3-Ethoxysalicylaldehyde
- CAS NO.：492-88-6
- Empirical Formula: C9H10O3
- Molecular Weight: 166.17
- MDL number: MFCD00003323
- EINECS: 207-765-1
- SAFETY DATA SHEET (SDS)
- Update Date: 2025-01-27 09:38:02
What is 3-Ethoxysalicylaldehyde?
Description
3-ethoxysalicylaldehyde is also known as o-ethyl vanillin. 3-ethoxysalicylaldehyde often appears as a by-product in the production process of ethyl vanillin, which gradually becomes an alternative to vanillin since it possesses a flavor and odor approximately 3 ～ 4 times as intense as vanillin. In recent years, it has been discovered that 3-ethoxysalicylaldehyde possesses potential applications in optical utilization, biology, catalysis, and corrosion inhibition. Moreover, 3-ethoxysalicyaldehyde has been applied in various medicinal applications[1].
The Uses of 3-Ethoxysalicylaldehyde
3-Ethoxysalicylaldehyde was used in the preparation of:
- Schiff base ligand via condensation with trans-1,2-diaminocyclohexane
- substituted salen-type Schiff base ligands
- a new Schiff base, 2-ethoxy-6-[(3-methylaminopropylimino)methyl]phenol, via reaction with N-methylpropane-1,3-diamine
Safety Profile
A poison by intraperitoneal andintravenous routes. When heated to decomposition itemits acrid smoke and irritating vapors.
References
[1] Haifang Mao . “Solubility measurement and data correlation of 3-ethoxysalicylaldehyde in twelve pure solvents at temperatures from 278.15 to 313.15 K.” Journal of Chemical Thermodynamics 188 (2023): Article 107162.
Properties of 3-Ethoxysalicylaldehyde
| Melting point: | 66-68 °C (lit.) |
| Boiling point: | 263-264 °C (lit.) |
| Density | 1.1097 (rough estimate) |
| refractive index | 1.4500 (estimate) |
| Flash point: | 263-264°C |
| storage temp. | under inert gas (nitrogen or Argon) at 2-8°C |
| form | powder to crystal |
| pka | 8.30±0.10(Predicted) |
| color | Light yellow to Brown to Dark green |
| Water Solubility | Soluble in cold water. Insoluble in methanol, ethanol, acetone and acetonitrile |
| Sensitive | Air Sensitive |
| InChI | InChI=1S/C9H10O3/c1-2-12-8-5-3-4-7(6-10)9(8)11/h3-6,11H,2H2,1H3 |
| CAS DataBase Reference | 492-88-6(CAS DataBase Reference) |
| EPA Substance Registry System | Benzaldehyde, 3-ethoxy-2-hydroxy- (492-88-6) |
Safety information for 3-Ethoxysalicylaldehyde
| 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 3-Ethoxysalicylaldehyde
| InChIKey | OFQBYHLLIJGMNP-UHFFFAOYSA-N |
| SMILES | C(=O)C1=CC=CC(OCC)=C1O |
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