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Key Documents

W398802

Sigma-Aldrich

Vanillic acid

≥97%, FG

Synonym(s):

4-Hydroxy-3-methoxybenzoic acid

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About This Item

Linear Formula:
HOC6H3(OCH3)CO2H
CAS Number:
Molecular Weight:
168.15
FEMA Number:
3988
Beilstein/REAXYS Number:
2208364
EC Number:
MDL number:
UNSPSC Code:
12164502
PubChem Substance ID:
Flavis number:
8.043
NACRES:
NA.21

biological source

synthetic

Quality Level

grade

FG
Halal
Kosher

reg. compliance

EU Regulation 1334/2008 & 178/2002

assay

≥97%

mp

208-210 °C (lit.)

application(s)

flavors and fragrances

documentation

see Safety & Documentation for available documents

food allergen

no known allergens

organoleptic

creamy; milk; sweet; vanilla

SMILES string

COc1cc(ccc1O)C(O)=O

InChI

1S/C8H8O4/c1-12-7-4-5(8(10)11)2-3-6(7)9/h2-4,9H,1H3,(H,10,11)

Inchi Key

WKOLLVMJNQIZCI-UHFFFAOYSA-N

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General description

Natural occurrence: Guava, grape, brandy, rum, whiskey, sherry, red and white wines, Scotch and Canadian whiskey.
Vanillic acid is one of the key aromatic volatile compounds of vanilla beans.

Application

Vanillic acid is a phenolic derivative, which is generally used as a flavoring agent in food products. It can be used in the synthesis of a well-known flavoring agent vanillin.

Biochem/physiol Actions

Odor at 5%
Taste at 100 ppm

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

ppe

Eyeshields, Gloves, type N95 (US)


Certificates of Analysis (COA)

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Solid-liquid phase equilibrium and thermodynamic properties of vanillic acid in different pure solvents
Noubigh A and Abderrabba M
Journal of Molecular Liquids, 223, 261-266 (2016)
Vanillin and related flavor compounds in vanilla extracts made from beans of various global origins
Ranadive AS.
Journal of Agricultural and Food Chemistry, 40(10), 1922-1924 (1992)
Delphine Lamoral-Theys et al.
Bioorganic & medicinal chemistry, 18(11), 3823-3833 (2010-05-15)
A series of 33 novel divanillates and trivanillates were synthesized and found to possess promising cytostatic rather than cytotoxic properties. Several compounds under study decreased by >50% the activity of Aurora A, B, and C, and WEE1 kinase activity at
Rafael Llorach et al.
Journal of proteome research, 8(11), 5060-5068 (2009-09-17)
Cocoa-phytochemicals have been related to the health-benefits of cocoa consumption. Metabolomics has been proposed as a powerful tool to characterize both the intake and the effects on the metabolism of dietary components. Human urine metabolome modifications after single cocoa intake
B L Lee et al.
Clinical chemistry, 39(9), 1788-1792 (1993-09-01)
We describe a sensitive and specific high-performance liquid-chromatographic method for determining the benzene metabolite, trans,trans-muconic acid (ttMA) in urine by measuring ultraviolet absorbance at 265 nm. We mix 1 mL of urine sample with 2 mL of Tris buffer containing

Articles

Vanilla Regulations – The Law and the Labeling of the World’s Most Popular Flavor

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