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37520

3,4-Dihydroxybenzaldehyde

purum, ≥97.0% (HPLC)

Synonym(s):

Protocatechualdehyde

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About This Item

Linear Formula:
(HO)2C6H3CHO
CAS Number:
139-85-5
Molecular Weight:
138.12
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
329755658
EC Number:
205-377-7
Beilstein/REAXYS Number:
774381
MDL number:
MFCD00003370
Assay:
≥97.0% (HPLC)
Form:
powder

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InChI key

IBGBGRVKPALMCQ-UHFFFAOYSA-N

InChI

1S/C7H6O3/c8-4-5-1-2-6(9)7(10)3-5/h1-4,9-10H

SMILES string

Oc1ccc(C=O)cc1O

grade

purum

assay

≥97.0% (HPLC)

form

powder

mp

150-155 °C, 150-157 °C (lit.)

functional group

aldehyde

Quality Level

100

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1 of 4

This Item
D1084058.2047592588
3,4-Dihydroxybenzaldehyde purum, ≥97.0% (HPLC)

Sigma-Aldrich

37520

3,4-Dihydroxybenzaldehyde

3,4-Dihydroxybenzaldehyde 97%

Sigma-Aldrich

D108405

3,4-Dihydroxybenzaldehyde

3,4-Dihydroxybenzaldehyde for synthesis

Sigma-Aldrich

8.20475

3,4-Dihydroxybenzaldehyde

3,4-Dihydroxybenzaldehyde analytical standard

Supelco

92588

3,4-Dihydroxybenzaldehyde

assay

≥97.0% (HPLC)

assay

97%

assay

≥98.0% (HPLC)

assay

≥95.0% (HPLC)

Quality Level

100

Quality Level

100

Quality Level

200, 300

Quality Level

100

form

powder

form

powder

form

powder

form

-

mp

150-155 °C, 150-157 °C (lit.)

mp

150-157 °C (lit.)

mp

152-156 °C

mp

150-155 °C, 150-157 °C (lit.)

grade

purum

grade

-

grade

-

grade

-

functional group

aldehyde

functional group

-

functional group

-

functional group

-

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.[1] 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 may be used for the surface modification of nanocrystalline TiO2 particles.[2] Electrodeposited layer of 3,4-dihydroxybenzaldehyde may be used as effective redox mediator during oxidation of NADH at graphene.[3] It may be used in the preparation of new diSchiff base ligands, which forms di-, tri- and tetranuclear Co(II) and Cu(II) complexes.[4]
3,4-Dihydroxybenzaldehyde (Protocatechualdehyde) may be employed as starting reagent for the synthesis of 4-vinylbenzocrown ether.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF5163V
WXBF4696V
WXBF1221V
WXBD7679V
WXBD3683V

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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
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)
Nicole L Ritzert et al.
Faraday discussions, 172, 27-45 (2014-11-27)
Over the past decade, there has been a great deal of interest in graphene with regards to its electrochemical behavior. Previous studies have focused on understanding fundamental processes such as charge transfer and molecular transport at the graphene-electrolyte interface as
3, 4-dihydroxybenzaldehyde, a fungistatic substance from green Cavendish bananas.
Mulvena D, et al.
Phytochemistry, 8(2), 393-395 (1969)
Tatjana D Savić et al.
Physical chemistry chemical physics : PCCP, 16(38), 20796-20805 (2014-08-29)
The surface modification of nanocrystalline TiO2 particles (45 Å) with catecholate-type ligands having different electron donating/electron withdrawing substituent groups, specifically 3-methylcatechol, 4-methylcatechol, 3-methoxycatechol, 3,4-dihydroxybenzaldehyde and 4-nitrocatechol, was found to alter the optical properties of nanoparticles in a similar way to
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