Skip to Content
Merck
All Photos(1)

Documents

236454

Sigma-Aldrich

Methyl 2-aminobenzoate

ReagentPlus®, ≥99%

Synonym(s):

Methyl anthranilate

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
2-(H2N)C6H4CO2CH3
CAS Number:
134-20-3
Molecular Weight:
151.16
Beilstein:
606965
EC Number:
205-132-4
MDL number:
MFCD00007710
UNSPSC Code:
12352100
PubChem Substance ID:
24854171
NACRES:
NA.22

vapor pressure

1 mmHg ( 20 °C)

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

Looking for similar products? Visit Product Comparison Guide

Related Categories

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
GHS07

Signal Word

Warning

Hazard Statements

H319

Hazard Classifications

Eye Irrit. 2

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

262.4 °F - closed cup

Flash Point(C)

128 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 2

1 of 2

Ethyl 3-aminobenzoate 97%

Sigma-Aldrich

E10505

Ethyl 3-aminobenzoate

Ethyl 4-aminobenzoate 98%

Sigma-Aldrich

112909

Ethyl 4-aminobenzoate

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)
N R Lien et al.
Carbohydrate research, 344(18), 2606-2608 (2009-11-03)
A 2:1 complex between cyclomaltoheptaose (beta-cyclodextrin) and N-methylanthranilic acid has been studied in the solid state. The inclusion complex belongs to the triclinic system (space group P1) with unit cell dimensions a=15.2773(15)A, b=15.4710(15)A, c=17.9627(18)A, alpha=99.632(5) degrees , beta=113.416(5) degrees
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
T H Burne et al.
Physiology & behavior, 62(6), 1299-1302 (1998-01-07)
The relative importance of taste and odour cues in a one-trial passive avoidance learning (PAL) task was examined. One-day-old chicks were presented with a small bead and different combinations of the taste and odour of methyl anthranilate (MeA). The chicks
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.
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service