37520

3,4-Dihydroxybenzaldehyde

purum, ≥97.0% (HPLC)

• Synonym(s): Protocatechualdehyde
• Linear Formula: (HO)₂C₆H₃CHO
• CAS Number: 139-85-5
• Molecular Weight: 138.12
• Beilstein/REAXYS Number: 774381
• EC Number: 205-377-7
• MDL number: MFCD00003370
• UNSPSC Code: 12352100
• PubChem Substance ID: 329755658
• NACRES: NA.22

Properties

• grade: purum
• Quality Level: 100
• assay: ≥97.0% (HPLC)
• form: powder
• mp: 150-155 °C; 150-157 °C (lit.)
• functional group: aldehyde
• SMILES string: Oc1ccc(C=O)cc1O
• InChI: 1S/C7H6O3/c8-4-5-1-2-6(9)7(10)3-5/h1-4,9-10H
• InChI key: IBGBGRVKPALMCQ-UHFFFAOYSA-N

Description

General description

3,4-Dihydroxybenzaldehyde has been recognized as one of the antifungal compound extracted from the outer skin of green Cavendish bananas. It can be synthesized from catechol via Fries rearrangement.

3,4-Dihydroxybenzaldehyde is reported as bioactive compound which inhibits the H₂O₂-induced apoptosis of granulosa cells. Oxidation of 3,4-dihydroxybenzaldehyde on glassy carbon electrodes is reported to afford stable redox-active electropolymerized films containing a quinone moity.

Application

3,4-Dihydroxybenzaldehyde (Protocatechualdehyde) may be employed as starting reagent for the synthesis of 4-vinylbenzocrown ether.

3,4-Dihydroxybenzaldehyde may be used for the surface modification of nanocrystalline TiO₂ particles. Electrodeposited layer of 3,4-dihydroxybenzaldehyde may be used as effective redox mediator during oxidation of NADH at graphene. It may be used in the preparation of new diSchiff base ligands, which forms di-, tri- and tetranuclear Co(II) and Cu(II) complexes.

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 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves