Ethyl 4-etoxybenzoate Chemical Properties

Melting point:

9°C

Boiling point:

145-150 °C (13 mmHg)

Density 

1.071

refractive index 

1.517-1.519

Flash point:

137°C

storage temp. 

Sealed in dry,Room Temperature

solubility 

Chloroform (Slightly), Methanol (Slightly)

form 

Oil

color 

Colourless

Specific Gravity

1.07

Water Solubility 

Not miscible or difficult to mix with water.

BRN 

2692236

Stability:

Stable. Incompatible with strong oxidizing agents. Combustible.

LogP

3.600

CAS DataBase Reference

23676-09-7(CAS DataBase Reference)

NIST Chemistry Reference

Benzoic acid, 4-ethoxy-, ethyl ester(23676-09-7)

EPA Substance Registry System

Benzoic acid, 4-ethoxy-, ethyl ester (23676-09-7)

Safety Information

Risk Statements 

22

Safety Statements 

24/25-36-23

TSCA 

Yes

HS Code 

29189900

MSDS

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• Language:English Provider:ALFA

Ethyl 4-etoxybenzoate Usage And Synthesis

Chemical Properties

colourless viscous liquid

Uses

It is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff.

Definition

ChEBI: 4-Ethoxy ethylbenzoate is a benzoate ester.

Synthesis

Example I: 15 g (0.108 mol) of p-hydroxybenzoic acid and 54.4 g (0.353 mol) of diethyl sulfate were added to a glass flask containing 75 mL of xylene. The reaction mixture was heated to 90°C. The pH was monitored using a calibrated pH electrode submerged in the reaction mixture. A 35% aqueous NaOH solution [prepared by dissolving 13.6 g (0.326 mol) of NaOH flakes in 25 mL of water] was slowly added dropwise over a period of 90 min under stirring conditions to maintain the pH of the reaction system in the range of 8-10. After the NaOH solution was added dropwise, stirring of the reaction mixture was continued for 15 min. Subsequently, the reaction mixture was cooled to room temperature and 75 mL of water was added. The upper organic phase (containing the target product ethyl p-ethoxybenzoate) was separated from the lower aqueous phase, and the organic phase was washed sequentially with 75 mL of 2% NaOH aqueous solution and 75 mL of water. Finally, the solvent was removed by evaporation to give 20.5 g (97.6% yield) of ethyl p-ethoxybenzoate, which was analyzed by HPLC for 98.6% purity.

References

[1] Patent: US2010/152476, 2010, A1. Location in patent: Page/Page column 2
[2] Patent: WO2008/138457, 2008, A1. Location in patent: Page/Page column 3,4,5
[3] Synthesis, 1985, # 1, p. 40 - 45
[4] Patent: WO2013/53455, 2013, A1. Location in patent: Page/Page column 7

Ethyl 4-etoxybenzoate(23676-09-7)Related Product Information

• Ethyl 4-hydroxybenzoate,sodium salt
• Ethyl acetate
• Ethanol
• Sodium benzoate
• Emamectin benzoate
• Denatonium Benzoate Anhydrous
• Ethyl benzoate
• Ethylparaben
• 4'-Ethoxyacetophenone
• Ethoxyquin
• Ethyl oleate
• Ethyl pyruvate
• Ethyl formate
• Tris(trimethylsilyl)phosphate
• 4-Ethoxyphenol
• 3,5-Dimethoxybenzoic acid
• 2,6-Dimethoxybenzoic acid
• 3,4,5-Trimethoxy benzoic acid