Product Name

  • Name

    4-Amino-3-methylbenzoic acid

  • EINECS 219-629-9
  • CAS No. 2486-70-6
  • Article Data20
  • CAS DataBase
  • Density 1.254 g/cm3
  • Solubility
  • Melting Point 169-171 °C(lit.)
  • Formula C8H9NO2
  • Boiling Point 339.5 °C at 760 mmHg
  • Molecular Weight 151.165
  • Flash Point 159.1 °C
  • Transport Information
  • Appearance Yellowish or brown powder
  • Safety 26-37/39-24/25
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 2486-70-6 (4-Amino-3-methylbenzoic acid)
  • Hazard Symbols IrritantXi
  • Synonyms m-Toluicacid, 4-amino- (6CI,7CI,8CI);3-Methyl-4-aminobenzoic acid;
  • PSA 63.32000
  • LogP 1.85660

Synthetic route

3-methyl-4-nitrobenzoic acid
3113-71-1

3-methyl-4-nitrobenzoic acid

4-amino 3-methylbenzoic acid
2486-70-6

4-amino 3-methylbenzoic acid

Conditions
ConditionsYield
With hydrogenchloride; sulfuric acid In water; acetonitrile at 40℃; for 4h; Solvent; Reagent/catalyst; Temperature; Electrolysis;99%
With palladium 10% on activated carbon; hydrogen In methanol at 20℃; under 1875.19 Torr; for 2h;98%
With palladium on activated charcoal; hydrogen In methanol at 20℃; for 24h;96%
4-(4,6-dimethyl-benzothiazol-2-yl)-2-methyl-aniline
5855-93-6

4-(4,6-dimethyl-benzothiazol-2-yl)-2-methyl-aniline

A

4-amino 3-methylbenzoic acid
2486-70-6

4-amino 3-methylbenzoic acid

B

3,5-dimethyl-2-aminobenzenethiol
56536-88-0

3,5-dimethyl-2-aminobenzenethiol

Conditions
ConditionsYield
bei der Alkalischmelze;
hydrogenchloride
7647-01-0

hydrogenchloride

3-methyl-4-nitrobenzoic acid
3113-71-1

3-methyl-4-nitrobenzoic acid

tin

tin

4-amino 3-methylbenzoic acid
2486-70-6

4-amino 3-methylbenzoic acid

m-Toluic acid
99-04-7

m-Toluic acid

4-amino 3-methylbenzoic acid
2486-70-6

4-amino 3-methylbenzoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: concentrated nitric acid
2: iron sulfate(II) hydrate; ammonia
View Scheme
Multi-step reaction with 2 steps
1: fuming nitric acid
2: iron sulfate(II) hydrate; ammonia
View Scheme
Multi-step reaction with 2 steps
1: fuming nitric acid
2: iron sulfate(II) hydrate; ammonia
View Scheme
o-toluidine
95-53-4

o-toluidine

4-amino 3-methylbenzoic acid
2486-70-6

4-amino 3-methylbenzoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: methanol / 1 h / 36 °C / Inert atmosphere
2: triethylamine / methanol; isopropyl alcohol / 22.67 h / 116 - 140 °C / 5168.35 - 8360.56 Torr
View Scheme
N-(tert-butoxycarbonyl)-o-toluidine
74965-31-4

N-(tert-butoxycarbonyl)-o-toluidine

methyl chloroformate
79-22-1

methyl chloroformate

4-amino 3-methylbenzoic acid
2486-70-6

4-amino 3-methylbenzoic acid

Conditions
ConditionsYield
With triethylamine In methanol; isopropyl alcohol at 116 - 140℃; under 5168.35 - 8360.56 Torr; for 22.67h; Pressure; Temperature;
chloroformic acid ethyl ester
541-41-3

chloroformic acid ethyl ester

N-(tert-butoxycarbonyl)-o-toluidine
74965-31-4

N-(tert-butoxycarbonyl)-o-toluidine

4-amino 3-methylbenzoic acid
2486-70-6

4-amino 3-methylbenzoic acid

Conditions
ConditionsYield
With ethylenediamine In propan-1-ol; ethanol at 110 - 130℃; under 4560.31 - 6080.41 Torr; for 11.5h;
4-amino 3-methylbenzoic acid
2486-70-6

