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189839

Sigma-Aldrich

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:
24677-78-9
Molecular Weight:
138.12
Beilstein:
2041781
EC Number:
246-398-1
MDL number:
MFCD00003324
UNSPSC Code:
12352100
PubChem Substance ID:
24851400
NACRES:
NA.22

Assay

97%

mp

104-108 °C (lit.)

solubility

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

SMILES string

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

InChI

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

InChI key

IXWOUPGDGMCKGT-UHFFFAOYSA-N

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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
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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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
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)
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)
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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