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| CAS No.: | 134-20-3 |
|---|---|
| Name: | Methyl anthranilate |
| Article Data: | 177 |
| Molecular Structure: | |
|
|
|
| Formula: | C8H9NO2 |
| Molecular Weight: | 151.165 |
| Synonyms: | Anthranilicacid, methyl ester (6CI,8CI);2-(Methoxycarbonyl)aniline;2-Aminobenzoic acidmethyl ester;2-Carbomethoxyaniline;Bird Shield;Grain 96-1;Methyl2-aminobenzoate;Methyl 6-aminobenzoate;Methylo-aminobenzoate;NSC 3109;ReJex-iT;Rejex-iT TP 40;SunaromeUVA;o-(Methoxycarbonyl)aniline;Methyl anthranilate; |
| EINECS: | 205-132-4 |
| Density: | 1.166 g/cm3 |
| Melting Point: | 24 °C(lit.) |
| Boiling Point: | 256 °C at 760 mmHg |
| Flash Point: | 112.9 °C |
| Solubility: | slightly soluble in water |
| Appearance: | colorless to light yellow liquid with a smell of orange blossom |
| Hazard Symbols: |
 Xi
|
| Risk Codes: | 36/37/38 |
| Safety: | 26-36/37/39 |
| PSA: | 52.32000 |
| LogP: | 1.63660 |
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| Conditions | Yield |
|---|---|
| With potassium fluoride; polymethylhydrosiloxane; palladium diacetate In tetrahydrofuran; water at 20℃; for 0.5h; | 100% |
| With potassium fluoride; polymethylhydrosiloxane; palladium diacetate In tetrahydrofuran at 20℃; for 0.5h; | 100% |
| With sodium hypophosphite monohydrate; 5%-palladium/activated carbon; hypophosphorous acid In 2-methyltetrahydrofuran; water for 3h; Sonication; chemoselective reaction; | 98% |
| Conditions | Yield |
|---|---|
| for 1h; | 99.5% |
- 107468-21-3
5-methoxy-3H-1,4-benzodiazepine
- 134-20-3
2-carbomethoxyaniline
| Conditions | Yield |
|---|---|
| In 1,4-dioxane; water for 2h; Heating; | 99% |
- 16714-23-1
2-azido-benzoic acid methyl ester
- 134-20-3
2-carbomethoxyaniline
| Conditions | Yield |
|---|---|
| With chloro-trimethyl-silane; sodium iodide In acetonitrile for 0.0833333h; Ambient temperature; | 98% |
| With hydrogen iodide at 20℃; for 1.5h; | 95% |
| With ammonium chloride; indium In ethanol for 1h; Reduction; Heating; | 92% |
- 136918-14-4
phthalimide
- 134-20-3
2-carbomethoxyaniline
| Conditions | Yield |
|---|---|
| With sodium hypochlorite; sodium hydroxide In methanol; water at 0 - 80℃; for 0.0583333h; Temperature; | 96.8% |
- 107468-34-8
5-Methoxy-2-methyl-3H-benzo[e][1,4]diazepine
- 134-20-3
2-carbomethoxyaniline
| Conditions | Yield |
|---|---|
| In 1,4-dioxane; water for 2h; Heating; | 96% |
- 42063-41-2
2-[(2-methoxycarbonylphenylamino)methylene]malonic acid diethyl ester
- 134-20-3
2-carbomethoxyaniline
| Conditions | Yield |
|---|---|
| With ethylenediamine In ethanol at 20℃; for 2.3h; | 96% |
| Conditions | Yield |
|---|---|
| With thionyl chloride at 0 - 65℃; for 18h; Inert atmosphere; | 95% |
| With thionyl chloride Reflux; | 93% |
| With thionyl chloride at 0℃; Inert atmosphere; Reflux; | 88% |
- 906097-05-0
2-[3-acetoxy-2-(2-methoxycarbonyl-phenylazo)-propyl]-benzoic acid methyl ester
B
- 134-20-3
2-carbomethoxyaniline
| Conditions | Yield |
|---|---|
| With hydrogen; nickel In methanol under 37503 Torr; for 2h; | A 84% B 95% |
| Conditions | Yield |
|---|---|
| In methanol at 0 - 75℃; for 1h; | 95% |
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Consensus Reports
Specification
1.Introduction of Methyl anthranilate
The Methyl anthranilate, with its CAS registry number 134-20-3, has the IUPAC name of methyl 2-aminobenzoate. For being a kind of colorless to light yellow liquid with a smell of orange blossom, it is slightly soluble in water while soluble in ethanol, diethyl ether and other organic solvents, and it is stable but incompatible with strong oxidizing agents. Besides, its product categories are including Carboxylicester; Benzene derivatives; Aromatic Esters; pharmacetical.
2. The physical properties of Methyl anthranilate
(1)ACD/LogP: 2.04; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.04; (4)ACD/LogD (pH 7.4): 2.04; (5)ACD/BCF (pH 5.5): 20.85; (6)ACD/BCF (pH 7.4): 20.86; (7)ACD/KOC (pH 5.5): 306.06; (8)ACD/KOC (pH 7.4): 306.21; (9)#H bond acceptors: 3; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 52.32; (13)Index of Refraction: 1.565; (14)Molar Refractivity: 42.26 cm3; (15)Molar Volume: 129.6 cm3; (16)Polarizability: 16.75×10-24 cm3; (17)Surface Tension: 46.2 dyne/cm; (18)Density: 1.166 g/cm3; (19)Flash Point: 112.9 °C; (20)Enthalpy of Vaporization: 49.35 kJ/mol; (21)Boiling Point: 256 °C at 760 mmHg; (22)Vapour Pressure: 0.0158 mmHg at 25°C; (23)Exact Mass: 151.063329; (24)MonoIsotopic Mass: 151.063329; (25)Topological Polar Surface Area: 52.3; (26)Heavy Atom Count: 11; (27)Complexity: 147.
3.Structure descriptors of Methyl anthranilate
(1)Canonical SMILES: COC(=O)C1=CC=CC=C1N
(2)InChI: InChI=1S/C8H9NO2/c1-11-8(10)6-4-2-3-5-7(6)9/h2-5H,9H2,1H3
(3)InChIKey: VAMXMNNIEUEQDV-UHFFFAOYSA-N
4.Safety information of Methyl anthranilate
When you are dealing with this chemical, you should be very careful. For being irritating to eyes, respiratory system and skin, it may cause inflammation to the skin or other mucous membranes. Therefore, you should wear suitable protective clothing, gloves and eye/face protection. And if in case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
5.Toxity data of Methyl anthranilate
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| guinea pig | LD50 | oral | 2780mg/kg (2780mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: DYSPNEA LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION | Food and Cosmetics Toxicology. Vol. 2, Pg. 327, 1964. |
| mouse | LD50 | oral | 3900mg/kg (3900mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | Food and Cosmetics Toxicology. Vol. 2, Pg. 327, 1964. |
| rabbit | LD50 | skin | > 5gm/kg (5000mg/kg) | Food and Cosmetics Toxicology. Vol. 12, Pg. 935, 1974. | |
| rat | LD50 | oral | 2910mg/kg (2910mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: COMA | Food and Cosmetics Toxicology. Vol. 2, Pg. 327, 1964. |