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W268208

Sigma-Aldrich

Methyl anthranilate

≥98%, FCC, 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.:
250
MDL number:
UNSPSC Code:
12164502
PubChem Substance ID:
Flavis number:
9.715
NACRES:
NA.21

biological source

synthetic

Quality Level

grade

FG
Halal
Kosher

Agency

meets purity specifications of JECFA

reg. compliance

EU Regulation 1334/2008 & 178/2002
FCC
FDA 21 CFR 117
FDA 21 CFR 182.60

vapor pressure

1 mmHg ( 20 °C)

Assay

≥98%

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

grape; musty; fruity; sweet; wine-like

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 anthranilate occurs naturally in grapes and strawberries. It is also found in Burgundy Pinot noir wines, citrus honey and American wines. Methyl anthranilate is also a potent bird repellant.

Application

Methyl anthranilate is a sunscreen precursor (an ortho compound) used as an odor compound in the study of controlled odor release from the cavity of the cyclodextrin.

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

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Volatiles from grapes I. Some volatiles from concord essence.
Stevens KL, et al.
Journal of Food Science, 30(6), 1006-1007 (1965)
The volatiles of two new strawberry cultivars,?Annelie? and ?Alaska Pioneer?, obtained by backcrossing of cultivated strawberries with wild strawberries, fragaria vesca, rugen and fragaria virginiana.
Hirvi T & Honkanen E.
Zeitschrift fur Lebensmittel-Untersuchung Und -Forschung, 175(2), 113-116 (1982)
Methyl anthranilate as an aroma constituent of American wine.
Nelson RR, et al.
Journal of Food Science, 42(1), 57-59 (1977)
Substituent position effects on sunscreen photodynamics: A closer look at methyl anthranilate
dN Rodrigues N, et al.
Chemical Physics, 515, 596-602 (2018)
A comparative study of hesperetin and methyl anthranilate as markers of the floral origin of citrus honey.
Ferreres F, et al.
Journal of the Science of Food and Agriculture, 65(3), 371-372 (1994)

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