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M75608

Sigma-Aldrich

2-Methylpyrazine

≥99%

Synonym(s):

2-Methyl-1,4-diazine, Monomethylpyrazine

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About This Item

Empirical Formula (Hill Notation):
C5H6N2
CAS Number:
Molecular Weight:
94.11
Beilstein:
105778
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Flam. Liq. 3

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

122.0 °F - closed cup

Flash Point(C)

50 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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)
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)
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)
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)
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

Protocols

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

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

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

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

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