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493864

Sigma-Aldrich

2,4,5-Trihydroxybenzaldehyde

99%

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About This Item

Fórmula lineal:
(HO)3C6H2CHO
Número de CAS:
35094-87-2
Peso molecular:
154.12
MDL number:
MFCD00016592
UNSPSC Code:
12352100
PubChem Substance ID:
24872865
NACRES:
NA.22

assay

99%

mp

223-225 °C (lit.)

SMILES string

[H]C(=O)c1cc(O)c(O)cc1O

InChI

1S/C7H6O4/c8-3-4-1-6(10)7(11)2-5(4)9/h1-3,9-11H

InChI key

WNCNWLVQSHZVKV-UHFFFAOYSA-N

General description

2,4,5-Trihydroxybenzaldehyde (2,4,5-THBA) is a tri-substituted benzaldehyde that can be prepared from sesamol. Its free radical-quenching ability, antioxidant bioactivity and cytotoxicity have been assessed. 2,4,5-THBA has been identified as one of the components in the ethyl acetate extract of Beta vulgaris var. cicla seeds. The freezing point, boiling point, density and refractive index of 2,4,5-THBA are 499.65K, 510.61K, 1.3725g/cm3 and 1.6400, respectively.

Application

2,4,5-Trihydroxybenzaldehyde may be used in the synthesis of:
  • 2,4,5-tribenzyloxybenzaldehyde
  • 2,4,5-trihydroxybenzaldehyde N-(diphenylmethylene)hydrazine
  • 2-hydroxy-4,5-dimethoxybenzaldehyde

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Ahluwalia VK.
Intermediates for Organic Synthesis, 51-51 (2010)
T H Tseng et al.
Toxicology, 161(3), 179-187 (2001-04-12)
As part of our earlier search for new compounds with improved biological activities including antioxidant, anti-inflammatory, and tumor growth inhibition activities, we synthesized 2,4,5-trihydroxybenzaldehyde (2,4,5-THBA) from commercially available Sesamol. First we examined the free radical-quenching capacity of 2,4,5-THBA, 3,4-dihydroxybenzaldehyde (3,4-DHBA)
Yaws CL.
The Yaws Handbook of Physical Properties for Hydrocarbons and Chemicals, 146-146 (2015)
Khalid Mohammed Khan et al.
Medicinal chemistry (Shariqah (United Arab Emirates)), 9(4), 588-595 (2012-11-16)
Benzophenonehydrazone Schiff bases 1-25 were synthesized and their in vitro antiglycation potential has been studied. Out of twenty-five compounds, thirteen showed varying degrees of antiglycation activity with IC50 values ranging between 25.7 - 305 μM, if compared with the standard
Stephen J Mills et al.
Chembiochem : a European journal of chemical biology, 9(11), 1757-1766 (2008-06-25)
Novel benzene polyphosphates were synthesised as inositol polyphosphate mimics and evaluated against type-I inositol 1,4,5-trisphosphate 5-phosphatase, which only binds soluble inositol polyphosphates, and against the PH domain of protein kinase Balpha (PKBalpha), which can bind both soluble inositol polyphosphates and
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