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3,4-Dihydroxybenzaldehyde

Name: 3,4-Dihydroxybenzaldehyde
Brand: SIAL
Price: 66.9 USD
Availability: InStock

purum, ≥97.0% (HPLC)

Synonym(s):

Protocatechualdehyde

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Pack Size	SKU	Availability	Price
25 g		Available to ship TODAYfromMILWAUKEE	$66.90
100 g		Available to ship TODAYfromMILWAUKEE	$130.00

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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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

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Related Categories

Aldehydes

Organic Building Blocks

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

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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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)

3,4-Dihydroxybenzaldehyde Derived from Prunus mume Seed Inhibits Oxidative Stress and Enhances Estradiol Secretion in Human Ovarian Granulosa Tumor Cells.

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

3, 4-dihydroxybenzaldehyde, a fungistatic substance from green Cavendish bananas.

Mulvena D, et al.

Phytochemistry, 8(2), 393-395 (1969)

Preparation and characterization of di-, tri-, and tetranuclear schiff base complexes derived from diamines and 3,4-dihydroxybenzaldehyde.

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)

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Global Trade Item Number

SKU	GTIN
37520-25G	04061831834956
37520-100G	04061831834949

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