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Cas Database |
| Name |
3-Methylanthranilic acid |
EINECS | 224-505-2 |
| CAS No. | 4389-45-1 | Density | 1.254 g/cm3 |
| PSA | 63.32000 | LogP | 1.85660 |
| Solubility | N/A | Melting Point |
174-177 °C(lit.) |
| Formula | C8H9NO2 | Boiling Point | 315.1 °C at 760 mmHg |
| Molecular Weight | 151.165 | Flash Point | 144.4 °C |
| Transport Information | N/A | Appearance | pink to grey-brown crystalline powder |
| Safety | 24/25-36-26 | Risk Codes | 22-36/37/38 |
| Molecular Structure |
|
Hazard Symbols |
 Xn,  Xi
|
| Synonyms |
m-Toluicacid, 2-amino- (6CI,7CI,8CI);2-Amino-3-methylbenzoic acid;2-Amino-m-toluicacid;3-Methyl-2-aminobenzoic acid; |
Article Data | 51 |
3-Methylanthranilic acid Synthetic route
| Conditions | Yield |
|---|---|
| With hydrogen; palladium on activated charcoal In ethanol at 20℃; under 760 Torr; | 99% |
| With hydrogen; palladium on activated charcoal In ethanol at 20℃; under 25857.4 Torr; | 99% |
| With palladium 10% on activated carbon; hydrogen In ethanol at 20℃; under 760.051 Torr; | 99% |
- 15068-35-6
2-chloro-3-methylbenzoic acid
- 4389-45-1
3-methylantranilic acid
| Conditions | Yield |
|---|---|
| With ammonia; sodium carbonate; copper(l) chloride In dimethyl sulfoxide at 130 - 150℃; for 5h; | 93.1% |
| Conditions | Yield |
|---|---|
| With sodium hydroxide; dihydrogen peroxide | 90% |
| With potassium chloride; dihydrogen peroxide; sodium hydroxide In water at 0 - 20℃; for 2.25h; | 80% |
| 60% |
- 50424-93-6
3-methyl-2-nitrobenzoyl chloride
- 83325-79-5
methyl 3-methyl-N-methyl-N-(3-methyl-2-aminobenzoyl)anthranilate
A
- 4389-45-1
3-methylantranilic acid
B
- 83334-85-4
methyl 3-methyl-N-methyl-N-<3-methyl-N-(3-methyl-2-nitrobenzoyl)anthraniloyl>anthranilate
| Conditions | Yield |
|---|---|
| With lithium hydroxide In water; benzene | A n/a B 61% |
- 857203-66-8
8-methyl-3-o-tolyl-1H-quinazoline-2,4-dione
- 4389-45-1
3-methylantranilic acid
| Conditions | Yield |
|---|---|
| With potassium hydroxide |
- 67-56-1
methanol
- 1127-59-9
7-methyl-1H-indole-2,3-dione
A
- 22223-49-0
methyl 2-amino-3-methylbenzoate
B
- 4389-45-1
3-methylantranilic acid
| Conditions | Yield |
|---|---|
| With dihydrogen peroxide; sodium methylate 1.) 0-10 deg C 2.) room temperature, 30 min; Yield given. Multistep reaction; |
- 1127-59-9
7-methyl-1H-indole-2,3-dione
- 71-36-3
butan-1-ol
A
- 4389-45-1
3-methylantranilic acid
B
- 79101-84-1
3-Methylanthranilsaeure-n-butylester
| Conditions | Yield |
|---|---|
| With dihydrogen peroxide; sodium hydride 1.) 0-10 deg C 2.) room temperature, 30 min; Yield given. Multistep reaction; |
| Conditions | Yield |
|---|---|
| (i) H2, Pd-C, (ii) aq. NaOH; Multistep reaction; |
- 50424-93-6
3-methyl-2-nitrobenzoyl chloride
- 78877-00-6
3-methyl-N-methyl-N-(3-methyl-2-aminobenzoyl)anthranilic acid
A
- 4389-45-1
3-methylantranilic acid
B
- 83325-80-8
3-methyl-N-methyl-N-<3-methyl-N-(3-methyl-2-nitrobenzoyl)anthraniloyl>anthranilic acid
| Conditions | Yield |
|---|---|
| With lithium hydroxide In water; benzene Title compound not separated from byproducts; |
3-Methylanthranilic acid Chemical Properties
IUPAC Name: 2-Amino-3-methylbenzoic acid
Synonyms of 3-Methylanthranilic acid (CAS NO.4389-45-1): 2-Amino-3-methylbenzoic acid ; 3-Methyl-2-aminobenzoic acid ; Benzoic acid, 2-amino-3-methyl- (9CI) ; m-Toluic acid, 2-amino- (8CI)
CAS NO: 4389-45-1
Molecular Formula: C8H9NO2
Molecular Weight: 151.16
Molecular Structure: 
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: 144.4 °C
Enthalpy of Vaporization: 58.74 kJ/mol
Boiling Point: 315.1 °C at 760 mmHg
Vapour Pressure: 0.000188 mmHg at 25°C
Melting Point: 174-177 °C(lit.)
Appearance: pink to grey-brown crystalline powder
Product Categories of 3-Methylanthranilic acid (CAS NO.4389-45-1): CARBOXYLICACID;FINE Chemical & INTERMEDIATES;Amines;blocks;Carboxes;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Carboxylic Acids;Phenyls & Phenyl-Het;Benzoic acid;Organic acids;Carboxylic Acids;Phenyls & Phenyl-Het
3-Methylanthranilic acid Uses
3-Methylanthranilic acid (CAS NO.4389-45-1) is used as intermediates in organic synthesis.
3-Methylanthranilic acid Safety Profile
Safety Information about 3-Methylanthranilic acid (CAS NO.4389-45-1):
Hazard Codes: 
Xn,Xi
Risk Statements: 22-36/37/38
R22: Harmful if swallowed.
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 24/25-36-26
S24/25: Avoid contact with skin and eyes.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36: Wear suitable protective clothing.
WGK Germany: 3
F: 10
Hazard Note: Irritant
HazardClass: IRRITANT
3-Methylanthranilic 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.
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