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Key Documents

94770

Sigma-Aldrich

Vanillic acid

purum, ≥97.0% (HPLC)

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
Beilstein:
2208364
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

grade

purum

Quality Level

Assay

≥97.0% (HPLC)

form

powder

ign. residue

≤0.3%

mp

208-210 °C (lit.)
208-213 °C

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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Application

Vanillic acid is used as a precursor in the synthesis of a wide range of bio-based epoxy resins and polyesters. It is also a key starting material in the total synthesis of barmumycin4 and bosutinib.

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Aromatic thermotropic polyesters based on 2, 5-furandicarboxylic acid and vanillic acid.
Wilsens C H, et al.
Polymer, 55(10), 2432-2439 (2014)
Chemo-enzymatic functionalization of gallic and vanillic acids: synthesis of bio-based epoxy resins prepolymers.
Aouf C, et al.
Green Chemistry, 14(8), 2328-2336 (2012)
Novel vanillic acid-based poly (ether?ester) s: from synthesis to properties.
Pang C, et al.
Polym. Chem., 6(5), 797-804 (2015)
Isolation, structural assignment, and total synthesis of barmumycin.
Lorente A, et al.
The Journal of Organic Chemistry, 75(24), 8508-8515 (2010)
Xue Han et al.
Food & function, 9(8), 4366-4375 (2018-07-26)
Anthocyanins have a positive effect on resistant obesity; however they cannot usually be absorbed directly but, instead, are metabolized by gut microbiota. This study will examine the effects and the mechanism of vanillic acid on the prevention of obesity induced

Protocols

Coumaric acid; Quercitrin; Myricetin; Quercetin

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