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H36001

Sigma-Aldrich

Vanillic acid

97%

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

Quality Level

Assay

97%

mp

208-210 °C (lit.)

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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General description

Vanillic acid, also known as 4-Hydroxy-3-methoxybenzoic acid, is a phenolic molecule, commonly used as a building block in the synthesis of surfactants, flavorants, odorants, and plasticizers.

Application

  • Vanillin Synthesis from Vanillic Acid: Research focused on engineering the activity and thermostability of a carboxylic acid reductase for converting vanillic acid to vanillin, providing insights into biotechnological applications for flavor and fragrance industries (Ren et al., 2024).
  • Antioxidant Properties in Food Preservation: The antioxidant properties of vanillic acid were evaluated in a study on the preservation of postharvest quality and physicochemical properties of broccoli, suggesting its potential in extending the shelf life and nutritional quality of fresh produce (Kibar et al., 2024).
  • Biological Synthesis of Vanillin: A comprehensive review discussed various biological methods for synthesizing vanillin from vanillic acid, emphasizing its application in enhancing natural flavor profiles in the food sector (Venkataraman et al., 2024).
Vanillic acid is used as a starting material in the synthesis of:
  • aliphatic-aromatic polymers with good thermal stability and degradability
  • novel polyesters via esterification and etherification reaction

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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An overview of therapeutic effects of vanillic acid
Neha S, et al.
Plant Archives, 20, 3053-3059 (2020)
Base metal iron catalyzed sustainable oxidation of vanillyl alcohol to vanillic acid in deep eutectic solvents and implementation of vanillic acid for fine-chemical synthesis
Rahul G, et al.
RSC Sustainability, 1, 1223-1232 (2023)
From Biomass to Bio-Based Polymers: Exploitation of Vanillic Acid for the Design of New Copolymers with Tunable Properties
Micaela V, et al.
Macromolecular Chemistry and Physics, 224, 2300001-2300001 (2023)
Synthesis and characterization of renewable polyesters based on vanillic acid
Silong Z, et al.
Journal of Applied Polymer Science, 137, 49189-49189 (2020)
Rafael Llorach et al.
Journal of proteome research, 8(11), 5060-5068 (2009-09-17)
Cocoa-phytochemicals have been related to the health-benefits of cocoa consumption. Metabolomics has been proposed as a powerful tool to characterize both the intake and the effects on the metabolism of dietary components. Human urine metabolome modifications after single cocoa intake

Protocols

Protocol for HPLC Analysis of Flavonoids on Ascentis® RP-Amide

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