diazotization
3: sodium disulfite
View Scheme
53222-92-7

amino-6 hydroxy-2 toluene

(S)-tert-butyl 3-((4-(2-fluoropyridin-3-yl)pyrimidin-2-yl)amino)piperidine-1-carboxylate

(S)-tert-butyl 3-((4-(2-(3-amino-2-methylphenoxy)pyridin-3-yl)pyrimidin-2-yl)amino)piperidine-1-carboxylate

Conditions
ConditionsYield
With caesium carbonate In dimethyl sulfoxide at 120℃; for 1h; Sealed tube;100%
15761-39-4

1-(tert-butoxycarbonyl)-L-proline

53222-92-7

amino-6 hydroxy-2 toluene

(S)-tert-butyl 2-((3-hydroxy-2-methylphenyl)carbamoyl)pyrrolidine-1-carboxylate

Conditions
ConditionsYield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 5h;99%
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 5h;
556-96-7

5-bromo-1,3-xylene

53222-92-7

amino-6 hydroxy-2 toluene

1198117-45-1

3-[(3,5-dimethylphenyl)amino]-2-methylphenol

Conditions
ConditionsYield
With chloro[2-(dicyclohexylphosphino)-3,6-dimethoxy-2',4',6'-triisopropyl-1,1'-biphenyl][2-(2-aminoethyl)phenyl]palladium(ll); sodium t-butanolate In 1,4-dioxane at 90℃; for 1h; Inert atmosphere;94%
106-38-7

para-bromotoluene

53222-92-7

amino-6 hydroxy-2 toluene

1198117-51-9

3-[(4-methylphenyl)amino]-2-methylphenol

Conditions
ConditionsYield
With chloro[2-(dicyclohexylphosphino)-3,6-dimethoxy-2',4',6'-triisopropyl-1,1'-biphenyl][2-(2-aminoethyl)phenyl]palladium(ll); sodium t-butanolate In 1,4-dioxane at 90℃; for 1h; Inert atmosphere;92%
201230-82-2

carbon monoxide

696-62-8

para-iodoanisole

53222-92-7

amino-6 hydroxy-2 toluene

4-methoxybenzoic acid 3-amino-2-methylphenyl ester

Conditions
ConditionsYield
With 1,3-bis-(diphenylphosphino)propane; palladium diacetate; potassium carbonate In acetonitrile at 100℃; under 10343.2 Torr; for 15h; chemoselective reaction;92%
106-43-4

para-chlorotoluene

53222-92-7

amino-6 hydroxy-2 toluene

1198117-51-9

3-[(4-methylphenyl)amino]-2-methylphenol

Conditions
ConditionsYield
With chloro[2-(dicyclohexylphosphino)-3,6-dimethoxy-2',4',6'-triisopropyl-1,1'-biphenyl][2-(2-aminoethyl)phenyl]palladium(ll); sodium t-butanolate In 1,4-dioxane at 90℃; for 1.16667h; Inert atmosphere;91%

3-Amino-2-methylphenol Chemical Properties

Molecular Structure:

Molecular Formula: C7H9NO
Molecular Weight: 123.1525
IUPAC Name: 3-Amino-2-methylphenol
Synonyms of 2-Amino-o-cresol (CAS NO.53222-92-7): EINECS 258-438-5 ; 3-Amino-o-cresol ; 2-Methyl-3-hydroxy aniline ; 2-Amino-o-cresol ; 2-Amino-6-hydroxytoluene ; 3-Amino-o-cresol,95%
CAS NO: 53222-92-7
Melting point: 129-130 °C 
Index of Refraction: 1.616
Molar Refractivity: 37.19 cm3
Molar Volume: 106.4 cm3
Surface Tension: 51.9 dyne/cm
Density: 1.157 g/cm3
Flash Point: 115.4 °C
Enthalpy of Vaporization: 52.55 kJ/mol
Boiling Point: 267.1 °C at 760 mmHg
Vapour Pressure: 0.00504 mmHg at 25°C

3-Amino-2-methylphenol Safety Profile

Hazard Codes of 2-Amino-o-cresol (CAS NO.53222-92-7): IrritantXi
Risk Statements: 36/37/38 
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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