5-Amino-o-cresol supplier | CasNO.2835-95-2

Name
5-Amino-o-cresol
EINECS 220-618-6
CAS No. 2835-95-2
Article Data16
CAS DataBase
Density 1.157 g/cm³
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
Appearance Beige crystals
Safety 26-36-37/39
Risk Codes 36/37/38-20/21/22
Molecular Structure
Hazard Symbols Xn, Xi
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;
PSA 46.25000
LogP 1.86400

Synthetic route

: 95-74-9
3-chloro-p-toluidine

: 2835-95-2
amino-4 hydroxy-2 toluene

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
palladium on activated carbon In potassium hydroxide	68%

: 5428-54-6
2-methyl-5-nitrophenol

: 2835-95-2
amino-4 hydroxy-2 toluene

Conditions

Conditions	Yield
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

Conditions	Yield
With hydrogenchloride

: 6375-16-2
2-amino-4-acetylaminotoluene

: 2835-95-2
amino-4 hydroxy-2 toluene

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

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

: 2835-95-2
amino-4 hydroxy-2 toluene

: 618-46-2
m-Chlorobenzoyl chloride

: 929291-99-6
3-chloro-benzoic acid 5-(3-chloro-benzoylamino)-2-methyl-phenyl ester

Conditions

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

: 2835-95-2
amino-4 hydroxy-2 toluene

: 65055-17-6
3-chloro-4-fluorobenzoyl chloride

: 929291-96-3
3-Chloro-4-fluoro-benzoic acid 5-(3-chloro-4-fluoro-benzoylamino)-2-methyl-phenyl ester

Conditions

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

: 590-28-3
potassium cyanate

: 2835-95-2
amino-4 hydroxy-2 toluene

: 16704-78-2
3-hydroxy-4-methyl-phenyl urea

Conditions

Conditions	Yield
With acetic acid In water at 35℃; for 24h;	99%

: 2835-95-2
amino-4 hydroxy-2 toluene

: 73387-74-3
4-chloro-7-methoxy-quinoline-3-carbonitrile

: 4-(3-hydroxy-4-methyl-phenylamino)-7-methoxy-quinoline-3-carbonitrile

Conditions

Conditions	Yield
With pyridine hydrochloride In 2-ethoxy-ethanol for 1h; Heating / reflux;	99%
With pyridine hydrochloride In 2-ethoxy-ethanol; water	277 mg (99%)
With pyridine hydrochloride In 2-ethoxy-ethanol; water	277 mg (99 %)

: 2835-95-2
amino-4 hydroxy-2 toluene

: 13744-00-8
2-(7-hydroxy-5,8-dimethyl-1,2,3,4-tetrahydronapthalen-2-yl)propanoic acid

: N-(3-hydroxy-4-methylphenyl)-2-(7-hydroxy-5,8-dimethyl-1,2,3,4-tetrahydronapthalen-2-yl)propanamide

Conditions

Conditions	Yield
Stage #1: 2-(7-hydroxy-5,8-dimethyl-1,2,3,4-tetrahydronapthalen-2-yl)propanoic acid With thionyl chloride In benzene Reflux; Stage #2: amino-4 hydroxy-2 toluene With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 6h;	98%

: 2835-95-2
amino-4 hydroxy-2 toluene

: 123-30-8
4-amino-phenol

: 30749-78-1
N-<-(4'-Hydroxy)-phenyl>-3-amino-6-methyl-benzochinon

Conditions

Conditions	Yield
With CotA-laccase from Bacillus subtilis; oxygen In aq. phosphate buffer; ethanol at 37℃; for 24h; pH=7; Green chemistry; Enzymatic reaction;	98%

: 2835-95-2
amino-4 hydroxy-2 toluene

: 388616-53-3
5-amino-4-iodo-2-methylphenol

Conditions

Conditions	Yield
With hydrogenchloride; potassium iodate; potassium iodide In water at 0 - 25℃; for 1h;	97%
With [K(18-crown-6)]ICl2; calcium carbonate In acetonitrile at 50℃; for 4h; regioselective reaction;	62%

: 2835-95-2
amino-4 hydroxy-2 toluene

: 3282-30-2
pivaloyl chloride

: 1312305-91-1
N-(3-hydroxy-4-methylphenyl)-2,2-dimethylpropionamide

Conditions

Conditions	Yield
With sodium carbonate In water; ethyl acetate at 20℃; for 1h;	97%
With sodium hydrogencarbonate In water at 0 - 20℃;	96%
Inert atmosphere; Schlenk technique; Alkaline conditions;

: 6370-23-6
2,4-dimethylaniline-5-sulfonic acid

: 2835-95-2
amino-4 hydroxy-2 toluene

: 1357059-00-7
(E)-5-((2-amino-4-hydroxy-5-methylphenyl)diazenyl)-2,4-dimethylbenzenesulfonic acid

