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3,4-Dihydroxybenzoic acid

analytical standard

Synonym(s):

Protocatechuic acid

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About This Item

Linear Formula:
(HO)2C6H3CO2H
CAS Number:
99-50-3
Molecular Weight:
154.12
Beilstein:
1448841
EC Number:
202-760-0
MDL number:
MFCD00002509
UNSPSC Code:
85151701
PubChem Substance ID:
329748656
NACRES:
NA.24

grade

analytical standard

Quality Level

100

Assay

≥97.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

mp

197-200 °C (dec.) (lit.)

application(s)

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)

InChI key

YQUVCSBJEUQKSH-UHFFFAOYSA-N

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General description

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.

Biochem/physiol Actions

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

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Recommended products

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.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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)
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)
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