4-amino 3-methylbenzoic acid

Benzoyl isothiocyanate
532-55-8

Benzoyl isothiocyanate

4-[(benzoylcarbamothioyl)amino]-3-methylbenzoic acid

4-[(benzoylcarbamothioyl)amino]-3-methylbenzoic acid

Conditions
ConditionsYield
In acetone at 60℃; for 0.666667h;100%
ethanol
64-17-5

ethanol

4-amino 3-methylbenzoic acid
2486-70-6

4-amino 3-methylbenzoic acid

1-amino-2-methylbenzene-4-carboxylic acid ethyl ester
40800-65-5

1-amino-2-methylbenzene-4-carboxylic acid ethyl ester

Conditions
ConditionsYield
With sulfuric acid for 3h; Reflux;99%
4-amino 3-methylbenzoic acid
2486-70-6

4-amino 3-methylbenzoic acid

methyl 4-amino-3-methylbenzoate
18595-14-7

methyl 4-amino-3-methylbenzoate

Conditions
ConditionsYield
In diethyl ether96%
4-amino 3-methylbenzoic acid
2486-70-6

4-amino 3-methylbenzoic acid

1-tert-butoxycarbonyl-4,4'-bipiperidine
171049-35-7

1-tert-butoxycarbonyl-4,4'-bipiperidine

tert butyl 1'-(4-amino-3-methylbenzoyl)-4,4'-bipiperidine-1-carboxylate

tert butyl 1'-(4-amino-3-methylbenzoyl)-4,4'-bipiperidine-1-carboxylate

Conditions
ConditionsYield
With (diethoxyphosphoryloxy)-1,2,3-benzotriazin-4(3H)-one In dichloromethane at 20℃; for 20h;96%
(fluorenylmethoxy)carbonyl chloride
28920-43-6

(fluorenylmethoxy)carbonyl chloride

4-amino 3-methylbenzoic acid
2486-70-6

4-amino 3-methylbenzoic acid

4-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-methylbenzoic acid
892878-63-6

4-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-methylbenzoic acid

Conditions
ConditionsYield
In tetrahydrofuran Inert atmosphere; Reflux;96%
4-amino 3-methylbenzoic acid
2486-70-6

4-amino 3-methylbenzoic acid

C8H8N2O3

C8H8N2O3

Conditions
ConditionsYield
With tartaric acid; sodium nitrite In ethanol; water at 35℃; for 2h; Solvent; Reagent/catalyst;95.7%
methanol
67-56-1

methanol

4-amino 3-methylbenzoic acid
2486-70-6

4-amino 3-methylbenzoic acid

methyl 4-amino-3-methylbenzoate
18595-14-7

methyl 4-amino-3-methylbenzoate

Conditions
ConditionsYield
With sulfuric acid Reflux; Inert atmosphere;95%
With thionyl chloride In dichloromethane at 80℃; for 3h;95%
With thionyl chloride at 20℃; for 12h;95%
4-amino 3-methylbenzoic acid
2486-70-6

4-amino 3-methylbenzoic acid

butyryl chloride
141-75-3

butyryl chloride

N-butyryl-4-amino-3-methylbenzoic acid
1016696-74-4

N-butyryl-4-amino-3-methylbenzoic acid

Conditions
ConditionsYield
Stage #1: 4-amino 3-methylbenzoic acid; butyryl chloride With pyridine In chloroform for 12h; Reflux;
Stage #2: With hydrogenchloride In water at 20℃;
94%
With sodium carbonate In dichloromethane at 40℃; for 4h; Temperature; Solvent; Reagent/catalyst;84.9%
4-amino 3-methylbenzoic acid
2486-70-6

4-amino 3-methylbenzoic acid

acetic anhydride
108-24-7

acetic anhydride

4-acetamido-3-methylbenzoic acid
37901-92-1

4-acetamido-3-methylbenzoic acid

Conditions
ConditionsYield
Stage #1: 4-amino 3-methylbenzoic acid With triethylamine In dichloromethane for 0.5h;
Stage #2: acetic anhydride In dichloromethane at 20℃; for 72h;
93%
With triethylamine In dichloromethane Inert atmosphere;10 g
With triethylamine In dichloromethane at 0 - 20℃;10 g
4-amino 3-methylbenzoic acid
2486-70-6