Conditions

Conditions	Yield
Stage #1: 2,4-dimethylaniline-5-sulfonic acid With hydrogenchloride; sodium nitrite at 0℃; for 2h; Stage #2: amino-4 hydroxy-2 toluene With sodium hydroxide In water at 0℃; for 1h; pH=8 - 10; Inert atmosphere;	95%
Stage #1: 2,4-dimethylaniline-5-sulfonic acid With hydrogenchloride; sodium nitrite In water at 0℃; for 2h; Stage #2: amino-4 hydroxy-2 toluene With sodium hydroxide In water at 0℃; pH=8;	76.9%

: 201230-82-2
carbon monoxide

: 2835-95-2
amino-4 hydroxy-2 toluene

: 536-74-3
phenylacetylene

: C16H15NO2

Conditions

Conditions	Yield
With 5-chloro-2-hydroxybenzoic acid; boric acid; palladium diacetate; 1,2-bis[di(t-butyl)phosphinomethyl]benzene In acetonitrile at 110℃; under 18100.7 Torr; for 48h;	95%

...Expand

: 75-21-8
oxirane

: 2835-95-2
amino-4 hydroxy-2 toluene

: 55302-96-0
5-(2-hydroxyethylamino)-2-methylphenol

Conditions

Conditions	Yield
With NaY In diethylene glycol dimethyl ether at 150℃; for 3.5h; Reagent/catalyst; Solvent; Green chemistry;	94.1%

: 3993-78-0
2-amino-4-chloropyrimidine

: 2835-95-2
amino-4 hydroxy-2 toluene

: 933045-98-8
5-(2-aminopyrimidin-4-ylamino)-2-methylphenol

Conditions

Conditions	Yield
Stage #1: 2-amino-4-chloropyrimidine; amino-4 hydroxy-2 toluene With hydrogenchloride In ethanol; water at 90℃; for 18h; Stage #2: With potassium carbonate In ethanol; water; ethyl acetate Product distribution / selectivity;	94%
With hydrogenchloride In ethanol; water at 80 - 90℃; Product distribution / selectivity;

: 1092395-14-6
3-(1-cyanocyclopropyl)benzoyl chloride

: 2835-95-2
amino-4 hydroxy-2 toluene

: 1092395-08-8
3-(1-cyano-1-methylethyl)-N-(3-hydroxy-4-methylphenyl)benzamide

Conditions

Conditions	Yield
With sodium hydrogencarbonate In tetrahydrofuran; water at 20℃; for 5h;	94%

: 556-96-7
5-bromo-1,3-xylene

: 2835-95-2
amino-4 hydroxy-2 toluene

: 1198117-30-4
5-(3,5-dimethylphenylamino)-2-methylphenol

Conditions

Conditions	Yield
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%

: 1092395-13-5
3-(1-cyano-1-methylethyl)benzoyl chloride

: 2835-95-2
amino-4 hydroxy-2 toluene

: 1092395-08-8
3-(1-cyano-1-methylethyl)-N-(3-hydroxy-4-methylphenyl)benzamide

Conditions

Conditions	Yield
Stage #1: amino-4 hydroxy-2 toluene With sodium hydrogencarbonate In tetrahydrofuran; water at 20℃; Stage #2: 3-(1-cyano-1-methylethyl)benzoyl chloride In tetrahydrofuran; water at 20℃; Cooling with ice;	94%

: 2845-89-8
1-chloro-3-methoxy-benzene

: 2835-95-2
amino-4 hydroxy-2 toluene

: 1198117-41-7
3-[(3-methoxyphenyl)amino]-6-methylphenol

Conditions

Conditions	Yield
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;	92%

: 201230-82-2
carbon monoxide

: 2835-95-2
amino-4 hydroxy-2 toluene

: 536-74-3
phenylacetylene

: C16H15NO2

Conditions

Conditions	Yield
With 1,3-bis-(diphenylphosphino)propane; palladium diacetate; toluene-4-sulfonic acid In tetrahydrofuran; acetonitrile at 120℃; under 23272.3 Torr; for 72h; regioselective reaction;	92%

...Expand

: 88327-91-7
4-(pyrrolidin-1-ylsulfonyl)aniline

: 2835-95-2
amino-4 hydroxy-2 toluene

: (E)-5-amino-2-methyl-4-((4-(pyrrolidin-1-ylsulfonyl)phenyl)diazenyl)phenol

Conditions

Conditions	Yield
Stage #1: 4-(pyrrolidin-1-ylsulfonyl)aniline With hydrogenchloride; isopentyl nitrite In methanol; water; acetonitrile at 0℃; for 1h; Inert atmosphere; Stage #2: amino-4 hydroxy-2 toluene With potassium carbonate In methanol; water; acetonitrile at 0℃; for 1h;	92%

: 2835-95-2
amino-4 hydroxy-2 toluene

: 13669-62-0
4-chloro-6-methoxy-quinoline-3-carbonitrile

: 4-(3-hydroxy-4-methyl-phenylamino)-6-methoxy-quinoline-3-carbonitrile

Conditions

Conditions	Yield
With pyridine hydrochloride In 2-ethoxy-ethanol for 1h; Heating / reflux;	91%
With pyridine hydrochloride In 2-ethoxy-ethanol; water	278.3 mg (91%)
With pyridine hydrochloride In 2-ethoxy-ethanol; water	278.3 mg (91 %)

