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Acetylpyrazine

CAS No.22047-25-2
Chemical Name:Acetylpyrazine
CBNumber:CB1254200
Molecular Formula:C6H6N2O
Formula Weight:122.12
MOL File:22047-25-2.mol

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)
pka 0.30±0.10(Predicted)
form Solid
color White to Off-White
Odor popcorn-like odor
Odor Type popcorn
biological source synthetic
JECFA Number 784
BRN 109630
InChIKey DBZAKQWXICEWNW-UHFFFAOYSA-N
LogP 0.20
CAS DataBase Reference 22047-25-2(CAS DataBase Reference)
Substances Added to Food (formerly EAFUS) ACETYLPYRAZINE
EWG's Food Scores 1
FDA UNII GR391IBU5C
NIST Chemistry Reference Acetylpyrazine(22047-25-2)
EPA Substance Registry System Ethanone, 1-pyrazinyl- (22047-25-2)
UNSPSC Code 12352100
NACRES NA.22

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

NFPA 704:

	0
0		0

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal wordWarning
Hazard statements H315-H319-H335
Precautionary statements P261-P264-P271-P280-P302+P352-P305+P351+P338

Acetylpyrazine Price More Price(8)

Brand: Sigma-Aldrich(India)
Product number: W312606
Product name : 2-Acetylpyrazine
Purity: ≥99%, FCC, FG
Packaging: 1SAMPLE-K
Price: ₹5141.88
Updated: 2022/06/14
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Brand: Sigma-Aldrich(India)
Product number: W312606
Product name : 2-Acetylpyrazine
Purity: ≥99%, FCC, FG
Packaging: 100G
Price: ₹9883.23
Updated: 2022/06/14
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Brand: Sigma-Aldrich(India)
Product number: W312606
Product name : 2-Acetylpyrazine
Purity: ≥99%, FCC, FG
Packaging: 1KG
Price: ₹50855.85
Updated: 2022/06/14
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Brand: Sigma-Aldrich(India)
Product number: W312606
Product name : 2-Acetylpyrazine
Purity: ≥99%, FCC, FG
Packaging: 5KG
Price: ₹207926.6
Updated: 2022/06/14
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Brand: Sigma-Aldrich(India)
Product number: 251801
Product name : Acetylpyrazine
Purity: 97%
Packaging: 1G
Price: ₹3810.4
Updated: 2022/06/14
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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
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.
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.
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