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Merck

189839

2,3-Dihydroxybenzaldehyde

97%

Synonym(s):

1,2-Dihydroxy-3-formylbenzene, 3-Formyl-1,2-benzenediol, 3-Hydroxysalicylaldehyde, 5,6-Dihydroxybenzaldehyde

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About This Item

Linear Formula:
(HO)2C6H3CHO
CAS Number:
Molecular Weight:
138.12
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
246-398-1
Beilstein/REAXYS Number:
2041781
MDL number:
Assay:
97%
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InChI key

IXWOUPGDGMCKGT-UHFFFAOYSA-N

InChI

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

SMILES string

[H]C(=O)c1cccc(O)c1O

assay

97%

mp

104-108 °C (lit.)

solubility

95% ethanol: soluble 50 mg/mL, clear, colorless to greenish-yellow

functional group

aldehyde

Quality Level

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General description

Electrochemical oxidation of 2,3-dihydroxybenzaldehyde in methanol at various pH has been studied using cyclic voltammetry and controlled-potential coulometry.

Application

2,3-Dihydroxybenzaldehyde was used in the synthesis of copper(II) complexes of Schiff bases. It was also used in the synthesis of 2-ethoxy-3-hydroxy-4-nitrobenzoic acid.

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Md Rakibuddin et al.
Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology, 15(1), 86-98 (2015-12-18)
In the present work, a graphene encapsulated ZnO/Co3O4 (GE/ZnO/Co3O4) core-shell hybrid is fabricated through a facile self-assembly approach, where the mutual electrostatic interaction force drives the ZnO/Co3O4 heteronanostructures to be fully wrapped with flexible ultrathin graphene shells. The as-prepared GE/ZnO/Co3O4
M E Ramos-Nino et al.
Journal of applied microbiology, 84(2), 207-212 (1998-06-20)
Quantitative structure activity relationships (QSARs) were obtained describing the activity of a series of benzaldehydes against three different foodborne bacteria, Listeria monocytogenes F6861, serotype 4b, Salmonella enteritidis, Phage type 4, P167807 and Lactobacillus plantarum INT.L11. MIC values at pH 6.2
Investigation of the Electromethoxylation Reaction Part 2: Electrochemical Study of 3-Methylcatechol and 2, 3-Dihydroxybenzaldehyde in Methanol.
Nematollahi D and Golabi SM.
Electroanalysis, 13(12), 1008-1015 (2001)
S Kato et al.
Chemical & pharmaceutical bulletin, 44(8), 1484-1492 (1996-08-01)
To confirm the proposed structures of the minor metabolites of a potential gastroprokinetic agent, mosapride, 4-amino-5-chloro-2-ethoxy-3-hydroxy-N-(2-morpholinylmethyl)benzamide (3) and the N-(5-oxo-2-morpholinyl)-methyl analogue 4 were prepared. As the common intermediate, 2-ethoxy-3-hydroxy-4-nitrobenzoic acid (15) was prepared via the regioselective ethylation of 2,3-dihydroxybenzaldehyde (10)
Jong H Kim et al.
FEMS microbiology letters, 281(1), 64-72 (2008-02-21)
Activities of conventional antifungal agents, fludioxonil, strobilurin and antimycin A, which target the oxidative and osmotic stress response systems, were elevated by coapplication of certain benzo analogs (aldehydes and acids). Fungal tolerance to 2,3-dihydroxybenzaldehyde or 2,3-dihydroxybenzoic acid was found to

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