: 2398-37-0
3-methoxyphenyl bromide

: 2835-95-2
amino-4 hydroxy-2 toluene

: 1198117-41-7
3-[(3-methoxyphenyl)amino]-6-methylphenol

Conditions

Conditions	Yield
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;	91%

: 2835-95-2
amino-4 hydroxy-2 toluene

: 98-88-4
benzoyl chloride

: 92199-49-0
N-(3-hydroxy-4-methylphenyl)benzamide

Conditions

Conditions	Yield
With sodium hydrogencarbonate In water; ethyl acetate at 0℃; for 2h; Inert atmosphere; Schlenk technique;	91%
With triethylamine In tetrahydrofuran at 0 - 20℃; for 0.5h;	81%

: 22065-57-2
ethyl 2-phenyldiazoacetate

: 2835-95-2
amino-4 hydroxy-2 toluene

: ethyl 2-((3-hydroxy-4-methylphenyl)amino)-2-phenylacetate

Conditions

Conditions	Yield
With C43H37Br2CuN3P2(1+)*ClO4(1-) In methanol at 0 - 20℃; for 4h; Inert atmosphere; Schlenk technique; chemoselective reaction;	91%

: 31643-49-9
4-Nitrophthalonitrile

: 2835-95-2
amino-4 hydroxy-2 toluene

: 4-(5-amino-2-methylphenoxy)phthalonitrile

Conditions

Conditions	Yield
With potassium carbonate In dimethyl sulfoxide at 65℃; for 6h; Inert atmosphere;	90.8%

: 2835-95-2
amino-4 hydroxy-2 toluene

: 305371-18-0
4-chloro-6-fluoro-[1,7]naphthyridine-3-carbonitrile

: 6-fluoro-4-(3-hydroxy-4-methyl-phenylamino)-[1.7]naphthyridine-3-carbonitrile

Conditions

Conditions	Yield
In ethanol for 16h;	90%
In ethanol for 16h;	90%

: 2835-95-2
amino-4 hydroxy-2 toluene

: 475585-11-6
4-chloro-6-(4-nitrophenyl)furo[2,3-d]pyrimidine

: 475585-19-4
2-methyl-5-{[6-(4-nitrophenyl)furo[2,3-d]pyrimidin-4-yl]amino}phenol

Conditions

Conditions	Yield
In butan-1-ol for 3h; Heating;	89%

: 22445-41-6
3,5-dimethylphenyl iodide

: 2835-95-2
amino-4 hydroxy-2 toluene

: 1198117-28-0
3-(3,5-dimethylphenoxy)-4-methylaniline

Conditions

Conditions	Yield
With 2-Picolinic acid; potassium phosphate; copper(l) iodide In dimethyl sulfoxide at 80℃; for 24h; Inert atmosphere;	87%

: 105297-10-7
4-(4-aminophenyl)thiomorpholine 1,1-dioxide

: 2835-95-2
amino-4 hydroxy-2 toluene

: (E)-4-(4-((2-amino-4-hydroxy-5-methylphenyl)diazenyl)phenyl)thiomorpholine 1,1-dioxide

Conditions

Conditions	Yield
Stage #1: 4-(4-aminophenyl)thiomorpholine 1,1-dioxide With hydrogenchloride; isopentyl nitrite In methanol; water; acetonitrile at 0℃; for 1h; Inert atmosphere; Stage #2: amino-4 hydroxy-2 toluene With potassium carbonate In methanol; water; acetonitrile at 0℃; for 1h;	87%

: 7461-50-9
2-chloropyrimidin-4-amine

: 2835-95-2
amino-4 hydroxy-2 toluene

: 933045-96-6
5-(4-aminopyrimidin-2-ylamino)-2-methylphenol

Conditions

Conditions	Yield
Stage #1: 2-chloropyrimidin-4-amine; amino-4 hydroxy-2 toluene With hydrogenchloride In ethanol; water at 90℃; for 18h; Stage #2: With potassium carbonate In ethanol; water; ethyl acetate Product distribution / selectivity;	86%
With hydrogenchloride In ethanol; water at 80 - 90℃; Product distribution / selectivity;

: 352-33-0
1-Chloro-4-fluorobenzene

: 2835-95-2
amino-4 hydroxy-2 toluene

: 1198117-37-1
3-[(4-fluorophenyl)amino]-6-methylphenol

Conditions

Conditions	Yield
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;	86%

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: Irritant Xi, Harmful Xn
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 NO_x. See also PHENOL.

Product Name

5-Amino-o-cresol

Synthetic route

5-Amino-o-cresol Chemical Properties

5-Amino-o-cresol Toxicity Data With Reference

5-Amino-o-cresol Consensus Reports

5-Amino-o-cresol Safety Profile

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