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37520

Sigma-Aldrich

3,4-Dihydroxybenzaldehyde

purum, ≥97.0% (HPLC)

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Synonym(s):
Protocatechualdehyde
Linear Formula:
(HO)2C6H3CHO
CAS Number:
Molecular Weight:
138.12
Beilstein/REAXYS Number:
774381
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

grade

purum

Quality Level

assay

≥97.0% (HPLC)

form

powder

mp

150-155 °C
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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1 of 4

This Item
260843D1084058.20475
3,4-Dihydroxybenzaldehyde purum, ≥97.0% (HPLC)

37520

3,4-Dihydroxybenzaldehyde

2,3,4-Trihydroxybenzaldehyde 98%

260843

2,3,4-Trihydroxybenzaldehyde

3,4-Dihydroxybenzaldehyde 97%

D108405

3,4-Dihydroxybenzaldehyde

3,4-Dihydroxybenzaldehyde for synthesis

8.20475

3,4-Dihydroxybenzaldehyde

Quality Level

100

Quality Level

-

Quality Level

-

Quality Level

200, 300

form

powder

form

powder

form

powder

form

powder

mp

150-155 °C, 150-157 °C (lit.)

mp

159-161 °C (lit.)

mp

150-157 °C (lit.)

mp

152-156 °C

grade

purum

grade

-

grade

-

grade

-

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.

pictograms

Exclamation mark

signalword

Warning

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


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Customers Also Viewed

Slide 1 of 6

1 of 6

Electrocatalysis of NADH oxidation with electropolymerized films of 3, 4-dihydroxybenzaldehyde.
Pariente F, et al.
Analytical Chemistry, 66(23), 4337-4344 (1994)
Synthesis of 4'-vinylbenzocrown ethers.
Smid J, et al.
Organic Prep. and Proc. Int., 8(4), 193-196 (1976)
Ryohei Kono et al.
Acta histochemica et cytochemica, 47(3), 103-112 (2014-10-17)
Granulosa cells form ovarian follicles and play important roles in the growth and maturation of oocytes. The protection of granulosa cells from cellular injury caused by oxidative stress is an effective therapy for female infertility. We here investigated an effective
Ahlam Jameel Abdulghani et al.
Bioinorganic chemistry and applications, 2013, 219356-219356 (2014-01-24)
A series of new di-, tri-, and tetranuclear Co(II) and Cu(II) complexes of three new diSchiff base ligands were synthesized by two different methods. The first method involved the synthesis of the three ligands from condensation reaction of 3,4-dihydroxybenzaldehyde (L'H2)
Ting Xie et al.
PeerJ, 7, e7690-e7690 (2019-10-03)
Lecanicillium lecanii is an entomopathogenic fungi, which was isolated from insects suffering from disease. Now, it is an effective bio-control resource that can control agricultural pests such as whitefly and aphids. There are many studies on the control of various

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