Acetylpyrazine

Chemical compound From Wikipedia, the free encyclopedia

Acetylpyrazine is an organic compound with the chemical formula C
6
H
6
N
2
O
. It is a yellow-brown powder at room temperature.[2] Chemically, acetylpyrazine is a pyrazine and a ketone.[1]

Quick facts Names, Identifiers ...
Acetylpyrazine
Names
Preferred IUPAC name
1-(Pyrazin-2-yl)ethan-1-one
Other names
2-Acetylpyrazine
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.040.670 Edit this at Wikidata
UNII
  • InChI=1S/C6H6N2O/c1-5(9)6-4-7-2-3-8-6/h2-4H,1H3
    Key: DBZAKQWXICEWNW-UHFFFAOYSA-N
  • InChI=1/C6H6N2O/c1-5(9)6-4-7-2-3-8-6/h2-4H,1H3
    Key: DBZAKQWXICEWNW-UHFFFAOYAU
  • CC(=O)C1=NC=CN=C1
Properties
C6H6N2O
Molar mass 122.127 g·mol−1
Appearance Yellow-brown powder
Melting point 75–78 °C (167–172 °F; 348–351 K)[1]
Boiling point 78–79 °C (172–174 °F; 351–352 K) (8 mmHg)[2]
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Irritant
Safety data sheet (SDS) External MSDS
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Natural occurrence

Acetylpyrazine is found in foods such as seeds, nuts and meats.

Uses

It is used in frozen dairy products such as ice cream.

It is considered generally recognized as safe by the U.S. Food and Drug Administration.[3]

"Essence formula for increasing cigarette fragrance and improving smoke quality".[4]

It is also known to be part of the formulation of e-cigarettes (vapes):[5]

Synthesis

Note that modern synthesis is for 2-cyanopyrazine from 2-methylpyrazine [109-08-0].[6][7]

Patent ("Popcorn-like flavor and aroma"):[8] Earlier patent:[9]

Pyrazinamide [98-96-4] (1) 2-Cyanopyrazine [19847-12-2] (2)

More modern syntheses have also been reported in recent years:[10][11][12]

References

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