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W268208

Sigma-Aldrich

Methyl anthranilate

≥98%, FCC, FG

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Synonym(s):
Methyl 2-aminobenzoate, Methyl anthranilate
Linear Formula:
2-(H2N)C6H4CO2CH3
CAS Number:
Molecular Weight:
151.16
FEMA Number:
2682
Beilstein/REAXYS Number:
606965
EC Number:
Council of Europe no.:
250
MDL number:
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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1 of 4

This Item
W2682242364541381742
vibrant-m

W268208

Methyl anthranilate

vibrant-m

W268224

Methyl anthranilate

vibrant-m

236454

Methyl 2-aminobenzoate

vibrant-m

1381742

Meradimate

biological source

synthetic

biological source

-

biological source

-

biological source

-

food allergen

no known allergens

food allergen

no known allergens

food allergen

-

food allergen

-

organoleptic

grape; musty; fruity; sweet; wine-like

organoleptic

grape; musty; fruity; sweet; wine-like

organoleptic

-

organoleptic

-

mp

24 °C (lit.)

mp

24 °C (lit.)

mp

24 °C (lit.)

mp

-

agency

meets purity specifications of JECFA

agency

meets purity specifications of JECFA

agency

-

agency

-

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

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


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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)
Methyl anthranilate as an aroma constituent of American wine.
Nelson RR, et al.
Journal of Food Science, 42(1), 57-59 (1977)
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)
Evaluation of methyl anthranilate and starch-plated dimethyl anthranilate as bird repellent feed additives
Mason JR, et al.
Zeitschrift fur Lebensmittel-Untersuchung Und -Forschung, 182-187 (1991)
Substituent position effects on sunscreen photodynamics: A closer look at methyl anthranilate
dN Rodrigues N, et al.
Chemical Physics, 515, 596-602 (2018)

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