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Merck

08992

Supelco

3,4-Dihydroxy-benzoesäure

analytical standard

Synonym(e):

Protocatechusäure

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About This Item

Lineare Formel:
(HO)2C6H3CO2H
CAS-Nummer:
Molekulargewicht:
154.12
Beilstein:
1448841
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
85151701
PubChem Substanz-ID:
NACRES:
NA.24

Qualität

analytical standard

Qualitätsniveau

Assay

≥97.0% (HPLC)

Haltbarkeit

limited shelf life, expiry date on the label

Methode(n)

HPLC: suitable
gas chromatography (GC): suitable

mp (Schmelzpunkt)

197-200 °C (dec.) (lit.)

Anwendung(en)

cleaning products
cosmetics
flavors and fragrances
food and beverages
personal care

Format

neat

SMILES String

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)

InChIKey

YQUVCSBJEUQKSH-UHFFFAOYSA-N

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Allgemeine Beschreibung

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.

Anwendung

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.

Biochem./physiol. Wirkung

Chemopräventiv bei der Krebsentstehung in verschiedenen Tiermodellen. Hemmt die Zellproliferation in der Post-Initiationsphase.

Verpackung

Bottomless glass bottle. Contents are inside inserted fused cone.

Empfohlene Produkte

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.

Piktogramme

Exclamation mark

Signalwort

Warning

Gefahreneinstufungen

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

Zielorgane

Respiratory system

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 1

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable


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Die Dokumentenbibliothek aufrufen

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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