2-Butylpyridine

Base Information

• Chemical Name: 2-Butylpyridine
• CAS No.: 5058-19-5
• Molecular Formula: C9H13N
• Molecular Weight: 135.209
• Hs Code.: 2933399090
• European Community (EC) Number: 225-758-1
• NSC Number: 969
• UNII: 54XCM5F4F7
• DSSTox Substance ID: DTXSID00198597
• Nikkaji Number: J45.596B
• Wikidata: Q21546972
• Mol file: 5058-19-5.mol

Synonyms:2-Butylpyridine;5058-19-5;Pyridine, 2-butyl-;2-Butyl-pyridine;UNII-54XCM5F4F7;54XCM5F4F7;NSC-969;EINECS 225-758-1;butylpyridine;NSC969;SCHEMBL64052;DTXSID00198597;NSC 969;AKOS006272770;AC-7561;SB54898;FT-0635525;A828185;J-514860;W-105948;Q21546972

Chemical Property of 2-Butylpyridine

Chemical Property:

• Vapor Pressure: 0.71mmHg at 25°C
• Melting Point: 97°C
• Refractive Index: 1.493
• Boiling Point: 191.569 °C at 760 mmHg
• PKA: 5.91±0.12(Predicted)
• Flash Point: 68.844 °C
• PSA: 12.89000
• Density: 0.911 g/cm³
• LogP: 2.42420
• Storage Temp.: 2-8°C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 135.104799419
• Heavy Atom Count: 10
• Complexity: 80.8

Purity/Quality:

99% ^*data from raw suppliers

2-Butylpyridine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC1=CC=CC=N1

Technology Process of 2-Butylpyridine

There total 35 articles about 2-Butylpyridine 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: 85.0%

2-chloropyridine (109-09-1) + butyl magnesium bromide (693-04-9) → pyridine (110-86-1) + 2-butylpyridine (5058-19-5)

Guidance literature:

2-chloropyridine; With MnCl₂(THF)_1.6; In tetrahydrofuran; at 21 ℃; for 0.0833333h; Glovebox; Inert atmosphere;

butyl magnesium bromide; In tetrahydrofuran; at 21 ℃; for 3h; Reagent/catalyst; Solvent; Catalytic behavior; Glovebox; Inert atmosphere;

DOI:10.1055/s-0037-1610200

Reference yield: 76.0%

2-bromo-pyridine (109-04-6) + butyl[2-(2-hydroxyprop-2-yl)phenyl]diisopropylsilane (1239384-08-7) → 2-butylpyridine (5058-19-5) + 3,3-dimethyl-1,1-diisopropyl-1,3-dihydrobenzo[c][1,2]oxasilole (1239384-09-8)

Guidance literature:

With 1,1'-bis-(diphenylphosphino)ferrocene; potassium phosphate; bis(1,1,1,5,5,5-hexafluoropentane-2,4-dionato)copper(II) monohydrate; palladium diacetate; In tetrahydrofuran; at 100 ℃; for 1h; Inert atmosphere;

DOI:10.1002/anie.201000816

Reference yield: 72.0%

n-butyl magnesium bromide (693-03-8) + Pyridyl-2-neopentylsulfonate (111480-81-0) → 2-butylpyridine (5058-19-5)

Guidance literature:

With N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; at 0 ℃; for 2h;

DOI:10.1055/s-1987-27967

upstream raw materials:

pyridine

n-butyllithium

benzene

α-picoline

Downstream raw materials:

2-n-Butyl-pyridin-N-oxid

2-propyl-N-methyl-aniline

Refernces

• 1、 Stoyanovich et al.. "-". . . Retrieved 1978.
• 2、 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.
• 3、 Gladfelder, Joshua J.,Ghosh, Santanu,Podunavac, Ma?a,Cook, Andrew W.,Ma, Yun,Woltornist, Ryan A.,Keresztes, Ivan,Hayton, Trevor W.,Collum, David B.,Zakarian, Armen. "Enantioselective Alkylation of 2-Alkylpyridines Controlled by Organolithium Aggregation". supporting information. p. 15024 - 15028. Retrieved 2019/10/22.