08992

3,4-Dihydroxybenzoic acid

analytical standard

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

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.

Other Notes

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.

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: WGK 1
• flash_point_f: Not applicable
• flash_point_c: Not applicable