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94770

Sigma-Aldrich

Vanillic acid

purum, ≥97.0% (HPLC)

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Synonym(s):
4-Hydroxy-3-methoxybenzoic acid
Linear Formula:
HOC6H3(OCH3)CO2H
CAS Number:
Molecular Weight:
168.15
Beilstein:
2208364
EC Number:
MDL number:
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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This Item
H36001W39880268654
Vanillic acid purum, ≥97.0% (HPLC)

Sigma-Aldrich

94770

Vanillic acid

Vanillic acid 97%

Sigma-Aldrich

H36001

Vanillic acid

Vanillic acid ≥97%, FG

Sigma-Aldrich

W398802

Vanillic acid

Vanillic acid certified reference material, TraceCERT®, Manufactured by: Sigma-Aldrich Production GmbH, Switzerland

Supelco

68654

Vanillic acid

form

powder

form

-

form

-

form

-

mp

208-210 °C (lit.), 208-213 °C

mp

208-210 °C (lit.)

mp

208-210 °C (lit.)

mp

208-210 °C (lit.)

Quality Level

200

Quality Level

-

Quality Level

400

Quality Level

300

grade

purum

grade

-

grade

-

grade

-

ign. residue

≤0.3%

ign. residue

-

ign. residue

-

ign. residue

-

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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Isolation, structural assignment, and total synthesis of barmumycin.
Lorente A, et al.
The Journal of Organic Chemistry, 75(24), 8508-8515 (2010)
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)
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
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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