08992
3,4-Dihydroxybenzoic acid
analytical standard
Synonym(s):
Protocatechuic acid
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About This Item
Linear Formula:
(HO)2C6H3CO2H
CAS Number:
Molecular Weight:
154.12
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
EC Number:
202-760-0
Beilstein/REAXYS Number:
1448841
MDL number:
grade
analytical standard
Quality Level
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
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.
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Warning
hcodes
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
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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)
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)