ChemicalBook > CAS DataBase List > Acetylpyrazine

Acetylpyrazine

Product Name
Acetylpyrazine
CAS No.
22047-25-2
Chemical Name
Acetylpyrazine
Synonyms
2-ACETYLPYRAZINE;1-pyrazinylethanone;FEMA 3126;1-PYRAZIN-2-YL-ETHANONE;9H-1;2-Acetyl;ACETYLPYRAZINE;FEMA NUMBER 3126;ACETYL-2-PYRAZIN;Diacetylpyrazine
CBNumber
CB1254200
Molecular Formula
C6H6N2O
Formula Weight
122.12
MOL File
22047-25-2.mol
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Acetylpyrazine Property

Melting point:
76-78 °C (lit.)
Boiling point:
78-79°C 8mm
Density 
1.1075
refractive index 
1.5350 (estimate)
FEMA 
3126 | ACETYLPYRAZINE
Flash point:
78-79°C/8mm
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
Chloroform (Slightly), Methanol (Slightly)
form 
Solid
pka
0.30±0.10(Predicted)
color 
White to Off-White
Odor
popcorn-like odor
Odor Type
popcorn
JECFA Number
784
BRN 
109630
InChIKey
DBZAKQWXICEWNW-UHFFFAOYSA-N
LogP
0.20
CAS DataBase Reference
22047-25-2(CAS DataBase Reference)
NIST Chemistry Reference
Acetylpyrazine(22047-25-2)
EPA Substance Registry System
Ethanone, 1-pyrazinyl- (22047-25-2)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36-24/25
WGK Germany 
2
TSCA 
T
HazardClass 
IRRITANT
HS Code 
29339900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
W312606
Product name
2-Acetylpyrazine
Purity
≥99%, FCC, FG
Packaging
100g
Price
$124
Updated
2024/03/01
Sigma-Aldrich
Product number
W312606
Product name
2-Acetylpyrazine
Purity
≥99%, FCC, FG
Packaging
1kg
Price
$563
Updated
2024/03/01
Sigma-Aldrich
Product number
W312606
Product name
2-Acetylpyrazine
Purity
≥99%, FCC, FG
Packaging
5kg
Price
$2350
Updated
2024/03/01
Sigma-Aldrich
Product number
251801
Product name
Acetylpyrazine
Purity
97%
Packaging
1g
Price
$15
Updated
2024/03/01
Sigma-Aldrich
Product number
251801
Product name
Acetylpyrazine
Purity
97%
Packaging
5g
Price
$26
Updated
2024/03/01
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Acetylpyrazine Chemical Properties,Usage,Production

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.

Chemical Properties

Acetylpyrazine is a light yellow to yellow-brownish powder that has a nutty, popcorn, bread crust odor. It is one of the volatile aroma components in popcorn, wheat and rye crusts.

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

synthesis of acetylpyrazine: 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.

Definition

ChEBI: 2-acetylpyrazine is a pyrazine that is substituted by an acetyl group at position 2. It has been identified as one of the volatile flavor constituents in popcorn, bread crust, vinegar, and potato snacks. It has a role as a flavouring agent. It is an aromatic ketone and a member of pyrazines.

Application

Acetylpyrazine has been widely used as an intermediate in the organic synthesis of various heterocyclic derivatives and in coupling reactions, alkylation reactions, and sensitizer ligands because of its good biological and reactive activities. For example, it is a significant reaction intermediate for producing drugs for treating malaria, epilepsy, and Parkinson's disease.

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.

References

[1] CHAO-RUI LI. Study on 2-Acetylpyrazine (pyridine-2?-acetyl) hydrazone as a fluorescent sensor for Al3+[J]. Journal of Luminescence, 2015, 168: Pages 330-333. DOI:10.1016/j.jlumin.2015.07.055.
[2] RAMAIYER VENKATRAMAN. Structures of Eight Thio(semi)carbazones Derived from 2-Acetylpyrazine, 2-Acetythiazole and Acetophenone[J]. Journal of Chemical Crystallography, 2009, 39 10. DOI:10.1007/s10870-009-9541-0.
[3] LIN MAO. Electrochemical Synthesis of Acetylpyrazine[J]. Journal of Electrochemistry, 2021, 9 1: 0. DOI:10.13208/J.ELECTROCHEM.210706.
[4] https://pubchem.ncbi.nlm.nih.gov/compound/Acetylpyrazine#section=Pharmacology-and-Biochemistry
[5] https://en.wikipedia.org/wiki/Acetylpyrazine
[6] http://www.chemicalland21.com/specialtychem/perchem/2-ACETYLPYRAZINE.htm

Acetylpyrazine Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Acetylpyrazine manufacturers

Henan Fengda Chemical Co., Ltd
Product
Acetylpyrazine 22047-25-2
Price
US $33.00-1.20/kg
Min. Order
1kg
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2024-04-26
Ouhuang Engineering Materials (Hubei) Co., Ltd
Product
Acetylpyrazine 22047-25-2
Price
US $50.00/kg
Min. Order
1kg
Purity
99.10%
Supply Ability
5000kg
Release date
2024-04-17
Shandong Juchuang Chemical Co., LTD
Product
acetylpyrazine 22047-25-2
Price
US $65.00-45.00/kg
Min. Order
500kg
Purity
99.9
Supply Ability
200tons
Release date
2024-03-12

22047-25-2, AcetylpyrazineRelated Search:


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