2-Methyl-4-vinylpyridine

Base Information

• Chemical Name: 2-Methyl-4-vinylpyridine
• CAS No.: 13959-33-6
• Molecular Formula: C8H9N
• Molecular Weight: 119.166
• Hs Code.: 2933499090
• UNII: MF5Y5U2BQ6
• DSSTox Substance ID: DTXSID40456820
• Nikkaji Number: J801.332B
• Wikidata: Q27896046
• Mol file: 13959-33-6.mol

Synonyms:2-methyl-4-vinylpyridine;13959-33-6;4-Vinyl-2-picoline;4-ethenyl-2-methylpyridine;Pyridine, 4-ethenyl-2-methyl-;2-Picoline, 4-vinyl-;MF5Y5U2BQ6;4-ethenyl-2-methyl-pyridine;2-methyl-4-vinylpyridin;4-vinyl-2-methylpyridine;UNII-MF5Y5U2BQ6;SCHEMBL1903584;DTXSID40456820;Q27896046

Chemical Property of 2-Methyl-4-vinylpyridine

Chemical Property:

• PSA: 12.89000
• LogP: 2.03300
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 119.073499291
• Heavy Atom Count: 9
• Complexity: 98.7

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC=CC(=C1)C=C

Technology Process of 2-Methyl-4-vinylpyridine

There total 6 articles about 2-Methyl-4-vinylpyridine 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: 72.0%

4-bromo-2-methylpyridine (22282-99-1) + tetramethyldivinyldisiloxane → 2-methyl-4-vinylpyridine (13959-33-6)

Guidance literature:

With C₂₅H₃₉P; tetrabutyl ammonium fluoride; palladium diacetate; In tetrahydrofuran; at 25 ℃; for 24h; Schlenk technique; Inert atmosphere;

DOI:10.1002/chem.201802573

Reference yield: 67.0%

4-bromo-2-methylpyridine (22282-99-1) + pinacol vinylboronate (75927-49-0) → 2-methyl-4-vinylpyridine (13959-33-6)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; cesium fluoride; In 1,4-dioxane; water; at 85 ℃; for 12h; Inert atmosphere;

DOI:10.1021/ja511143b

Reference yield:

2,4-lutidine (108-47-4) → 2-methyl-4-vinylpyridine (13959-33-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium diisopropyl amide / tetrahydrofuran / 1 h / -78 °C

1.2: -78 - 20 °C

2.1: triphenylboroxine; triphenyl phosphite; [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂

With triphenylboroxine; triphenyl phosphite; [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; lithium diisopropyl amide; In tetrahydrofuran;

DOI:10.1021/ol2012007

upstream raw materials:

4-(2-methoxyethyl)-2-methylpyridine

2,4-lutidine

4-bromo-2-methylpyridine

pinacol vinylboronate

Downstream raw materials:

C₂₀H₁₉NSi

C₂₀H₂₁NSi