2-ETHOXY-4-FORMYL-PHENYL ACETATE Chemical Properties

Melting point:

45 °C

Boiling point:

267.4°C (rough estimate)

Density 

1.0627 (rough estimate)

refractive index 

1.4389 (estimate)

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

solubility 

soluble in Methanol

form 

powder to crystal

color 

White to Almost white

Odor

at 100.00 %. vanilla milky

Odor Type

vanilla

Water Solubility 

Soluble in water (986.4 mg / L) at 25°C.

Sensitive 

Air Sensitive

LogP

2.086 (est)

CAS DataBase Reference

72207-94-4

EPA Substance Registry System

Benzaldehyde, 4-(acetyloxy)-3-ethoxy- (72207-94-4)

Safety Information

Hazard Codes 

Xi

Risk Statements 

43

Safety Statements 

36/37

RTECS 

CU4381000

TSCA 

Yes

HazardClass 

IRRITANT

MSDS

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2-ETHOXY-4-FORMYL-PHENYL ACETATE Usage And Synthesis

Uses

4-Acetoxy-3-ethoxybenzaldehyde is used in organic synthesis. It is used as catalytic agent; petrochemical additive.

Synthesis

3-Ethoxy-4-hydroxybenzaldehyde (50.0 g, 0.30 mol) and triethylamine (Et3N, 39.2 g, 54 mL, 0.39 mol) were dissolved in dichloromethane (DCM, 500 mL) at 0 °C. Acetyl chloride (CH3COCl, 30.6 g, 28 mL, 0.39 mol) was slowly added dropwise to this solution, maintaining the temperature at 0°C. After the dropwise addition was completed, the reaction mixture was continued to be stirred at 0 °C for 30 min. Upon completion of the reaction, the solid product was collected by filtration and the filter cake was washed with dichloromethane. All the filtrates were combined and washed sequentially with water and brine, and the organic layer was dried with anhydrous sodium sulfate (Na2SO4). Finally, the solvent was removed by evaporation to afford the target product 2-ethoxy-4-formylphenyl acetate (62.0 g, 100% yield) as a yellow solid.

References

[1] Patent: WO2014/149793, 2014, A1. Location in patent: Page/Page column 57
[2] Russian Journal of Organic Chemistry, 2005, vol. 41, # 11, p. 1637 - 1646
[3] Russian Journal of General Chemistry, 2005, vol. 75, # 10, p. 1562 - 1565
[4] Russian Journal of Applied Chemistry, 2005, vol. 78, # 1, p. 120 - 124

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