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94770

Sigma-Aldrich

Vanillic acid

purum, ≥97.0% (HPLC)

Synonym(s):

4-Hydroxy-3-methoxybenzoic acid

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10 G
€25.60
50 G
€80.30
250 G
€272.00

About This Item

Linear Formula:
HOC6H3(OCH3)CO2H
CAS Number:
121-34-6
Molecular Weight:
168.15
Beilstein:
2208364
EC Number:
204-466-8
MDL number:
MFCD00002551
UNSPSC Code:
12352100
PubChem Substance ID:
329770384
NACRES:
NA.22

€25.60

Estimated to ship on09 April 2025

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grade

purum

Quality Level

200

Assay

≥97.0% (HPLC)

form

powder

ign. residue

≤0.3%

mp

208-210 °C (lit.)
208-213 °C

functional group

carboxylic acid

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.[1][2][3] It is also a key starting material in the total synthesis of barmumycin[4]4 and bosutinib.[5]

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCK8888
BCCH1168
BCCF7509
BCCC3537
BCBX5623

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Isolation, structural assignment, and total synthesis of barmumycin.
Lorente A, et al.
The Journal of Organic Chemistry, 75(24), 8508-8515 (2010)
Aromatic thermotropic polyesters based on 2, 5-furandicarboxylic acid and vanillic acid.
Wilsens C H, et al.
Polymer, 55(10), 2432-2439 (2014)
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
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)
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