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Merck

94770

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:
121-34-6
Molecular Weight:
168.15
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
329770384
EC Number:
204-466-8
Beilstein/REAXYS Number:
2208364
MDL number:
MFCD00002551

Product Name

Vanillic acid, purum, ≥97.0% (HPLC)

InChI key

WKOLLVMJNQIZCI-UHFFFAOYSA-N

InChI

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

SMILES string

COc1cc(ccc1O)C(O)=O

grade

purum

assay

≥97.0% (HPLC)

form

powder

ign. residue

≤0.3%

mp

208-210 °C (lit.)
208-213 °C

functional group

carboxylic acid

Quality Level

200

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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

11 - Combustible Solids

wgk

WGK 1

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCK8888
BCCH1168
BCCF7509
BCCC3537
BCBX5623

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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)
Isolation, structural assignment, and total synthesis of barmumycin.
Lorente A, et al.
The Journal of Organic Chemistry, 75(24), 8508-8515 (2010)
Xiao Jia Yin et al.
Molecules (Basel, Switzerland), 15(6), 4261-4266 (2010-07-27)
This paper reports a novel synthesis of bosutinib starting from 3-methoxy-4-hydroxybenzoic acid. The process starts with esterification of the starting material, followed by alkylation, nitration, reduction, cyclization, chlorination and two successive amination reactions. The intermediates and target molecule were characterized
Novel vanillic acid-based poly (ether?ester) s: from synthesis to properties.
Pang C, et al.
Polym. Chem., 6(5), 797-804 (2015)
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)
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Protocols

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