236454
Methyl anthranilate
ReagentPlus®, ≥99%
Sinónimos:
Methyl anthranilate
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Fórmula lineal:
2-(H2N)C6H4CO2CH3
Número CAS:
Peso molecular:
151.16
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
205-132-4
Beilstein/REAXYS Number:
606965
MDL number:
Assay:
≥99%
Form:
liquid
Servicio técnico
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Permítanos ayudarlevapor pressure
1 mmHg ( 20 °C)
Quality Level
product line
ReagentPlus®
assay
≥99%
form
liquid
autoignition temp.
986 °F
refractive index
n20/D 1.582 (lit.)
bp
256 °C (lit.)
mp
24 °C (lit.)
solubility
alcohol: freely soluble(lit.), diethyl ether: freely soluble(lit.), water: slightly soluble(lit.)
density
1.168 g/mL at 25 °C (lit.)
functional group
ester
SMILES string
COC(=O)c1ccccc1N
InChI
1S/C8H9NO2/c1-11-8(10)6-4-2-3-5-7(6)9/h2-5H,9H2,1H3
InChI key
VAMXMNNIEUEQDV-UHFFFAOYSA-N
General description
Methyl 2-aminobenzoate reacts with 2,4-bis(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane-2,4-disulphide at 140°C to yield 1,2-dihydro-2-(p-methoxyphenyl)-4H-3,1,2-benzothiazaphosphorin-4-thione-2-sulfide and dimethyl-4-methoxyphenylphosphonotrithioate.
Application
Methyl 2-aminobenzoate has been used in the synthesis of novel 4-chloro-2-mercaptobenzenesulfonamide derivatives.
Legal Information
ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany
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signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2
Clase de almacenamiento
10 - Combustible liquids
wgk
WGK 1
flash_point_f
262.4 °F - closed cup
flash_point_c
128 °C - closed cup
ppe
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
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Studies on organophosphorus compounds-XXXVI: simple new routes to phosphorins from 2-hydroxy-, 2-mercapto-, and 2-aminobenzoic acids and their derivatives.
El-Barbary AA and Lawesson S-O.
Tetrahedron, 37(15), 2641-2646 (1981)
Marcus Taupp et al.
Journal of agricultural and food chemistry, 53(24), 9586-9589 (2005-11-24)
Bacillus megaterium, isolated in a screening process from topsoil, was used for N-demethylation of natural N-methyl methyl anthranilate to produce natural methyl anthranilate. Maximal productivity of 70 mg/L/day was achieved under laboratory-scale conditions without further optimization. No byproducts were observed.
Chris E Houlden et al.
Angewandte Chemie (International ed. in English), 48(10), 1830-1833 (2009-01-27)
Pd and CO--ureally got me! The title reaction proceeds efficiently at 18 degrees C under CO (1 atm) with 5 % [Pd(OTs)(2)(MeCN)(2)] as precatalyst. Depending on the solvents used, either anthranilates or cyclic imides can be obtained in high yields