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Methyl 2-(methylamino)benzoate

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Methyl 2-(methylamino)benzoate

EINECS 201-642-6
CAS No. 85-91-6 Density 1.125 g/cm3
PSA 38.33000 LogP 1.58790
Solubility 329.792mg/L at 30℃ Melting Point 17-19 °C(lit.)
Formula C9H11NO2 Boiling Point 252.4 °C at 760 mmHg
Molecular Weight 165.192 Flash Point 106.5 °C
Transport Information N/A Appearance Clear to yellowish liquid
Safety 26-36-36/37/39-22 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 85-91-6 (Methyl 2-(methylamino)benzoate) Hazard Symbols IrritantXi
Synonyms

Anthranilicacid, N-methyl-, methyl ester (6CI,7CI,8CI);2-(Methylamino)benzoic acid methylester;Methyl N-methylanthranilate;Methyl methylanthranilate;Methyl o-(methylamino)benzoate;N-Methylanthranilic acid methyl ester;NSC 9406;

Article Data 55

Methyl 2-(methylamino)benzoate Chemical Properties

MF: C9H11NO2
MW: 165.19
EINECS  201-642-6 
Flash point: >110 ºC
Melting point: 17-19 ºC
Refractive index: 1.579
Density: 1.126 g/cm3 at 25 °C(lit.)
Enthalpy of Vaporization: 48.98 kJ/mol 
Boiling Point: 252.4 °C at 760 mmHg 
Vapour Pressure: 0.0193 mmHg at 25°C 
IUPAC: methyl 2-(methylamino)benzoate
Appearance: Yellow crystalline powder
Solubility: insoluble in glycerin and water, a few, slightly soluble in propylene glycol, soluble in most non-volatile oil, volatile oil, mineral oil, ethanol, and benzyl benzoate.  
Product Categories: Aromatic Esters ; pharmacetical ; C8 to C9 ; Carbonyl Compounds ; Esters
Synonyms: Methyl 2-(n-methylamino)benzoate ; Methyl 2-methylaminobenzoate ; Methyl o-(methylamino)benzoate ; Methyl N-methylanthranilate ; Methyl methylanthranilate ; FEMA 2718 ; Dimethyl anthranilate ; 2-Methylaminobenzoic acid methyl ester
Following is the molecular structure of N-methylanthranilic acid methy ester (85-91-6):

 

Methyl 2-(methylamino)benzoate Uses

N-methylanthranilic acid methy ester (85-91-6) is used as Spices. It is widely used in the preparation of orange oil, orange blossom, peaches, grapes, grapefruit and other flavor
Used in organic synthesis.

Methyl 2-(methylamino)benzoate Production

 Production methods of N-methylanthranilic acid methy ester (85-91-6): 25.1g 2 (methylthio) methane dissolved in 50ml glacial acetic acid, After cool, add 26.5ml30% hydrogen peroxide, stirring 0.5h at room temperature after adding 300ml dichloromethane, and add 60g of potassium carbonate and acetic acid, filtration, filtrate with anhydrous sodium sulfate drying, steam addition to solvents, vacuum distillation, may 22.4g finished product, the yield was 86%.

Methyl 2-(methylamino)benzoate Toxicity Data With Reference

1.    

orl-rat LDLo:3380 mg/kg

    FCTXAV    Food and Cosmetics Toxicology. 8 (1970),359.
2.    

ivn-mus LD50:180 mg/kg

    CSLNX*    U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. (Aberdeen Proving Ground, MD 21010) NX#07000 .

Methyl 2-(methylamino)benzoate Consensus Reports

Reported in EPA TSCA Inventory.

Methyl 2-(methylamino)benzoate Safety Profile

Poison by intravenous route. Moderately toxic by ingestion. Combustible liquid. When heated to decomposition it emits toxic fumes of NOx.
Safety Information of N-methylanthranilic acid methy ester (85-91-6):
Hazard Codes: Xi
Xi: Irritant
Risk Statements: 36/37/38
36/37/38: Irritating to eyes, respiratory system and skin  
Safety Statements: 26-36-36/37/39-22
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36: Wear suitable protective clothing 
36/37/39: Wear suitable protective clothing, gloves and eye/face protection 
22: Do not breathe dust 
WGK Germany: 1
RTECS: CB3500000

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