Identification | More | [Name]
2-Acetyl-1-ethylpyrrole | [CAS]
39741-41-8 | [Synonyms]
1-ETHYL-2-ACETYLPYRROLE 2-ACETYL-1-ETHYLPYRROLE 2-ACETYL-N-ETHYLPYRROLE FEMA 3147 FEMA NUMBER 3147 N-ETHYL-2-ACETYL PYRROLE Ethanone, 1-(1-ethyl-1H-pyrrol-2-yl)-(9CI) Ethanone, 1-(1-ethyl-1H-pyrrol-2-yl)- 2-Acetyl-1-ethyl-1H-pyrrole | [Molecular Formula]
C8H11NO | [MDL Number]
MFCD00191234 | [Molecular Weight]
137.18 | [MOL File]
39741-41-8.mol |
Chemical Properties | Back Directory | [Boiling point ]
82 °C / 12mmHg | [density ]
1.01 | [FEMA ]
3147 | [refractive index ]
1.5280-1.5340 | [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]
39741-41-8(EPA Substance) |
Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S37/39:Wear suitable gloves and eye/face protection . | [HS Code ]
2933998090 |
Hazard Information | Back Directory | [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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