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22047-25-2

Basic Information
CAS No.: 22047-25-2
Name: Acetylpyrazine
Article Data: 21
Molecular Structure:
Molecular Structure of 22047-25-2 (Acetylpyrazine)
Formula: C6H6N2O
Molecular Weight: 122.126
Synonyms: Ethanone,1-pyrazinyl- (9CI);Ketone, methyl pyrazinyl (6CI,8CI);1-(2-Pyrazinyl)-1-ethanone;1-(Pyrazin-2-yl)ethanone;2-Acetylpyrazine;NSC 72374;Pyrazine methyl ketone;
EINECS: 244-753-5
Density: 1.136 g/cm3
Melting Point: 75-78 °C
Boiling Point: 212.9 °C at 760 mmHg
Flash Point: 84.4 °C
Appearance: Light yellow to yellow-brownish powder
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-36-24/25
PSA: 42.85000
LogP: 0.67920
Synthetic route
290-37-9

1,4-pyrazine

127-17-3

2-oxo-propionic acid

22047-25-2

acetylpyrazine

Conditions
ConditionsYield
With NH4S2O8; silver nitrate; trifluoroacetic acid In dichloromethane; water at 40℃; for 2.5h;100%
With ferrous(II) sulfate heptahydrate; ammonium peroxydisulfate; sulfuric acid In dichloromethane; water at 40℃; Reagent/catalyst; Solvent; Minisci Aromatic Substitution;26%
61892-81-7

1-(pyrazin-2-yl)butan-1-one

A

22047-25-2

acetylpyrazine

B

138836-01-8, 138836-02-9

2-Methyl-1-pyrazin-2-yl-cyclopropanol

Conditions
ConditionsYield
In tert-butyl alcohol; benzene for 4h; Irradiation;A 1%
B 95%
120992-58-7

3-acetylpyrazine N-oxide

22047-25-2

acetylpyrazine

Conditions
ConditionsYield
With Eosin Y; di-tert-butyl 1,4-dihydro-2,6-dimethyl-3,5-pyridine-dicarboxylate In acetonitrile at 20℃; for 3h; Inert atmosphere; Irradiation; chemoselective reaction;90%
86461-64-5

3-methyl-1-(pyrazin-2-yl)butan-1-one

A

22047-25-2

acetylpyrazine

B

138836-03-0

2,2-dimethyl-1-(pyrazin-2-yl)cyclopropanol

Conditions
ConditionsYield
In tert-butyl alcohol; benzene for 4h; Irradiation;A 2%
B 86%
19847-12-2

2-pyrazine carbonitrile

74-87-3

methylene chloride

22047-25-2

acetylpyrazine

Conditions
ConditionsYield
Stage #1: methylene chloride With iodine; magnesium In tetrahydrofuran at 60℃; for 2h; Inert atmosphere;
Stage #2: 2-pyrazine carbonitrile With copper(l) chloride In tetrahydrofuran at 50℃; for 14h; Inert atmosphere;
Stage #3: With water In tetrahydrofuran Temperature; Reagent/catalyst; Solvent; Inert atmosphere;
69%

C6H6Cl2N2

22047-25-2

acetylpyrazine

Conditions
ConditionsYield
With sodium hydrogencarbonate; dimethyl sulfoxide at 80℃; for 6h;60%
290-37-9

1,4-pyrazine

127-17-3

2-oxo-propionic acid

A

22047-25-2

acetylpyrazine

B

39248-49-2

1,1′-(pyrazine-2,5-diyl)diethanone

Conditions
ConditionsYield
With ferrous(II) sulfate heptahydrate; ammonium peroxydisulfate; formic acid; dimethyl sulfoxide In dichloromethane; water at 40℃; Catalytic behavior; Reagent/catalyst; Solvent; Minisci Aromatic Substitution;A 58%
B 10%
With ferrous(II) sulfate heptahydrate; ammonium peroxydisulfate; sulfuric acid In water at 50℃; Minisci Aromatic Substitution;A 26%
B 33%
290-37-9

1,4-pyrazine

75-07-0

acetaldehyde

22047-25-2

acetylpyrazine

Conditions
ConditionsYield
With tert.-butylhydroperoxide; di-tert-butyl peroxide; iron(II) sulfate In dichloromethane; sulfuric acid at 5℃; for 1h;50%
19847-12-2

2-pyrazine carbonitrile

917-64-6

methyl magnesium iodide

22047-25-2

acetylpyrazine

Conditions
ConditionsYield
In diethyl ether at 20℃; for 1h; Addition;42%
In diethyl ether at -10 - 10℃; for 1h;40%
Stage #1: 2-pyrazine carbonitrile; methyl magnesium iodide In diethyl ether
Stage #2: With water
138835-87-7

2-(3,3-dimethylbutyryl)pyrazine

22047-25-2

acetylpyrazine

Conditions
ConditionsYield
In hexane for 20h; Irradiation;15%
In tert-butyl alcohol; benzene for 5h; Quantum yield; Irradiation;
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  • Casno:

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Chemistry

Molecular Structure of 2-Acetylpyrazine (CAS NO.22047-25-2):

IUPAC Name: 1-Pyrazin-2-ylethanone
Molecular Formula: C6H6N2O
Molecular Weight: 122.13
EINECS: 244-753-5
FEMA: 3126
XLogP3: 0.2
H-Bond Donor: 0
H-Bond Acceptor: 3
Melting Point: 75-78 °C
Index of Refraction: 1.498
Molar Refractivity: 33.55 cm3
Molar Volume: 114.3 cm3
Surface Tension: 32.8 dyne/cm
Density: 1.085 g/cm3
Flash Point: 121.9 °C
Enthalpy of Vaporization: 48.62 kJ/mol
Boiling Point: 249 °C at 760 mmHg
Vapour Pressure: 0.0235 mmHg at 25 °C
Appearance: Light yellow to yellow-brownish powder
Canonical SMILES: CC(=O)C1=NC=CN=C1
InChI: InChI=1S/C6H6N2O/c1-5(9)6-4-7-2-3-8-6/h2-4H,1H3
InChIKey: DBZAKQWXICEWNW-UHFFFAOYSA-N
Product Categories: Pharmaceutical Intermediates; ACETYLGROUP; Pyrazines; Pyrazine; Heterocyclic Compounds; Miscellaneous; Chloropyrazines, etc.; pyrazine Flavor; Building Blocks; Heterocyclic Building Blocks; Sulfides flavors

Uses

 2-Acetylpyrazine (CAS NO.22047-25-2) is used as a composition of flavouring especially in baked and chocolate properties.

Safety Profile

A skin and eye irritant. When heated to decomposition emits toxic fumes of NOx.
Safety Information of 2-Acetylpyrazine (CAS NO.22047-25-2):
Hazard Codes: IrritantXi
Risk Statements: 36/37/38 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36-24/25 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing. 
S24/25:Avoid contact with skin and eyes.
WGK Germany: 2
Hazard Note: Irritant
TSCA: T
HazardClass: IRRITANT

Specification

 2-Acetylpyrazine (CAS NO.22047-25-2), its Synonyms are 1-Pyrazinylethanone ; Ethanone, 1-pyrazinyl- ; Acetylpyrazine ; Ketone, methyl pyrazinyl ; Methyl pyrazinyl ketone ; Ethanone, 1-(2-pyrazinyl)- ; Pyrazin-1-ylethan-1-one .

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