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P56003

Sigma-Aldrich

Pyrazine

≥99%

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Synonym(s):
1,4-Diazabenzene, 1,4-Diazine, Paradiazine, Piazine, p-Diazine
Empirical Formula (Hill Notation):
C4H4N2
CAS Number:
Molecular Weight:
80.09
Beilstein/REAXYS Number:
103905
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

assay

≥99%

form

crystals

bp

115-116 °C (lit.)

mp

50-56 °C (lit.)

density

1.031 g/mL at 25 °C (lit.)

SMILES string

c1cnccn1

InChI

1S/C4H4N2/c1-2-6-4-3-5-1/h1-4H

InChI key

KYQCOXFCLRTKLS-UHFFFAOYSA-N

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1 of 4

This Item
494410107700W330604
vibrant-m

P56003

Pyrazine

vibrant-m

494410

Pyridine

vibrant-m

107700

4-(Dimethylamino)pyridine

assay

≥99%

assay

≥99.9%

assay

≥99%

assay

≥97%

bp

115-116 °C (lit.)

bp

115 °C (lit.)

bp

-

bp

96-99 °C/20 mmHg (lit.)

mp

50-56 °C (lit.)

mp

−42 °C (lit.)

mp

108-110 °C (lit.)

mp

-

density

1.031 g/mL at 25 °C (lit.)

density

0.978 g/mL at 25 °C (lit.)

density

-

density

1.055 g/mL at 25 °C (lit.)

form

crystals

form

liquid

form

chips, crystalline powder, flakes

form

-

General description

Pyrazine is a 1,4-diazine and an electron-deficient N-heteroarene found in several natural products, APIs, agrochemicals, and functional materials.

Application

Pyrazine can be used:
  • As a bridging ligand in the synthesis of Cu(II) linear chain coordination complexes.
  • To prepare Cu(I) derived coordination polymers, which are used in the synthesis of metal-organic frameworks (MOFs).

pictograms

Flame

signalword

Danger

hcodes

Hazard Classifications

Flam. Sol. 1

Storage Class

4.1B - Flammable solid hazardous materials

wgk_germany

WGK 3

flash_point_f

131.0 °F - closed cup

flash_point_c

55 °C - closed cup

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges


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Pyrazine-bridged Cu (ii) chains: diaquabis (n-methyl-2-pyridone) copper (ii) perchlorate complexes
Kirkman-Davis E, et al.
Dalton Transactions, 49(39), 13693-13703 (2020)
Direct C-H photoarylation of diazines using aryldiazonium salts and visible-light
Silva RC, et al.
Royal Society of Chemistry Advances, 10(52), 31115-31122 (2020)
Microwave assisted hydrothermal synthesis of a novel CuI-sulfate-pyrazine MOF
Amo-Ochoa P, et al.
Inorganic Chemistry Communications, 10(8), 921-924 (2007)
Oleg V Larionov et al.
Organic letters, 16(3), 864-867 (2014-01-15)
A one-step transformation of heterocyclic N-oxides to 2-alkyl-, aryl-, and alkenyl-substituted N-heterocycles is described. The success of this broad-scope methodology hinges on the combination of copper catalysis and activation by lithium fluoride or magnesium chloride. The utility of this method
Nicole Favreau-Farhadi et al.
Journal of food science, 80(10), C2140-C2146 (2015-09-27)
Rosmarinic acid and Epigallocatechin gallate concentrations were studied as natural inhibitors of Maillard browning in glucose/glycine model systems, and in bakery rolls and applesauce. The concentrations of the inhibitors were varied to determine the highest level of inhibition without a

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