2-Methyl-5-vinylpyrazine

Base Information

• Chemical Name: 2-Methyl-5-vinylpyrazine
• CAS No.: 13925-08-1
• Molecular Formula: C7H8 N2
• Molecular Weight: 120.154
• Hs Code.: 2933990090
• UNII: 11651I3458
• DSSTox Substance ID: DTXSID6065680
• Nikkaji Number: J101.076J
• Wikidata: Q27251288
• Metabolomics Workbench ID: 47725
• Mol file: 13925-08-1.mol

Synonyms:2-METHYL-5-VINYLPYRAZINE;13925-08-1;2-Ethenyl-5-methylpyrazine;Pyrazine, 2-ethenyl-5-methyl-;Pyrazine, 2-methyl-5-vinyl-;2-Methyl-5-vinyl pyrazine;2-Vinyl-5-methylpyrazine;2-methyl-5-vinyl-pyrazine;2-Methyl-5-ethenylpyrazine;2-ethenyl-5-methyl pyrazine;Pyrazine, 2-vinyl,5-methyl;UNII-11651I3458;2-Methyl-5-vinylpyrazine, 99per cent;11651I3458;2-ethenyl-5-methyl-pyrazine;SCHEMBL934260;DTXSID6065680;FEMA NO. 3211;5-METHYL-2-VINYLPYRAZINE;CHEBI:193693;2-Ethenyl-5-methylpyrazine, 9CI;MFCD02683080;AKOS006229447;2-METHYL-5-VINYLPYRAZINE [FHFI];FT-0656797;F89245;EN300-1836194;A807507;Q27251288

Chemical Property of 2-Methyl-5-vinylpyrazine

Chemical Property:

• Vapor Pressure: 1.6mmHg at 25°C
• Melting Point: 65-66 °C
• Boiling Point: 174.6°Cat760mmHg
• PKA: 1.34±0.10(Predicted)
• Flash Point: 64.5°C
• PSA: 25.78000
• Density: 1.017g/cm³
• LogP: 1.42800
• Storage Temp.: 2-8°C
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 120.068748264
• Heavy Atom Count: 9
• Complexity: 101

Purity/Quality:

98%min ^*data from raw suppliers

2-Methyl-5-vinylpyrazine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CN=C(C=N1)C=C
• Description: May be prepared by methylation of the Mannich base obtained by reacting formaldehyde and dimethylamine with dimethyl- 2, 5-pyrazine, followed by the Hoffman degradation.

Technology Process of 2-Methyl-5-vinylpyrazine

There total 15 articles about 2-Methyl-5-vinylpyrazine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 71.0%

2-bromo-5-methyl-pyrazine (98006-90-7) + tri-n-butyl(vinyl)tin (7486-35-3) → 2-Methyl-5-vinyl-pyrazine (13925-08-1)

Guidance literature:

tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 20 - 100 ℃; Inert atmosphere;

Reference yield: 37.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + (5-methyl-2-pyrazinylmethyl)triphenylphosphonium chloride → 2-Methyl-5-vinyl-pyrazine (13925-08-1)

Guidance literature:

With sodium carbonate; In dichloromethane; water; for 2h; Ambient temperature;

Reference yield:

alpha-D-glucopyranose (492-62-6) + L-alanin (56-41-7,25191-17-7,18875-37-1) + L-lysine (56-87-1,3506-25-0) → 1,4-pyrazine (290-37-9) + 2,3-dimethylpyrazine (5910-89-4) + 2-ethylpyrazine (13925-00-3) + 2-ethyl-3,6-dimethylpyrazine (13360-65-1) + 2-ethyl-6-methylpyrazine (13925-03-6) + 2-ethyl-3,5-dimethylpyrazine (13925-07-0) + 2-Methyl-5-vinyl-pyrazine (13925-08-1) + 2-ethyl-5-methypyrazine (13360-64-0) + 5-ethyl-2,3-dimethylpyrazine (15707-34-3) + 2,3-diethyl-5-methylpyrazine (18138-04-0)

Guidance literature:

at 130 ℃; for 2h;

DOI:10.1021/jf301315b

upstream raw materials:

formaldehyd

2-bromo-5-methyl-pyrazine

tri-n-butyl(vinyl)tin

alpha-D-glucopyranose

Refernces

• 1、 Van Lancker, Fien,Adams, An,De Kimpe, Norbert. "Impact of the N-terminal amino acid on the formation of pyrazines from peptides in maillard model systems". scheme or table. p. 4697 - 4708. Retrieved 2012/08/27.
• 2、 Boulton, A. J.,McKillop, Alexander,Rowbottom, Paul M.. "THE SYNTHESIS OF (1,2-DIHYDROXYETHYL)PYRAZINES, AND THEIR IDENTIFICATION IN CARAMELS". . p. 559 - 568. Retrieved 2007/10/02.