2-Ethoxybenzonitrile Chemical Properties

Melting point:

5°C(lit.)

Boiling point:

154°C 20mm

Density 

1.053 g/mL at 25 °C (lit.)

vapor pressure 

0.49-54000Pa at 20-238℃

refractive index 

n20/D 1.5322(lit.)

Flash point:

>230 °F

storage temp. 

Sealed in dry,Room Temperature

form 

Liquid

color 

Clear colorless to pale yellow

LogP

2.6 at 25℃ and pH6.6

Surface tension

54.5mN/m at 511.2mg/L and 20.1℃

CAS DataBase Reference

6609-57-0(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

20/21/22-36/37/38

Safety Statements 

26-37/39

RIDADR 

UN3276

WGK Germany 

2

HazardClass 

6.1

PackingGroup 

III

HS Code 

29269095

MSDS

• Language:English Provider:2-Ethoxybenzonitrile
• Language:English Provider:SigmaAldrich

2-Ethoxybenzonitrile Usage And Synthesis

Uses

2-Ethoxybenzonitrile has been used in the synthesis of selective phosphodiesterase(V) inhibitor, vardenafil.

Synthesis

To a 250 mL three-necked flask was added 5.95 g (0.05 mol) of o-hydroxybenzonitrile, 20 mL of 10% aqueous NaOH and 80 mL of toluene and the mixture was heated to 70 °C and maintained at this temperature for 1 hour of reaction. Subsequently, the temperature was lowered to 60 °C and 9.24 g of diethyl sulfate was slowly added dropwise. After the dropwise addition, the reaction temperature was raised to 70 °C and the reaction was continued for 2 hours. The progress of the reaction was monitored by thin layer chromatography (TLC) until o-hydroxybenzonitrile completely disappeared. After completion of the reaction, the mixture was cooled to room temperature and liquid-liquid separation was carried out. The toluene layer was collected and the solvent was removed by evaporation to give a light yellow oily liquid 2-ethoxybenzonitrile 6.98 g in 95% yield.

References

[1] Patent: CN108440519, 2018, A. Location in patent: Paragraph 0021; 0022; 0023; 0024
[2] Patent: CN108341808, 2018, A. Location in patent: Paragraph 0021; 0022; 0023

2-Ethoxybenzonitrile(6609-57-0)Related Product Information

• alpha-Chloro-o-fluorotoluene
• 2-Chlorobenzylamine
• 2-Ethoxybenzoyl chloride
• 2-Fluorobenzyl bromide
• Octafluoronaphthalene
• 2-Cyanophenol
• 2-ACETOXYBENZONITRILE
• 2,6-BIS(2,2,2-TRIFLUOROETHOXY)BENZONITRILE
• 1,4-DIACETOXY-2,3-DICYANOBENZENE
• 2,6-DIBENZYLOXYBENZONITRILE
• 2-FLUORO-6-(2,2,2-TRIFLUOROETHOXY)BENZONITRILE
• Bunitrolol
• 2-Ethoxybenzonitrile
• Epanolol
• P-ETHOXYBENZONITRILE,4-ETHOXYBENZONITRILE 99%,4-ETHOXYBENZONITRILE
• 3-ETHOXYBENZONITRILE,3-ETHOXYBENZONITRILE 96%,M-ETHOXYBENZONITRILE
• 2-FLUORO-6-(4-CHLOROBENZYLOXY)BENZONITRILE
• 2-ETHOXY-6-(2,2,2-TRIFLUOROETHOXY)BENZONITRILE