2-Isopentylpyridine

Base Information

• Chemical Name: 2-Isopentylpyridine
• CAS No.: 6973-66-6
• Molecular Formula: C10H15N
• Molecular Weight: 149.236
• European Community (EC) Number: 230-218-3
• NSC Number: 42632
• UNII: L9T6H77RXC
• DSSTox Substance ID: DTXSID30220032
• Nikkaji Number: J266.026A
• Wikidata: Q83097094
• Mol file: 6973-66-6.mol

Synonyms:2-Isopentylpyridine;2-(3-methylbutyl)pyridine;6973-66-6;2-isoamylpyridine;Pyridine, 2-(3-methylbutyl)-;L9T6H77RXC;EINECS 230-218-3;NSC-42632;isoamyl-pyridine;NSC42632;UNII-L9T6H77RXC;SCHEMBL574013;DTXSID30220032;NSC 42632

Chemical Property of 2-Isopentylpyridine

Chemical Property:

• Vapor Pressure: 0.389mmHg at 25°C
• Refractive Index: 1.489
• Boiling Point: 203.8 °C at 760 mmHg
• Flash Point: 57.9 °C
• PSA: 12.89000
• Density: 0.902 g/cm³
• LogP: 2.67020
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 149.120449483
• Heavy Atom Count: 11
• Complexity: 99

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CCC1=CC=CC=N1

Technology Process of 2-Isopentylpyridine

There total 8 articles about 2-Isopentylpyridine 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: 76.0%

α-picoline (109-06-8) + Isobutyl iodide (513-38-2) → 2-Isopentylpyridine (6973-66-6)

Guidance literature:

α-picoline; With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 0 ℃; for 0.5h; Inert atmosphere;

Isobutyl iodide; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/jacs.9b08659

Reference yield: 65.0%

2-vinylpyridine (100-69-6,25014-15-7,27476-03-5,329041-71-6) + isopropylboronic acid (80041-89-0) → 2-Isopentylpyridine (6973-66-6)

Guidance literature:

With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; In N,N-dimethyl acetamide; at 20 ℃; for 20h; Irradiation;

DOI:10.1021/acscatal.1c02823

Reference yield: 64.0%

2-vinylpyridine (100-69-6,25014-15-7,27476-03-5,329041-71-6) + 2-iodo-propane (75-30-9) → 2-Isopentylpyridine (6973-66-6)

Guidance literature:

With water; zinc; In acetonitrile; regioselective reaction; Inert atmosphere; Reflux;

DOI:10.1016/j.tet.2009.06.073

upstream raw materials:

α-picoline

pyridine

4-Methylpentanoic acid

2-vinylpyridine

Refernces

• 1、 Ranjan, Prabhat,Pillitteri, Serena,Coppola, Guglielmo,Oliva, Monica,Van der Eycken, Erik V.,Sharma, Upendra K.. "Unlocking the Accessibility of Alkyl Radicals from Boronic Acids through Solvent-Assisted Organophotoredox Activation". . p. 10862 - 10870. Retrieved 2021/09/08.
• 2、 Fukuyama, Takahide,Nishikawa, Tomohiro,Yamada, Keiichi,Ravelli, Davide,Fagnoni, Maurizio,Ryu, Ilhyong. "Photocatalyzed Site-Selective C(sp3)-H Functionalization of Alkylpyridines at Non-Benzylic Positions". supporting information. p. 6436 - 6439. Retrieved 2017/12/08.