2-Vinylpyrazine

Base Information

• Chemical Name: 2-Vinylpyrazine
• CAS No.: 4177-16-6
• Molecular Formula: C6H6N2
• Molecular Weight: 106.127
• Hs Code.: 29339980
• European Community (EC) Number: 224-045-2
• UNII: Y6TPK237O6
• DSSTox Substance ID: DTXSID80194592
• Nikkaji Number: J100.791B
• Wikidata: Q22027560
• ChEMBL ID: CHEMBL4559624
• Mol file: 4177-16-6.mol

Synonyms:2-Vinylpyrazine;4177-16-6;Vinylpyrazine;2-ethenylpyrazine;Pyrazine, ethenyl-;Pyrazine, vinyl-;2-VINYL PYRAZINE;2-Vinylpyrazine (stabilized with TBC);UNII-Y6TPK237O6;Y6TPK237O6;EINECS 224-045-2;ethenylpyrazine;vinyl pyrazine;2ethenylpyrazine;2-Vinylpyrazine, 97%;PYRAZINE, 2-ETHENYL-;SCHEMBL195894;CHEMBL4559624;DTXSID80194592;MFCD00051591;AKOS015892512;AS-78336;CS-0218038;FT-0653800;V0060;EN300-98699;2-Vinylpyrazine, >/=98%,stabilized with TBC;T72447;A825652;J-640184;J-800185;W-106296;Q22027560

Chemical Property of 2-Vinylpyrazine

Chemical Property:

• Appearance/Colour: straw to dark brown liquid
• Vapor Pressure: 3.32mmHg at 25°C
• Refractive Index: 1.555-1.557
• Boiling Point: 159 °C at 760 mmHg
• PKA: 0.56±0.10(Predicted)
• Flash Point: 58.4 °C
• PSA: 25.78000
• Density: 1.042 g/cm³
• LogP: 1.11960
• Storage Temp.: Freezer
• Water Solubility.: Slightly soluble in methanol, water.
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 106.053098200
• Heavy Atom Count: 8
• Complexity: 80.6

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Vinylpyrazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R10:Flammable.
• Hazard Codes: Xn
• Statements: 10-41-37/38-22
• Safety Statements: 16-39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CC1=NC=CN=C1
• Uses: It is an important raw material and intermediate used in Organic Synthesis, Pharmaceuticals, Agrochemicals.

Technology Process of 2-Vinylpyrazine

There total 17 articles about 2-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: 40.0%

2-ethynylpyrazine (153800-11-4) → 2-vinylpyrazine (4177-16-6)

Guidance literature:

With hydrogen; In ethyl acetate; at 20 ℃; for 0.333333h; under 750.075 Torr; Autoclave;

DOI:10.1039/c8md00327k

Reference yield: 40.0%

→ 2-vinylpyrazine (4177-16-6)

Guidance literature:

Reference yield:

2-Methylpyrazine (109-08-0) → 2-vinylpyrazine (4177-16-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 52 percent / 4 h / Heating

2: diethyl ether / 18 h

3: 1.7 g / Ag₂O; H₂O; NaOH / 1.5 h

With sodium hydroxide; water; silver(l) oxide; In diethyl ether;

DOI:10.1021/ja062355+

upstream raw materials:

2-(2-hydroxyethyl)-pyrazine

2-Methylpyrazine

dimethyl-(2-pyrazin-2-ylethyl)-amine

(RS)-2-methylpiperazine

Refernces

• 1、 Keeley,ábrányi-Balogh,Keseru. "Design and characterization of a heterocyclic electrophilic fragment library for the discovery of cysteine-targeted covalent inhibitors". . p. 263 - 267. Retrieved 2019/03/05.
• 2、 Waser, Jerome,Gaspar, Boris,Nambu, Hisanori,Carreira, Erick M.. "Hydrazines and azides via the metal-catalyzed hydrohydrazination and hydroazidation of olefins". . p. 11693 - 11712. Retrieved 2007/10/03.