2-Methyl-5-vinylpyridine

Base Information

• Chemical Name: 2-Methyl-5-vinylpyridine
• CAS No.: 140-76-1
• Deprecated CAS: 20260-76-8
• Molecular Formula: C8H9N
• Molecular Weight: 119.166
• Hs Code.: 2933399090
• European Community (EC) Number: 205-432-5
• UN Number: 2810,3073
• UNII: 34ET764YF8
• DSSTox Substance ID: DTXSID2059699
• Nikkaji Number: J38.338D
• Wikidata: Q27256361
• Mol file: 140-76-1.mol

Synonyms:2-methyl-5-vinylpyridine;2-methyl-5-vinylpyridine hydrochloride

Chemical Property of 2-Methyl-5-vinylpyridine

Chemical Property:

• Appearance/Colour: Clear to faintly opalescent liquid
• Vapor Pressure: 1.535mmHg at 25°C
• Melting Point: -12.0 °C
• Refractive Index: 1.555
• Boiling Point: 175.525 °C at 760 mmHg
• PKA: 5.58±0.10(Predicted)
• Flash Point: 56.618 °C
• PSA: 12.89000
• Density: 0.954 g/cm³
• LogP: 2.03300
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• 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
• Transport DOT Label: Poison

Purity/Quality:

99% ^*data from raw suppliers

5-Ethenyl-2-methylpyridine 97.0% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Pyridines
• Canonical SMILES: CC1=NC=C(C=C1)C=C
• Uses: Monomer for resins, oil additive, ore flotationagent, dye acceptor.

Technology Process of 2-Methyl-5-vinylpyridine

There total 15 articles about 2-Methyl-5-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: 99.0%

1-(6-methylpyridin-3-yl)ethanol maleate → 2-methyl-5-vinylpyridine (140-76-1,25038-86-2)

Guidance literature:

1-(6-methylpyridin-3-yl)ethanol maleate; With thionyl chloride; sodium hydroxide; In Isopropyl acetate;

With potassium hydroxide; In 1-methyl-pyrrolidin-2-one; at 50 ℃; for 4h;

Reference yield: 47.0%

5-bromo-2-methylpyridine (3430-13-5) + tri-n-butyl(vinyl)tin (7486-35-3) → 2-methyl-5-vinylpyridine (140-76-1,25038-86-2)

Guidance literature:

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

Reference yield:

5-ethyl-2-methyl-pyridine (104-90-5) → 2-methyl-5-vinylpyridine (140-76-1,25038-86-2) + pyridine-3-carbonitrile (100-54-9,121697-66-3,1232169-17-3,68271-95-4) + 5-ethyl-pyridine-2-carbonitrile (14178-13-3) + 2-cyano-5-vinylpyridine (63405-32-3)

Guidance literature:

With ammonia; water; oxygen; vanadia; titanium(IV) oxide; at 380 ℃; Further Variations:; reaction times; Product distribution;

DOI:10.1023/A:1020712212790

upstream raw materials:

5-ethyl-2-methyl-pyridine

2-methyl-5-formylpyridine

Methyltriphenylphosphonium bromide

5-bromo-2-methylpyridine

Downstream raw materials:

N-[2-(6-methyl-pyridin-3-yl)-ethyl]-aniline

N-methyl-N-[2-(6-methyl-[3]pyridyl)-ethyl]-aniline

2-Methyl-5-(2-methyl-cyclohex-3-enyl)-pyridine

2-Methyl-5-(5-methyl-cyclohex-3-enyl)-pyridine

Refernces

• 1、 -. "2 - methyl - 5 - vinyl pyridine synthesis method (by machine translation)". Paragraph 0033; 0036; 0037; 0041; 0042; 0046; 0047; 0051. . Retrieved 2017/08/27.
• 2、 -. "BRIDGEHEAD AMINE RING-FUSED INDOLES AND INDOLINES". Page/Page column 42. . Retrieved 2011/07/06.