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2 protocols using 2 3 5 6 tetramethylpyrazine

1

Characterization of Pyrazine Derivatives

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Pyrazine, 2-methylPyrazine (2M), 2,6-dimethylPyrazine (26DM), 2,3-dimethylPyrazine (23DM), 2-ethyl-3-methylPyrazine (2E3M), 2,3,5-trimethylPyrazine (235TM), 2,3-diethylPyrazine (23DE), 5-ethyl-2,3-dimethylPyrazine (5E23DM), 2,3,5,6-tetramethylPyrazine (2356TTM), 2-isobutyl-3-methylPyrazine (2I3M), 2,3-diethyl-5-methylPyrazine (23DE5M), 2-acetyl-3-methylPyrazine (2A3M), (3,5,6-trimethylpyrazin-2-yl)methanol (TM2YM) and 2-propylPyrazine were purchased from company Sigma-Aldrich (Shanghai, China). Meanwhile, 2-ethyl-6-methylPyrazine (2E6M), 2,6-diethylPyrazine (26DE) and 2-ethyl-3,5-dimethylPyrazine (2E35DM) were purchased from J&K Chemical Corp (Beijing, China). The above commercial standards (≥96% purity) were used. HPLC grade ethanol and LC–MS grade acetonitrile were purchased from Merck (Darmstadt, Germany). Ultra-pure water was obtained from a Milli-Q Gradient A10 system (Millipore, Billerica, MA, USA).
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2

Analytical Reagents for Organic Synthesis

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Petroleum ether (40-60°C; 95%) was purchased from Acros Organics (Geel, Belgium). 2,3-Hexanedione (94%) and 2,4,5-trimethyl oxazole (97%) were obtained from Alfa Aesar (Karlsruhe, Germany).
Benzaldehyde (99%) and hydrogen peroxide (30%) were obtained from AppliChem (Darmstadt, Germany). Acetic acid (100%), chloroform-d (99.8 atom% D, with 0.03 vol% TMS, stabilized with Ag), diethyl ether (99.5%), iron(II) sulphate heptahydrate (99.5%), sodium carbonate decahydrate (98%), sodium sulphate (p.a.) and sulfuric acid (96%) were purchased from Carl Roth (Karlsruhe, Germany). Pentanal (97%) was obtained from Fisher Scientific (Darmstadt, Germany), Silica gel 60 was purchased from Macherey-Nagel (Düren, Germany) and 2,3-butanedione (97%) from Merck (Darmstadt, Germany). Acetoin (96%), 2,3-pentanedione (97%), 2,3,5,6-tetramethylpyrazine (98%) and 2,3,5-trimethylpyrazine (99%) were purchased from Sigma-Aldrich (Taufkirchen, Germany). 5-Ethyl-2,3-dimethylpyrazine (98%) was obtained from TCI (Eschborn, Germany). Butanal (97%) and propanal (97%) were purchased from Th. Geyer (Renningen, Germany) and ethyl acetate (98%) from VWR (Darmstadt, Germany). Helium (5.0) was obtained from Praxair (Düsseldorf, Germany) and nitrogen (5.0) from Air Liquide (Düsseldorf, Germany). All numbers given in parentheses represent the minimum purity.
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