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D108405

Sigma-Aldrich

3,4-Dihydroxybenzaldehyde

97%

Synonym(s):

Protocatechualdehyde

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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

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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’.

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Synthesis of bis-Schiff bases of isatins and their antiglycation activity.
Khan KM, et al.
Bioorganic & Medicinal Chemistry, 17(22), 7795-7801 (2009)
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 and electroluminescence of novel copolymers containing crown ether spacers.
Sun Q, et al.
Journal of Materials Chemistry, 13(4), 800-806 (2003)
Catriona G Mortimer et al.
Journal of medicinal chemistry, 49(1), 179-185 (2006-01-06)
A series of new 2-phenylbenzothiazoles has been synthesized on the basis of the discovery of the potent and selective in vitro antitumor properties of 2-(3,4-dimethoxyphenyl)-5-fluorobenzothiazole (8n; GW 610, NSC 721648). Synthesis of analogues substituted in the benzothiazole ring was achieved
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
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