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Merck

236454

Methyl 2-aminobenzoate

ReagentPlus®, ≥99%

Synonym(s):

Methyl anthranilate

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About This Item

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

Key Documents

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Product Name

Methyl 2-aminobenzoate, ReagentPlus®, ≥99%

InChI key

VAMXMNNIEUEQDV-UHFFFAOYSA-N

InChI

1S/C8H9NO2/c1-11-8(10)6-4-2-3-5-7(6)9/h2-5H,9H2,1H3

SMILES string

COC(=O)c1ccccc1N

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.)

functional group

ester

Quality Level

100

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Application

Methyl 2-aminobenzoate has been used in the synthesis of novel 4-chloro-2-mercaptobenzenesulfonamide derivatives.

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.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H319

Hazard Classifications

Eye Irrit. 2

Storage Class

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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Certificates of Analysis (COA)

Lot/Batch Number
MKCX4898
MKCQ3796
MKCK3934
MKBV9370V
MKBN4660V

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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)
M Galtayries et al.
Luminescence : the journal of biological and chemical luminescence, 15(6), 363-369 (2000-12-13)
A sensitive and fast approach for the determination of methyl anthranilate in grape must and honey samples, using time-resolved luminescence measurements, has been reported for the first time. The method involves the alkaline hydrolysis of the ester to anthranilic acid
S Richard et al.
Physiology & behavior, 70(5), 521-525 (2000-12-09)
Methyl anthranilate (MeA) has been widely used as a taste aversant for domestic chicks in the one-trial passive avoidance learning (PAL) task. However, MeA has a strong smell that may be aversive to chicks. Therefore, odourless denatonium benzoate (DB) has
Leslie Hammack et al.
Journal of chemical ecology, 30(9), 1809-1825 (2004-12-14)
We used field assays to study attraction of feral northern and western corn rootworm beetles (Diabrotica barberi and D. virgifera virgifera) to a series of mostly nitrogenous and benzenoid synthetic compounds allied with host plant and floral aromas. Vaporization rates
Tanya Pankiw
Journal of medical entomology, 46(4), 782-788 (2009-08-04)
Human victims of a massive number of stings have been steadily increasing since the invasion of Africanized honey bees (Apis mellifera) to the United States in 1990. Multiple honey bee stings may result in venom toxicity, leading to renal failure
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