Skip to Content
Merck
All Photos(4)

Key Documents

View All Documentation

D108405

Sigma-Aldrich

3,4-Dihydroxybenzaldehyde

97%

Synonym(s):

Protocatechualdehyde

Sign Into View Organizational & Contract Pricing
All Photos(4)

About This Item

Linear Formula:
(HO)2C6H3CHO
CAS Number:
139-85-5
Molecular Weight:
138.12
Beilstein:
774381
EC Number:
205-377-7
MDL number:
MFCD00003370
UNSPSC Code:
12352100
PubChem Substance ID:
24893348
NACRES:
NA.22

Assay

97%

form

powder

mp

150-157 °C (lit.)

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

Looking for similar products? Visit Product Comparison Guide

Application

3,4-Dihydroxybenzaldehyde can be used as a reactant for the synthesis of:
  • Copolymers containing poly(p-phenylenevinylene) chromophore to be used in light-emitting electrochemical cell.
  • 2-Arylbenzothiazoles with potential application as anti-cancer agents against human colon cancer cells.
  • Variety of thiazolidin-4-one ring systems having antimicrobial activity.
  • Bis-Schiff bases of isatins which can be used as antiglycating agents.

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Synthesis and electroluminescence of novel copolymers containing crown ether spacers.
Sun Q, et al.
Journal of Materials Chemistry, 13(4), 800-806 (2003)
Synthesis of new bioactive venlafaxine analogs: Novel thiazolidin-4-ones as antimicrobials.
Kavitha CV, et al.
Bioorganic & Medicinal Chemistry, 14(7), 2290-2299 (2006)
Synthesis of bis-Schiff bases of isatins and their antiglycation activity.
Khan KM, et al.
Bioorganic & Medicinal Chemistry, 17(22), 7795-7801 (2009)
Jin Boo Jeong et al.
Biochemical and biophysical research communications, 430(1), 381-386 (2012-11-20)
Protocatechualdehyde (PCA) is a naturally occurring polyphenol found in barley, green cavendish bananas, and grapevine leaves. Although a few studies reported growth-inhibitory activity of PCA in breast and leukemia cancer cells, the underlying mechanisms are still poorly understood. Thus, we
Narsimha Mamidi et al.
The journal of physical chemistry. B, 116(35), 10684-10692 (2012-08-07)
Diacylglycerol (DAG) regulates a broad range of cellular functions including tumor promotion, apoptosis, differentiation, and growth. Thus, the DAG-responsive C1 domain of protein kinase C (PKC) isoenzymes is considered to be an attractive drug target for the treatment of cancer
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service