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Merck

08992

Supelco

3,4-Dihydroxybenzoic acid

analytical standard

Sinónimos:

Protocatechuic acid

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About This Item

Fórmula lineal:
(HO)2C6H3CO2H
Número de CAS:
Peso molecular:
154.12
Beilstein:
1448841
Número CE:
Número MDL:
Código UNSPSC:
85151701
ID de la sustancia en PubChem:
NACRES:
NA.24

grado

analytical standard

Nivel de calidad

Análisis

≥97.0% (HPLC)

caducidad

limited shelf life, expiry date on the label

técnicas

HPLC: suitable
gas chromatography (GC): suitable

mp

197-200 °C (dec.) (lit.)

aplicaciones

cleaning products
cosmetics
flavors and fragrances
food and beverages
personal care

formato

neat

cadena 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)

Clave InChI

YQUVCSBJEUQKSH-UHFFFAOYSA-N

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Descripción general

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.

Aplicación

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.

Acciones bioquímicas o fisiológicas

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

Envase

Bottomless glass bottle. Contents are inside inserted fused cone.

Productos recomendados

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.

Pictogramas

Exclamation mark

Palabra de señalización

Warning

Frases de peligro

Clasificaciones de peligro

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

Órganos de actuación

Respiratory system

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 1

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable


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Visite la Librería de documentos

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)
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)
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)
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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