Pyrazine

Pyrazine Basic information
Description References
Product Name:Pyrazine
Synonyms:1$l^{5},4-pyrazin-1-yliuM-1-yl;FEMA 4015;FEMA NUMBER 4015;1,4-Diazabenzene;Paradiazine;p-Diazine;Piazine;Pyrazin
CAS:290-37-9
MF:C4H4N2
MW:80.09
EINECS:206-027-6
Product Categories:Building Blocks;Chemical Synthesis;Building Blocks;Alphabetical Listings;Flavors and Fragrances;O-P;Chloropyrazines, etc.;Pyrazines;Heterocyclic Building Blocks;Heterocyclic Building Blocks;Pyridines ,Halogenated Heterocycles;bc0001
Mol File:290-37-9.mol
Pyrazine Structure
Pyrazine Chemical Properties
Melting point 50-56 °C (lit.)
Boiling point 115-116 °C (lit.)
density 1.031 g/mL at 25 °C (lit.)
FEMA 4015 | PYRAZINE
refractive index 1.5235
Fp 132 °F
storage temp. Store below +30°C.
solubility SOLUBLE
form Crystals
pka0.65(at 27℃)
color White
Specific Gravity1.031
Odorat 0.10 % in propylene glycol. pungent sweet corn like roasted hazelnut barly
Odor Typenutty
Water Solubility SOLUBLE
Sensitive Hygroscopic
Merck 14,7957
JECFA Number951
BRN 103905
Stability:Stable. Highly flammable. Incompatible with acids, oxidizing agents.
LogP-0.26
CAS DataBase Reference290-37-9(CAS DataBase Reference)
NIST Chemistry ReferencePyrazine(290-37-9)
EPA Substance Registry SystemPyrazine (290-37-9)
Safety Information
Hazard Codes Xi,F
Risk Statements 36/37/38-11
Safety Statements 26-36-16
RIDADR UN 1325 4.1/PG 2
WGK Germany 3
RTECS UQ2015000
TSCA T
HazardClass 4.1
PackingGroup III
HS Code 29339990
MSDS Information
ProviderLanguage
1,4-Diazine English
ACROS English
SigmaAldrich English
ALFA English
Pyrazine Usage And Synthesis
DescriptionPyrazine is a heterocyclic aromatic organic compound and can be reacted to obtain diverse pyrazine derivatives. Pyrazines are important contributors to the flavor of various roasted, toasted, or similarly heated foods. Pyrazine derivatives exhibit a wide variety of aromas in food, e.g. 2-methoxy-3-isopropylpyrazine produces a green pea odor. Pyrazines and pyrazine derivatives are typically used as flavor agent. Pyrazines and Pyrazine derivatives are also used as fragrances.
References[1] T.B. Adamsa, J. Doullb, V.J. Feronc, J.I. Goodmand, L.J. Marnette, I.C. Munrof, P.M. Newberneg, P.S. Portogheseh, R.L. Smithi, W.J. Waddellj and B.M. Wagnerk, The FEMA GRAS assessment of pyrazine derivatives used as flavor ingredients, Food and Chemical Toxicology, 2002, vol. 40, 429-451
Chemical Propertieswhite crystals or powder
Chemical PropertiesPyrazine has a strong pyridine-like odor. Some reports compare the taste of pyrazine to cooked spinach or rancid peanuts
OccurrencePyrazine has been detected in several food products including papayas, asparagus, peanuts, popcorn, soybeans, corn, French fries, bread, cheese, milk, eggs (boiled), chicken (fried), beef (cooked), shrimp, clams, beer, sherry, malt, coffee and tea (green).
UsesPyrazine is used as a flavoring agent. It serves as a component of some herbs in traditional Chinese medicine. It is employed as pharmaceutical intermediates, perfume intermediates and involved in the preparation of other chemicals. In addition to this, it is used in the production of pyrazine 1-oxide.
DefinitionChEBI: A diazine that is benzene in which the carbon atoms at positions 1 and 4 have been replaced by nitrogen atoms.
DefinitionA heterocyclic aromatic compound with a six-membered ring containing four carbon atoms and two nitrogen atoms.
Definitionpyrazine: An unsaturated heterocycliccompound having two nitrogenatoms in a six-membered ring,C4H4N2; r.d. 1.03; m.p. 52°C; b.p.115°C. Pyrazine is a symmetric diazine.
PreparationPrepared by cyclization of α-amino ketones, which were produced by the reduction of isonitroso ketones to yield the dihydropyrazines, which are dehydrogenated with mercury(I) oxide or copper(II) sulfate or sometimes with atmospheric oxygen.
Aroma threshold values300 ppm (odor threshold in water)
General DescriptionPyrazine is a 1,4-diazine and an electron-deficient N-heteroarene found in several natural products, APIs, agrochemicals, and functional materials.
Purification MethodsDistil pyrazine in steam and crystallise it from water. Purify also by zone melting. [Beilstein 23 H 91, 23 II 80, 23 III/IV 899, 23/5 V 351.]
Methylparaben Acetylpyrazine 4-Hydroxybenzoic acid Sulfanilic acid LUMICHROME 2,3-Pyrazinedicarboxylic acid Phenazine 2-Pyrazinecarboxylic acid 2,6-Dichloropyrazine 4-Aminobenzoic acid p-Nitrobenzoic acid DBU 4-Hydroxybenzaldehyde 3-AMINO-6-(CHLOROMETHYL)-2-PYRAZINECARBONITRILE 4-OXIDE 2-Chloropyrazine p-Toluic acid ALLOXAZINE p-Phenylenediamine

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