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W268216

Sigma-Aldrich

Methyl anthranilate

natural (US), ≥99%, FG

Synonym(s):

Methyl 2-aminobenzoate, Methyl anthranilate

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About This Item

Linear Formula:
2-(H2N)C6H4CO2CH3
CAS Number:
Molecular Weight:
151.16
FEMA Number:
2682
Beilstein:
606965
EC Number:
Council of Europe no.:
250c
MDL number:
UNSPSC Code:
12164502
PubChem Substance ID:
Flavis number:
9.715

grade

FG
Halal
Kosher
natural (US)

reg. compliance

EU Regulation 1334/2008 & 178/2002
FDA 21 CFR 117

vapor pressure

1 mmHg ( 20 °C)

Assay

≥99%

autoignition temp.

986 °F

refractive index

n20/D 1.582 (lit.)

bp

256 °C (lit.)

mp

24 °C (lit.)

density

1.168 g/mL at 25 °C (lit.)

application(s)

flavors and fragrances

Documentation

see Safety & Documentation for available documents

food allergen

no known allergens

Organoleptic

chocolate; coffee; grape; grapefruit; jasmine; lemon; lime; medicinal; musty; herbaceous; citrus; strawberry; sweet

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

Natural Occurrence: Cocoa, coffee, grape, grapefruit, jasmine, lemon, lime, mandarin, strawberry and tangerine.

Biochem/physiol Actions

Taste at 2-5 ppm

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

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’.

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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
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
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
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
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

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