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5-Amino-o-cresol
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Name

5-Amino-o-cresol

 EINECS 220-618-6
CAS No. 2835-95-2 Density 1.157 g/cm3
PSA 46.25000 LogP 1.86400
Solubility insoluble in water Melting Point 160-162 °C(lit.)
Formula C7H9NO Boiling Point 268.6 °C at 760 mmHg
Molecular Weight 123.155 Flash Point 116.3 °C
Transport Information N/A Appearance Beige crystals
Safety 26-36-37/39 Risk Codes 36/37/38-20/21/22
Molecular Structure Molecular Structure of 2835-95-2 (5-Amino-o-cresol) Hazard Symbols HarmfulXn, IrritantXi
Synonyms

o-Cresol,5-amino- (6CI,7CI,8CI);1-Methyl-2-hydroxy-4-aminobenzene;2-Hydroxy-4-aminotoluene;2-Methyl-5-aminophenol;3-Amino-6-methylphenol;3-Hydroxy-4-methylaniline;3-Hydroxy-p-toluidine;4-Amino-2-hydroxytoluene;5-Amino-2-methylphenol;Phenol,5-amino-2-methyl-;6-Methyl-3-aminophenol;

Article Data 16

5-Amino-o-cresol Synthetic route

95-74-9

3-chloro-p-toluidine

2835-95-2

amino-4 hydroxy-2 toluene

Conditions
ConditionsYield
With copper; copper(l) chloride; sodium hydroxide In ethanol at 175℃; for 4h; Reagent/catalyst; Autoclave; Inert atmosphere; Industrial scale;85.36%
106-49-0

p-toluidine

2835-95-2

amino-4 hydroxy-2 toluene

Conditions
ConditionsYield
With dihydrogen peroxide; antimony pentafluoride In hydrogen fluoride at -20℃; for 0.25h; Mechanism; Product distribution;71%
With dihydrogen peroxide; antimony pentafluoride In hydrogen fluoride at -20℃; for 0.25h;71%
133914-73-5

N-(4-dimethylaminomethyl-3-hydroxyphenyl)acetamide

2835-95-2

amino-4 hydroxy-2 toluene

Conditions
ConditionsYield
palladium on activated carbon In potassium hydroxide68%
5428-54-6

2-methyl-5-nitrophenol

2835-95-2

amino-4 hydroxy-2 toluene

Conditions
ConditionsYield
With hydrogenchloride; tin
With palladium on activated charcoal; ethyl acetate Hydrogenation;
With sodium hydroxide; sodium dithionite
5307-07-3

3-hydroxy-4-methylacetanilide

2835-95-2

amino-4 hydroxy-2 toluene

Conditions
ConditionsYield
With hydrogenchloride
6375-16-2

2-amino-4-acetylaminotoluene

2835-95-2

amino-4 hydroxy-2 toluene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium nitrite; hydrochloric acid / anschliessend Verkochen
2: hydrochloric acid
View Scheme
120-66-1

N-(2-methylphenyl)acetamide

2835-95-2

amino-4 hydroxy-2 toluene

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sulfuric acid; HNO3+H2SO4 / Verseifung der Acetylverbindung
2: concentrated sulfuric acid; water; NaNO2 / Diazotization
3: tin; hydrochloric acid
View Scheme
95-53-4

o-toluidine

2835-95-2

amino-4 hydroxy-2 toluene

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sulfuric acid; nitric acid
2: concentrated sulfuric acid; water; NaNO2 / Diazotization
3: tin; hydrochloric acid
View Scheme
99-55-8

2-methyl-5-nitroaniline

2835-95-2

amino-4 hydroxy-2 toluene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: concentrated sulfuric acid; water; NaNO2 / Diazotization
2: tin; hydrochloric acid
View Scheme
Multi-step reaction with 2 steps
1: (i) aq. NaNO2, H2SO4, (ii) aq. H2SO4
2: N2H4*H2O / Raney-Ni
View Scheme
2835-95-2

amino-4 hydroxy-2 toluene

122-01-0

4-chloro-benzoyl chloride

929290-81-3

4-chloro-benzoic acid 5-(4-chloro-benzoylamino)-2-methyl-phenyl ester

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 0 - 20℃; for 16h;100%

5-Amino-o-cresol Chemical Properties

Structure of 5-Amino-o-cresol (CAS NO.2835-95-2):

IUPAC Name: 5-amino-2-methylphenol 
Empirical Formula: C7H9NO
Molecular Weight: 123.1525 
EINECS: 220-618-6 
Index of Refraction: 1.616
Molar Refractivity: 37.19 cm3
Molar Volume: 106.4 cm3
Polarizability: 14.74×10-24cm3
Surface Tension: 51.9 dyne/cm
Density: 1.157 g/cm3
Flash Point: 116.3 °C
Enthalpy of Vaporization: 52.71 kJ/mol 
Melting Point: 160-162 °C(lit.)
Boiling Point: 268.6 °C at 760 mmHg
Vapour Pressure: 0.0046 mmHg at 25°C 
Product Categories: Intermediates of Dyes and Pigments;Amines;blocks;Aromatic Hydrocarbons (substituted) & Derivatives;Aromatic Phenols;Phenol&Thiophenol&Mercaptan;Organic Chemicals 
Synonyms of 5-Amino-o-cresol (CAS NO.2835-95-2): 2-Hydroxy-p-toluidine ; 3-Amino-6-methylphenol ; 3-Hydroxy-4-methylaniline ; 4-13-00-01666 (Beilstein Handbook Reference) ; 4-Amino-2-hydroxytoluene ; 5-Amino-2-methylphenol ; 6-Methyl-3-aminophenol 

5-Amino-o-cresol Toxicity Data With Reference

1.    

mmo-sat 333 µg/plate

     EMMUEG    Environmental and Molecular Mutagenesis. 11 (Suppl 12)(1988),1.
2.    

orl-rat LD50:3600 mg/kg

     FCTXAV    Food and Cosmetics Toxicology. 15 (1977),607.
3.    

orl-qal LD50:750 mg/kg

     AECTCV    Archives of Environmental Contamination and Toxicology. 12 (1983),355.
4.    

orl-rat LD50:3600 mg/kg

     FCTXAV    Food and Cosmetics Toxicology. 15 (1977),607.

5-Amino-o-cresol Consensus Reports

Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

5-Amino-o-cresol Safety Profile

Hazard Codes: IrritantXi,HarmfulXn
Risk Statements: 36/37/38-20/21/22 
R36/37/38:Irritating to eyes, respiratory system and skin. 
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 26-36-37/39 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing. 
S37/39:Wear suitable gloves and eye/face protection.
WGK Germany: 1
RTECS: SJ6090000
Moderately toxic by ingestion. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx. See also PHENOL.

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