08992

3,4-Dihydroxybenzoic acid

analytical standard

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

Properties

• 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

Description

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

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Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 1
• flash_point_f: Not applicable
• flash_point_c: Not applicable