4-amino 3-methylbenzoic acid

N,N-dimethylammonium chloride
506-59-2

N,N-dimethylammonium chloride

4-amino-N,N,3-trimethylbenzamide
953739-92-9

4-amino-N,N,3-trimethylbenzamide

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃;92%
4-amino 3-methylbenzoic acid
2486-70-6

4-amino 3-methylbenzoic acid

Allyl chloroformate
2937-50-0

Allyl chloroformate

4-(((allyloxy)carbonyl)amino)-3-methylbenzoic acid

4-(((allyloxy)carbonyl)amino)-3-methylbenzoic acid

Conditions
ConditionsYield
With sodium carbonate; N-ethyl-N,N-diisopropylamine In 1,4-dioxane; water at 0℃; for 16h;91%
4-amino 3-methylbenzoic acid
2486-70-6

4-amino 3-methylbenzoic acid

4-bromo-3-methylbenzoic acid
7697-28-1

4-bromo-3-methylbenzoic acid

Conditions
ConditionsYield
Stage #1: 4-amino 3-methylbenzoic acid With hydrogen bromide In water at 25℃; for 1h;
Stage #2: With sodium nitrate In water at -2 - -1℃; for 1.75h;
Stage #3: With hydrogen bromide; copper(I) bromide In water at -2 - 70℃; for 2h;
90%
Diazotization.Kochen der Diazoverbindung mit Bromwasserstoffsaeure;
With hydrogen bromide; sodium nitrite; copper(I) chloride In water
4-amino 3-methylbenzoic acid
2486-70-6

4-amino 3-methylbenzoic acid

2-hydroxynaphthalene-1-carbaldehyde
708-06-5

2-hydroxynaphthalene-1-carbaldehyde

(E)-4-(((2-hydroxynaphthalen-1-yl)methylene)amino)-3-methylbenzoic acid

(E)-4-(((2-hydroxynaphthalen-1-yl)methylene)amino)-3-methylbenzoic acid

Conditions
ConditionsYield
With acetic acid In ethanol at 50℃; for 1h;88%
4-amino 3-methylbenzoic acid
2486-70-6

4-amino 3-methylbenzoic acid

2-amino-5-methoxy-thiophenol
6274-29-9

2-amino-5-methoxy-thiophenol

4-(6-methoxybenzothiazol-2-yl)-2-methylphenylamine
247080-26-8

4-(6-methoxybenzothiazol-2-yl)-2-methylphenylamine

Conditions
ConditionsYield
With melamine formaldehyde resin supported sulfuric acid Microwave irradiation;87%
2-ethoxy-1-ethanamine
110-76-9

2-ethoxy-1-ethanamine

4-amino 3-methylbenzoic acid
2486-70-6

4-amino 3-methylbenzoic acid

4-amino-N-[2-(ethyloxy)ethyl]-3-methylbenzamide
1150617-11-0

4-amino-N-[2-(ethyloxy)ethyl]-3-methylbenzamide

Conditions
ConditionsYield
With triethylamine; HATU at 20℃; for 4h;86%
4-amino 3-methylbenzoic acid
2486-70-6

4-amino 3-methylbenzoic acid

2-amino-benzenethiol
137-07-5

2-amino-benzenethiol

2-(4'-amino-3'-methylphenyl)-benzothiazole
178804-04-1

2-(4'-amino-3'-methylphenyl)-benzothiazole

Conditions
ConditionsYield
With melamine formaldehyde resin supported sulfuric acid Microwave irradiation;85%
With PPA at 220℃; for 4h;58%
With PPA at 220℃;
4-amino 3-methylbenzoic acid
2486-70-6

4-amino 3-methylbenzoic acid

1,1′-bis(2,4-dinitrophenyl)-[4,4′-bipyridine]-1,1′-diium chloride
41168-79-0

1,1′-bis(2,4-dinitrophenyl)-[4,4′-bipyridine]-1,1′-diium chloride

2Cl(1-)*C26H22N2O4(2+)

2Cl(1-)*C26H22N2O4(2+)

Conditions
ConditionsYield
In ethanol Reflux;82%
4-amino 3-methylbenzoic acid
2486-70-6

