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
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.
This 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) |
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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