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08992

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3,4-Dihydroxybenzoic acid

analytical standard

Synonyme(s) :

Protocatechuic acid

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About This Item

Formule linéaire :
(HO)2C6H3CO2H
Numéro CAS:
Poids moléculaire :
154.12
Numéro Beilstein :
1448841
Numéro CE :
Numéro MDL:
Code UNSPSC :
85151701
ID de substance PubChem :
Nomenclature NACRES :
NA.24

Qualité

analytical standard

Niveau de qualité

Pureté

≥97.0% (HPLC)

Durée de conservation

limited shelf life, expiry date on the label

Technique(s)

HPLC: suitable
gas chromatography (GC): suitable

Pf

197-200 °C (dec.) (lit.)

Application(s)

cleaning products
cosmetics
flavors and fragrances
food and beverages
personal care

Format

neat

Chaîne SMILES 

OC(=O)c1ccc(O)c(O)c1

InChI

1S/C7H6O4/c8-5-2-1-4(7(10)11)3-6(5)9/h1-3,8-9H,(H,10,11)

Clé InChI

YQUVCSBJEUQKSH-UHFFFAOYSA-N

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Description générale

3,4-Dihydroxybenzoic acid is a catabolite of epinephrine. It is a phenolic compound and an important constituent of lignin present in wine, green and black tea, and herbal medicines, which exhibits anti-inflammatory and antitumor promotion. 3,4-Dihydroxybenzoic acid is also a model matrix for ionization of peptides, proteins and carbohydrates in the MALDI (matrix-assisted laser desorption ionization mass spectroscopy) technique.

Application

3,4-Dihydroxybenzoic acid may be used as a reference standard for the determination of:
  • Phenols in biomass pre-treatment hydrolysates by high-performance liquid chromatography method.
  • 3,4-Dihydroxybenzoic acid in wine by high-performance liquid chromatography with a microbore column.

Actions biochimiques/physiologiques

Chemopreventive in several animal models of carcinogenesis. Blocks cell proliferation in the post-initiation phase.

Conditionnement

Bottomless glass bottle. Contents are inside inserted fused cone.

Produits recommandés

Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.

Pictogrammes

Exclamation mark

Mention d'avertissement

Warning

Mentions de danger

Classification des risques

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 1

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable


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Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

High-performance liquid chromatography method for simultaneous determination of aliphatic acid, aromatic acid and neutral degradation products in biomass pretreatment hydrolysates.
Chen SF, et al.
Journal of Chromatography A, 1104(1-2), 54-61 (2006)
Determination of phenolic acids in wine by high-performance liquid chromatography with a microbore column.
Buiarelli F, et al.
Journal of Chromatography A, 695(2), 229-235 (1995)
Thermochemical study of 2, 4-, 2, 6-and 3, 4-dihydroxybenzoic acids in the liquid phase using a TG apparatus.
Vecchio S and Brunetti B
Thermochimica Acta, 515(1), 84-90 (2011)
Phytochemical Characterization of Rhus coriaria L. Extracts by Headspace Solid-Phase Micro Extraction Gas Chromatography, Comprehensive Two-Dimensional Liquid Chromatography, and Antioxidant Activity Evaluation
Arena K, et al.
Molecules (Basel), 27(5), 1727-1727 (2022)
3, 4-Dihydroxybenzoic acid from Smilacis chinae rhizome protects amyloid $\beta$ protein (25-35)-induced neurotoxicity in cultured rat cortical neurons.
Ban JY, et al.
Neuroscience Letters, 420(2), 184-188 (2007)

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