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Cas Database

Name	Acetylpyrazine	EINECS	244-753-5
CAS No.	22047-25-2	Density	1.136 g/cm³
PSA	42.85000	LogP	0.67920
Solubility	N/A	Melting Point	75-78 °C
Formula	C₆H₆N₂O	Boiling Point	212.9 °C at 760 mmHg
Molecular Weight	122.126	Flash Point	84.4 °C
Transport Information	N/A	Appearance	Light yellow to yellow-brownish powder
Safety	26-36-24/25	Risk Codes	36/37/38
Molecular Structure		Hazard Symbols	Xi
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;	Article Data	21

Acetylpyrazine Synthetic route

: 290-37-9
1,4-pyrazine

: 127-17-3
2-oxo-propionic acid

: 22047-25-2
acetylpyrazine

Conditions

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

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

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

Conditions	Yield
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

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%

: C6H6Cl2N2

: 22047-25-2
acetylpyrazine

Conditions

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

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%

: 290-37-9
1,4-pyrazine

: 75-07-0
acetaldehyde

: 22047-25-2
acetylpyrazine

Conditions

Conditions	Yield
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

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

Conditions	Yield
In hexane for 20h; Irradiation;	15%
In tert-butyl alcohol; benzene for 5h; Quantum yield; Irradiation;

Acetylpyrazine Chemical Properties

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

Acetylpyrazine Uses

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

Acetylpyrazine Safety Profile

A skin and eye irritant. When heated to decomposition emits toxic fumes of NO_x.
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

Acetylpyrazine 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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