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Merck

236454

Sigma-Aldrich

Methyl anthranilate

ReagentPlus®, ≥99%

Sinónimos:

Methyl anthranilate

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About This Item

Fórmula lineal:
2-(H2N)C6H4CO2CH3
Número de CAS:
Peso molecular:
151.16
Beilstein/REAXYS Number:
606965
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

vapor 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.)

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

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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

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Eye Irrit. 2

Storage Class

10 - Combustible liquids

wgk_germany

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


Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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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)
Jihong Wang et al.
The Plant journal : for cell and molecular biology, 44(4), 606-619 (2005-11-03)
The biosynthesis of methyl anthranilate, the volatile compound responsible for the distinctive 'foxy' aroma and flavor of the Washington Concord grape (Vitis labrusca), involves an alcohol acyltransferase that catalyzes the formation of methyl anthranilate from anthraniloyl-coenzyme A (CoA) and methanol.
Michael L Kirifides et al.
The Journal of experimental biology, 207(Pt 5), 715-722 (2004-01-30)
Using digital fluorescence imaging, we determined the effects of methyl anthranilate (MA), an avian irritant, and capsaicin (CAP), a mammalian irritant, on intracellular calcium ([Ca(2+)](i)) in chicken trigeminal neurons. Concentration-response functions indicated that the threshold for inducing increases in [Ca(2+)](i)
Marie E Gibbs et al.
Brain research bulletin, 76(3), 198-207 (2008-05-24)
A one-trial learning task, where chicks learn that a bead of a particular shape and/or colour has a bitter taste (because it has been coated in 100% methyl anthranilate, MeA) and subsequently avoids it on test, has been widely used
I M Li de La Sierra et al.
Biochemistry, 39(51), 15870-15878 (2000-12-22)
The conformation and dynamics of the ATP binding site of cytidine monophosphate kinase from Escherichia coli (CMPK(coli)), which catalyzes specifically the phosphate exchange between ATP and CMP, was studied using the fluorescence properties of 3'-anthraniloyl-2'-deoxy-ADP, a specific ligand of the

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