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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

Quality Level

200

Assay

97%

mp

104-108 °C (lit.)

solubility

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

functional group

aldehyde

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM5247
BCCJ9465
BCCH7958
BCCC4916
BCCB0790

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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
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)
Hong-Chao Zhang et al.
Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials, 31(10), 1503-1505 (2009-02-24)
To study the chemical constituents of Elaeocarpus sylvestris. The compounds were isolated by chromatographic methods and their structures were elucidated by physico-chemical properties and spectral analysis. Six compounds were isolated and identified as: 2-hydroxy-benzaldehyde (1), coniferyl alcohol (2), umbelliferone (3)
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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