4-amino 3-methylbenzoic acid

2-amino-5-ethylbenzothiazole
90382-10-8

2-amino-5-ethylbenzothiazole

4-(6-ethylbenzothiazol-2-yl)-2-methylphenylamine
1237737-89-1

4-(6-ethylbenzothiazol-2-yl)-2-methylphenylamine

Conditions
ConditionsYield
With melamine formaldehyde resin supported sulfuric acid Microwave irradiation;81%
ethyl 2-phenyldiazoacetate
22065-57-2

ethyl 2-phenyldiazoacetate

4-amino 3-methylbenzoic acid
2486-70-6

4-amino 3-methylbenzoic acid

4-((2-ethoxy-2-oxo-1-phenylethyl)amino)-3-methylbenzoic acid

4-((2-ethoxy-2-oxo-1-phenylethyl)amino)-3-methylbenzoic acid

Conditions
ConditionsYield
With C43H37Br2CuN3P2(1+)*ClO4(1-) In methanol at 0 - 20℃; for 6h; Schlenk technique; Inert atmosphere; chemoselective reaction;81%
4-amino 3-methylbenzoic acid
2486-70-6

4-amino 3-methylbenzoic acid

acryloyl chloride
814-68-6

acryloyl chloride

4-acrylamido-3-methylbenzoic acid

4-acrylamido-3-methylbenzoic acid

Conditions
ConditionsYield
With pyridine In N,N-dimethyl-formamide at 0 - 20℃; for 4h; Temperature;81%
With pyridine In N,N-dimethyl-formamide at 20℃; for 3h; Temperature;6%
Pyromellitic dianhydride
89-32-7

Pyromellitic dianhydride

4-amino 3-methylbenzoic acid
2486-70-6

4-amino 3-methylbenzoic acid

N,N′-bis(4-carboxy-2-methylphenyl)pyromellitic di-imide

N,N′-bis(4-carboxy-2-methylphenyl)pyromellitic di-imide

Conditions
ConditionsYield
In acetic acid at 120℃; for 24h;79%
4-amino 3-methylbenzoic acid
2486-70-6

4-amino 3-methylbenzoic acid

4-amino-3-bromo-5-methylbenzoic acid

4-amino-3-bromo-5-methylbenzoic acid

Conditions
ConditionsYield
With N-Bromosuccinimide In N,N-dimethyl-formamide at 100℃; for 1h;78.3%
With bromine In methanol at 0 - 10℃;117 g
4-amino 3-methylbenzoic acid
2486-70-6

4-amino 3-methylbenzoic acid

biotin
58-85-5

biotin

C18H23N3O4S

C18H23N3O4S

Conditions
ConditionsYield
Stage #1: biotin With tributyl-amine; isobutyl chloroformate In N,N-dimethyl-formamide at 20℃; for 0.166667h;
Stage #2: 4-amino 3-methylbenzoic acid In N,N-dimethyl-formamide at 0℃; for 2h;
77.6%
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

4-amino 3-methylbenzoic acid
2486-70-6

4-amino 3-methylbenzoic acid

4-tert-butoxyamino-3-methyl-benzoic acid

4-tert-butoxyamino-3-methyl-benzoic acid

Conditions
ConditionsYield
Stage #1: di-tert-butyl dicarbonate; 4-amino 3-methylbenzoic acid With sodium hydroxide In 1,4-dioxane; water at 20℃; for 90h;
Stage #2: With hydrogenchloride In 1,4-dioxane; water
77%
4-amino 3-methylbenzoic acid
2486-70-6

4-amino 3-methylbenzoic acid

1H-benzo[d][1,2,3]triazol-1-yl ethyl carbonate
42014-43-7

1H-benzo[d][1,2,3]triazol-1-yl ethyl carbonate

1H-1,2,3-benzotriazol-1-yl 4-amino-3-methylbenzoate

1H-1,2,3-benzotriazol-1-yl 4-amino-3-methylbenzoate

Conditions
ConditionsYield
With triethylamine In N,N-dimethyl-formamide at 0 - 10℃; for 2h;74%
4-amino 3-methylbenzoic acid
2486-70-6

