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Sigma-Aldrich

2-Methylpyrazine

≥99%

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Synonym(s):
2-Methyl-1,4-diazine, Monomethylpyrazine
Empirical Formula (Hill Notation):
C5H6N2
CAS Number:
109-08-0
Molecular Weight:
94.11
Beilstein:
105778
EC Number:
203-645-8
MDL number:
MFCD00006142
PubChem Substance ID:
24897016
NACRES:
NA.22

Quality Level

100

Assay

≥99%

form

liquid

refractive index

n20/D 1.504 (lit.)

bp

135 °C/761 mmHg (lit.)

mp

−29 °C (lit.)

density

1.03 g/mL at 25 °C (lit.)

SMILES string

Cc1cnccn1

InChI

1S/C5H6N2/c1-5-4-6-2-3-7-5/h2-4H,1H3

InChI key

CAWHJQAVHZEVTJ-UHFFFAOYSA-N

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General description

2-Methylpyrazine is an alkyl-substituted pyrazine used as a key intermediate in the synthesis of pyrazineamide, an anti-tubercular drug.

Application

2-Methylpyrazine can be used:
  • As a ligand to prepare coordination polymer [Ag(CF3CO2)(2-Me-Pyz)], wherein 2-Me-Pyz is 2-methylpyrazine.
  • To prepare 2-cyanopyrazine via ammoxidation reaction using MoVPO catalyst.
  • As a ligand in the synthesis of fluorescent silver(I)-saccharinato complex, which exhibits blue luminescence at room temperature.

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Warning

Hazard Statements

H226 - H302

Hazard Classifications

Acute Tox. 4 Oral - Flam. Liq. 3

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

122.0 °F

Flash Point(C)

50 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

危险化学品

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Synthesis of 2-methylpyrazine from cyclocondensation of ethylene diamine and propylene glycol over promoted copper catalyst
Jing FL, et al.
Chinese Chemical Letters = Zhongguo Hua Xue Kuai Bao, 19(6), 752-755 (2008)
Coordination polymer of Ag trifluoroacetate with 2-methylpyrazine: Synthesis and structure of [Ag (CF3 CO2)(2-Me-Pyz)]
Kokunov YV and Gorbunova YE
Russian Journal of Coordination Chemistry, 32(11), 771-776 (2006)
2-Cyanopyrazine prepared from 2-methylpyrazine by catalytic ammoxidation on MoVPO catalyst
Chun H and Yong L
Chinese Journal of Chemical Engineering, 14(5), 670-675 (2006)
Two fluorescent silver (I)--saccharinato complexes of 2-methylpyrazine and pyrazine-2-carboxamide with Ag?Ag interactions
Yilmaz VT, et al.
Inorganic Chemistry Communications, 11(11), 1330-1333 (2008)
Bruna R Toledo et al.
Journal of chromatography. A, 1346, 1-7 (2014-05-03)
Solid-phase microextraction (SPME) using cross-linked polymeric ionic liquid (PIL)-based sorbent coatings was used to extract volatile aroma-related compounds from coffee samples. Several PIL-based coatings were screened alongside a commercial poly(acrylate) (PA) SPME coating. The best performing PIL-based SPME fiber, poly(1-vinyl-3-hexadecylimidazolium
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Protocols

GC Analysis of Pyrazines in Peanut Butter

Separation of various pyrazines and sulfur compounds including carbon disulfide and dimethyl disulfide.

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