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Key Documents

H36001

Sigma-Aldrich

Vanillic acid

97%

Synonyme(s) :

4-Hydroxy-3-methoxybenzoic acid

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About This Item

Formule linéaire :
HOC6H3(OCH3)CO2H
Numéro CAS:
Poids moléculaire :
168.15
Numéro Beilstein :
2208364
Numéro CE :
Numéro MDL:
Code UNSPSC :
12352100
ID de substance PubChem :
Nomenclature NACRES :
NA.22

Niveau de qualité

Pureté

97%

Pf

208-210 °C (lit.)

Chaîne SMILES 

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)

Clé InChI

WKOLLVMJNQIZCI-UHFFFAOYSA-N

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Description générale

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

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 1

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)


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A series of 33 novel divanillates and trivanillates were synthesized and found to possess promising cytostatic rather than cytotoxic properties. Several compounds under study decreased by >50% the activity of Aurora A, B, and C, and WEE1 kinase activity at
B L Lee et al.
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Environmental science & technology, 46(24), 13262-13269 (2012-11-23)
Methoxyphenols, tracers for wood smoke, are emitted into the atmosphere in large quantities, but their chemical degradation in the atmosphere has not been well characterized. In this study, heterogeneous kinetics of particulate syringaldehyde (SA), vanillic acid (VA), and coniferyl aldehyde
F Mashige et al.
Journal of chromatography. B, Biomedical applications, 658(1), 63-68 (1994-08-05)
An HPLC system for the simultaneous determination of acidic catecholamine metabolites, related compounds and 5-hydroxyindoleacetic acid (5-HIAA) in human urine was developed. A mixed-mode (C18/anion-exchange) column with isocratic elution using citrate buffer and an eight-channel electrochemical detector were used. Vanilmandelic
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Protocoles

Coumaric acid; Quercitrin; Myricetin; Quercetin

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