4-amino 3-methylbenzoic acid

triethylamine
121-44-8

triethylamine

mono-4-methoxytrityl chloride
14470-28-1

mono-4-methoxytrityl chloride

C6H15N*C28H25NO3
1471099-03-2

C6H15N*C28H25NO3

Conditions
ConditionsYield
Stage #1: 4-amino 3-methylbenzoic acid; triethylamine With chloro-trimethyl-silane In dichloromethane at 70℃; for 2h;
Stage #2: mono-4-methoxytrityl chloride In dichloromethane for 16h; Reflux;
73%
4-amino 3-methylbenzoic acid
2486-70-6

4-amino 3-methylbenzoic acid

2-amino-phenol
95-55-6

2-amino-phenol

4-(benzo[d]oxazol-2-yl)-2-methylaniline

4-(benzo[d]oxazol-2-yl)-2-methylaniline

Conditions
ConditionsYield
With polyphosphoric acid at 220℃; for 4h;72%
With polyphosphoric acid at 160℃; for 5h;
bis(trichloromethyl) carbonate
32315-10-9

bis(trichloromethyl) carbonate

4-amino 3-methylbenzoic acid
2486-70-6

4-amino 3-methylbenzoic acid

4,4'-(carbonylbis(azanediyl))bis(3-methylbenzoic acid)

4,4'-(carbonylbis(azanediyl))bis(3-methylbenzoic acid)

Conditions
ConditionsYield
With boric acid; sodium hydroxide In tetrahydrofuran; water for 0.666667h; pH=Ca. 9;70%
4-amino 3-methylbenzoic acid
2486-70-6

4-amino 3-methylbenzoic acid

4-amino-3-chloro-5-methylbenzoic acid

4-amino-3-chloro-5-methylbenzoic acid

Conditions
ConditionsYield
With N-chloro-succinimide In N,N-dimethyl-formamide at 100℃; for 1h;69.6%

4-Amino-3-methylbenzoic acid Chemical Properties

IUPAC Name: 4-Amino-3-methylbenzoic acid
Synonyms of 4-Amino-3-methylbenzoic acid (CAS NO.2486-70-6): 3-Methyl-4-aminobenzoic acid ; 4-Amino-m-toluic acid
CAS NO: 2486-70-6
Molecular Formula: C8H9NO2
Molecular Weight: 151.16
Molecular Structure:
EINECS: 219-629-9
H bond acceptors: 3
H bond donors: 3
Freely Rotating Bonds: 2
Polar Surface Area: 29.54 Å2
Index of Refraction: 1.618
Molar Refractivity: 42.24 cm3
Molar Volume: 120.5 cm3
Surface Tension: 58.2 dyne/cm
Density: 1.254 g/cm3
Flash Point: 159.1 °C
Enthalpy of Vaporization: 61.53 kJ/mol
Boiling Point: 339.5 °C at 760 mmHg
Vapour Pressure: 3.55E-05 mmHg at 25°C 
Melting Point: 169-171 °C(lit.)
Appearance:beige or light buff to orange
Product Categories of 4-Amino-3-methylbenzoic acid (CAS NO.2486-70-6): CARBOXYLICACID;FINE Chemical & INTERMEDIATES;Amines;blocks;Carboxes;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;pharmacetical;Organic acids;Acids & Esters;Anilines, Amides & Amines;Aromatic Amino Acids;Peptide Synthesis;Unnatural Amino Acid Derivatives

4-Amino-3-methylbenzoic acid Safety Profile

Safety Information about 4-Amino-3-methylbenzoic acid (CAS NO.2486-70-6):
Hazard Codes: IrritantXi
Risk Statements: 36/37/38 
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 26-37/39-24/25 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S24/25: Avoid contact with skin and eyes. 
S37/39: Wear suitable gloves and eye/face protection.
WGK Germany: 3
Hazard Note: Irritant
HazardClass: IRRITANT

4-Amino-3-methylbenzoic acid Specification

General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion.
Extinguishing Media: In case of fire, use water, dry chemical, chemical foam, or alcohol-resistant foam.
Handling: Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Avoid contact with eyes, skin, and clothing. Avoid ingestion and inhalation.
Storage: Store in a cool, dry place. Keep container closed when not in use.

Post buying leads

About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia

Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog

©2008 LookChem.com,License: ICP

NO.:Zhejiang16009103

complaints:service@lookchem.com Desktop View