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22047-25-2

22047-25-2 Structure

22047-25-2 Structure
IdentificationMore
[Name]

Acetylpyrazine
[CAS]

22047-25-2
[Synonyms]

1-PYRAZIN-2-YLETHAN-1-ONE
1-PYRAZIN-2-YL-ETHANONE
2-ACETYLPYRAZINE
ACETYLPYRAZINE
ACETYLPYRAZINE, 2-
FEMA 3126
FEMA NUMBER 3126
METHYL-2-PYRAZINYL KETONE
METHYL PYRAZINYL KETONE
TIMTEC-BB SBB006738
1-(2-Pyrazinyl)ethanone
1-pyrazinyl-ethanon
1-pyrazinylethanone
1-pyrazinyl-Ethanone
Ethanone, 1-pyrazinyl-
Ethanone,1-pyrazinyl-
Ketone, methyl pyrazinyl
Ketone,methylpyrazinyl
pyrazin-1-ylethan-1-one
Metyl 2-pyrazinyl ketone
[EINECS(EC#)]

244-753-5
[Molecular Formula]

C6H6N2O
[MDL Number]

MFCD00006134
[Molecular Weight]

122.12
[MOL File]

22047-25-2.mol
Chemical PropertiesBack Directory
[Appearance]

LIGHT YELLOW TO YELLOW-BROWNISH POWDER
[mp ]

75-78 °C
[Melting point ]

76-78 °C (lit.)
[Boiling point ]

78-79°C 8mm
[bp ]

78-79°C 8mm
[density ]

1.1075
[refractive index ]

1.5350 (estimate)
[FEMA ]

3126
[Fp ]

78-79°C/8mm
[storage temp. ]

Keep in dark place,Sealed in dry,Room Temperature
[pka]

0.30±0.10(Predicted)
[Odor]

popcorn-like odor
[JECFA Number]

784
[BRN ]

109630
[InChIKey]

DBZAKQWXICEWNW-UHFFFAOYSA-N
[CAS DataBase Reference]

22047-25-2(CAS DataBase Reference)
[NIST Chemistry Reference]

Acetylpyrazine(22047-25-2)
[EPA Substance Registry System]

22047-25-2(EPA Substance)
Safety DataBack 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 .
S36:Wear suitable protective clothing .
S24/25:Avoid contact with skin and eyes .
[WGK Germany ]

2
[Hazard Note ]

Irritant
[TSCA ]

T
[HazardClass ]

IRRITANT
[HS Code ]

29339900
Raw materials And Preparation ProductsBack Directory
【Raw materials】

Ethyl acetate-->Diethyl ether-->Dichloromethane-->PETROLEUM ETHER-->Magnesium-->Trifluoroacetic acid-->Ammonium persulfate-->Pyruvic acid-->Silver nitrate-->Pyrazine
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

2-Acetylpyrazine(22047-25-2).msds
Questions And AnswerBack Directory
[Description]

2-acetylpyrazine is white to pale yellow crystalline powder with a nutty, popcorn, bread-crust odor. It is soluble in water and stable under ordinary conditions. It is used to manufacture many polycyclic compounds and used as useful structures in pharmaceuticals and perfumes. It is a component of the folates (vitamin B compounds) and of the isoalloxazine ring nucleus of flavins. Numerous pyrazine derivatives such as pyrazine polycyclic compounds, alkyl-, alicyclic-, and alkylaryl-substituted compounds, derivatives containing oxygenated functional groups and thio-functional groups in the side-chains are used in biological, drug, flavoring and perfumery industry. 2-acetylpyrazine is used as food additive, commonly used in chocolate and baked goods.
[References]

[1] https://pubchem.ncbi.nlm.nih.gov/compound/Acetylpyrazine#section=Pharmacology-and-Biochemistry
[2] https://en.wikipedia.org/wiki/Acetylpyrazine
[3] http://www.chemicalland21.com/specialtychem/perchem/2-ACETYLPYRAZINE.htm
Hazard InformationBack Directory
[Chemical Properties]

Acetylpyrazine has a nutty, popcorn, bread crust odor.
[Chemical Properties]

LIGHT YELLOW TO YELLOW-BROWNISH POWDER
[Occurrence]

Reported found in guava fruit (Psidium guajava L.), wheaten bread, other types of breads, boiled and cooked beef, grilled/roasted uncured pork, pork liver, cocoa, coffee, black tea, roasted barley, roasted filbert (Corylus avellano), roasted peanut (Arachis hypogea), roasted almond (Prunus amygdalus), scallop, filberts, popcorn and sesame oil.
[Uses]

Acetylpyrazine has been used in synthesis of:
  • 7-heteroaryl-pyrazolo[1,5-a]pyrimidine-3-carboxamides
  • copper (II) complexes with di-imine ligands
  • N(4) substituted thiosemicarbazones
[Preparation]

By the ester condensation of EtO2 C-pyrazine; by dehydrating pyrazynamide with POCI3 and then reacting the resulting 2-cyano-pyrazine with methyl magnesium bromide
[Aroma threshold values]

Detection at 62 ppb
[Taste threshold values]

Taste characteristics at 10 ppm: roasted, nutty, bready, yeasty with popcorn, corn chip nuance
[General Description]

2-Acetylpyrazine has been identified as one of the volatile flavor constituents in popcorn, wheat and rye bread crust.
Spectrum DetailBack Directory
[Spectrum Detail]

Acetylpyrazine(22047-25-2)MS
Acetylpyrazine(22047-25-2)1HNMR
Acetylpyrazine(22047-25-2)13CNMR
Acetylpyrazine(22047-25-2)IR1
Acetylpyrazine(22047-25-2)IR2
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

Acetylpyrazine, 97%(22047-25-2)
[Alfa Aesar]

2-Acetylpyrazine, 99%(22047-25-2)
[Sigma Aldrich]

22047-25-2(sigmaaldrich)
[TCI AMERICA]

2-Acetylpyrazine,>99.0%(GC)(22047-25-2)
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