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Merck

H36001

Vanillic acid

97%

Sinónimos:

4-Hydroxy-3-methoxybenzoic acid

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Fórmula lineal:
HOC6H3(OCH3)CO2H
Número CAS:
Peso molecular:
168.15
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
204-466-8
Beilstein/REAXYS Number:
2208364
MDL number:
Assay:
97%
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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

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

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
  • 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).


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Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 1

ppe

Eyeshields, Gloves, type N95 (US)



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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)
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)
Synthesis and characterization of renewable polyesters based on vanillic acid
Silong Z, et al.
Journal of Applied Polymer Science, 137, 49189-49189 (2020)