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:
Molecular Weight:
168.15
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
204-466-8
Beilstein/REAXYS Number:
2208364
MDL number:
Assay:
≥97.0% (HPLC)
Form:
powder
grade
purum
Quality Level
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
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.
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Storage Class
11 - Combustible Solids
wgk
WGK 1
ppe
Eyeshields, Gloves, type N95 (US)
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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