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| CAS No.: | 22047-25-2 |
|---|---|
| Name: | Acetylpyrazine |
| Article Data: | 21 |
| Cas Database | |
| Molecular Structure: | |
|
|
|
| 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: |
 Xi
|
| Risk Codes: | 36/37/38 |
| Safety: | 26-36-24/25 |
| PSA: | 42.85000 |
| LogP: | 0.67920 |
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| Conditions | Yield |
|---|---|
| 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 | Yield |
|---|---|
| In tert-butyl alcohol; benzene for 4h; Irradiation; | A 1% B 95% |
- 120992-58-7
3-acetylpyrazine N-oxide
- 22047-25-2
acetylpyrazine
| Conditions | Yield |
|---|---|
| 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 | Yield |
|---|---|
| In tert-butyl alcohol; benzene for 4h; Irradiation; | A 2% B 86% |
| Conditions | Yield |
|---|---|
| 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% |
- 22047-25-2
acetylpyrazine
| Conditions | Yield |
|---|---|
| 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 | Yield |
|---|---|
| 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% |
| Conditions | Yield |
|---|---|
| With tert.-butylhydroperoxide; di-tert-butyl peroxide; iron(II) sulfate In dichloromethane; sulfuric acid at 5℃; for 1h; | 50% |
| Conditions | Yield |
|---|---|
| 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 | Yield |
|---|---|
| In hexane for 20h; Irradiation; | 15% |
| In tert-butyl alcohol; benzene for 5h; Quantum yield; Irradiation; |
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Chemistry
Molecular Structure of 2-Acetylpyrazine (CAS NO.22047-25-2):
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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: 
Xi
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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