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HomeProduct name list2,3,4-Trihydroxybenzaldehyde

2,3,4-Trihydroxybenzaldehyde

Synonym(s):Pyrogallol-4-carboxaldehyde

  • CAS NO.:2144-08-3
  • Empirical Formula: C7H6O4
  • Molecular Weight: 154.12
  • MDL number: MFCD00003325
  • EINECS: 218-404-2
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-10-31 13:32:20
2,3,4-Trihydroxybenzaldehyde Structural

What is 2,3,4-Trihydroxybenzaldehyde?

Description

2,3, 4-trihydroxybenzaldehyde is an essential intermediate of the antiparkinson drug benserazide, which is a peripheral dopa decarboxylase inhibitor, usually benserazide: the L-dopa is prepared into a compound preparation at a ratio of 1:4, and has a remarkable effect of treating the Parkinson's disease.

Chemical properties

light brown to beige-brown powder

The Uses of 2,3,4-Trihydroxybenzaldehyde

2,3,4-Trihydroxybenzaldehyde is a phenolic benzaldehyde with antibacterial activity.

The Uses of 2,3,4-Trihydroxybenzaldehyde

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.

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.

Synthesis

The method for synthesizing 2,3, 4-trihydroxybenzaldehyde is shown as follows.
2,3,4-TrihydroxybenzaldehydeThis method takes pyrogallol as an initial raw material. It comprises three steps of phenolic hydroxyl protection, formylation, and deprotection: protecting two adjacent phenolic hydroxyl groups in the pyrogallol to obtain 4-hydroxybenzo[d][1,3]dioxol-2-one, then performing formylation to obtain 7-hydroxy-2-oxobenzo[d][1,3]dioxole-4-carbaldehyde, and finally removing a protecting group to get a target 2,3,4-trihydroxybenzaldehyde.

Properties of 2,3,4-Trihydroxybenzaldehyde

Melting point: 159-161 °C (lit.)
Boiling point: 237.46°C (rough estimate)
Density  1.3725 (rough estimate)
refractive index  1.6400 (estimate)
storage temp.  Keep in dark place,Sealed in dry,Room Temperature
solubility  DMSO, Methanol
form  Powder
pka 7.41±0.23(Predicted)
color  Light brown to beige-brown
Water Solubility  1.541g/L at 25℃
Sensitive  Air Sensitive
BRN  2328658
CAS DataBase Reference 2144-08-3(CAS DataBase Reference)
EPA Substance Registry System Benzaldehyde, 2,3,4-trihydroxy- (2144-08-3)

Safety information for 2,3,4-Trihydroxybenzaldehyde

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P271:Use only outdoors or in a well-ventilated area.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352:IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for 2,3,4-Trihydroxybenzaldehyde

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