260843
2,3,4-Trihydroxybenzaldehyde
98%
Synonym(s):
Pyrogallol-4-carboxaldehyde
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About This Item
Linear Formula:
(HO)3C6H2CHO
CAS Number:
Molecular Weight:
154.12
Beilstein:
2328658
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Quality Level
Assay
98%
form
powder
mp
159-161 °C (lit.)
SMILES string
[H]C(=O)c1ccc(O)c(O)c1O
InChI
1S/C7H6O4/c8-3-4-1-2-5(9)7(11)6(4)10/h1-3,9-11H
InChI key
CRPNQSVBEWWHIJ-UHFFFAOYSA-N
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General description
Antimicrobial activity of carbohydrazone derived from 2,3,4-trihydroxybenzaldehyde against bacteria and fungi has been investigated. 2,3,4-trihydroxybenzaldehyde forms Schiff bases via [1+1] condensation with anthranilic acid.
Application
2,3,4-Trihydroxybenzaldehyde has been used in the preparation of 1,5-dimethyl-2-phenyl-4-[(1E)-(2,3,4-trihydroxybenzylidene)amino]-1H-pyrazol-3(2H)-one.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 2
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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1, 5-Dimethyl-2-phenyl-4-[(1E)-(2, 3, 4-trihydroxybenzylidene) amino]-1H-pyrazol-3 (2H)-one.
Sun Y-F, et al.
Acta Crystallographica Section E, Structure Reports Online, 63(5), o2522-o2523 (2007)
Sari Honda et al.
Free radical biology & medicine, 106, 228-235 (2017-02-23)
In this study, the mechanism of the xanthine oxidase (XO) inhibitory activity of pyrogallol, the main inhibitor found in roasted coffee, was investigated. Pyrogallol was unstable and readily converted to purpurogallin in a pH 7.4 solution, a physiological model of
Eila Pelttari et al.
Zeitschrift fur Naturforschung. C, Journal of biosciences, 62(7-8), 483-486 (2007-10-05)
Certain substituted salicylaldehydes are known to have highly potent antimicrobial activity against bacteria and fungi, but the mechanism underlying this remarkable activity is not known, and almost nothing has been reported on the effects of further modification of the structures
Yuan Chen et al.
International journal of biological macromolecules, 143, 714-723 (2019-11-15)
In this study, the structure of inulin was chemically modified by Schiff bases in order to improve its biological activity. A total of 6 kinds of inulin derivatives were synthesized according to aza-Wittig reaction. Their structures were confirmed by FTIR
Ning Han et al.
Biomaterials science, 8(11), 3164-3172 (2020-05-05)
In this work, a tunicate-inspired gelatin-based hydrogel is prepared by simply mixing 2,3,4-trihydroxybenzaldehyde (THB)-tethered gelatin solution with a small amount of Fe3+ ions via the Schiff-base reaction and simultaneous formation of hexavalent Fe-complexes. The resulting hydrogel (termed GelTHB-Fe) exhibits not
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