3-Ethoxysalicylaldehyde Chemical Properties

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

InChIKey

OFQBYHLLIJGMNP-UHFFFAOYSA-N

SMILES

C(=O)C1=CC=CC(OCC)=C1O

CAS DataBase Reference

492-88-6(CAS DataBase Reference)

EPA Substance Registry System

Benzaldehyde, 3-ethoxy-2-hydroxy- (492-88-6)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

RTECS 

CU6123000

TSCA 

Yes

HS Code 

29124990

Toxicity

LD50 ipr-mus: 360 mg/kg COREAF 238,2576,54

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

3-Ethoxysalicylaldehyde Usage And Synthesis

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].

Uses

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.

3-Ethoxysalicylaldehyde(492-88-6)Related Product Information

• PSOROMIC ACID
• 3-ETHOXYSALICYLALDEHYDE
• cinepaxadil
• Iprocrolol
• 2,3-Dihydro-1,4-benzodioxine-5-carboxylic acid
• GOSSYPIN
• APIGENIN 6-GLUCOSYL-7-O-METHYL ETHER
• 2,3-DIHYDRO-1,4-BENZODIOXINE-5-CARBALDEHYDE
• Puerarin
• dipyrocetyl
• Salicylaldehyde
• 3-Ethoxybenzaldehyde
• Purpuromycin
• 3-ETHOXY-2-HYDROXY-BENZOIC ACID
• cervinomycin A1 triacetate
• 2,3-DIBROMO-5-ETHOXY-6-HYDROXYBENZALDEHYDE
• 5-BROMO-3-ETHOXY-2-HYDROXYBENZALDEHYDE
• 3'-ACETOXY-2',4'-DIMETHOXYACETOPHENONE