2-Acetyl-1-ethylpyrrole Chemical Properties

Boiling point:

82 °C / 12mmHg

Density 

1.01

refractive index 

1.5280-1.5340

FEMA 

3147 | 1-ETHYL-2-ACETYLPYRROLE

storage temp. 

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

form 

clear liquid

pka

-7.46±0.70(Predicted)

color 

Colorless to Yellow to Orange

Odor

at 0.10 % in propylene glycol. nutty roasted

Odor Type

nutty

JECFA Number

1305

LogP

1.19

CAS DataBase Reference

39741-41-8(CAS DataBase Reference)

EPA Substance Registry System

Ethanone, 1-(1-ethyl-1H-pyrrol-2-yl)- (39741-41-8)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38-36

Safety Statements 

26-37/39

HS Code 

2933998090

2-Acetyl-1-ethylpyrrole Usage And Synthesis

Chemical Properties

1-Ethyl-2-acetylpyrrole ha a warm, nutty, ethereal aroma.

Occurrence

Reported found in roasted coffee and green tea

Definition

ChEBI: 2-Acetyl-1-ethylpyrrole is an aromatic ketone.

Synthesis

1) Assemble a 2.1 L three-necked flask equipped with a stirrer, thermometer, and constant pressure dropping funnel. Place the lower part of the flask in an ice-water bath to cool. 2) Add 140.0 g (2.125 mol) of potassium hydroxide, 180 mL of water, 8.0 g (0.014 mol) of octadecyltrimethylammonium chloride, and 60.0 g (0.545 mol) of 2-acetylpyrrole to the flask, and stir until completely dissolved, while heating to 80-90 °C. 3) Slowly add diethyl carbonate 94.9 g (0.805 mol) dropwise, under the condition of maintaining the temperature at 80-90 °C, to the flask. conditions, slowly add diethyl carbonate 94.9 g (0.805 mol) dropwise and continue stirring for 1 h. 4) After the reaction is complete, maintain the reaction temperature at 80~90 °C and continue holding for 1 h. 5) Add 120 mL of water while cooling the reaction mixture to about 60 °C. 6) At 60±5 °C, adjust the pH of the reaction solution with about 140 mL of concentrated hydrochloric acid to 7. 7) Add about 2 mL of water to the reaction mixture and cool to about 60 °C. 8) Add about 2 mL of water to the reaction mixture. 9) Add about 1 mL of water to the reaction mixture. 10) Add about 1 mL of water to the reaction mixture. The pH of the reaction solution was adjusted to 7 with about 140 mL of concentrated hydrochloric acid at 60±5°C. 7) The heating was stopped and the reaction was allowed to stand for layering, the lower aqueous phase was discarded, and the upper oily phase was collected, yielding a crude product of 72 g with a purity of about 95.8%. 8) The crude product was purified by distillation under reduced pressure, yielding a final product of 56.6 g with a purity of 99%.

References

[1] Patent: CN107892665, 2018, A. Location in patent: Paragraph 0009; 0011

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