2-Isobutylpyridine

Base Information

• Chemical Name: 2-Isobutylpyridine
• CAS No.: 6304-24-1
• Molecular Formula: C9H13N
• Molecular Weight: 135.209
• Hs Code.: 2933399090
• European Community (EC) Number: 228-606-2
• NSC Number: 42623
• UNII: GS3K23H1Q8
• DSSTox Substance ID: DTXSID80212326
• Nikkaji Number: J206.885K
• Wikidata: Q27279250
• Metabolomics Workbench ID: 47732
• Mol file: 6304-24-1.mol

Synonyms:2-ISOBUTYLPYRIDINE;6304-24-1;2-(2-Methylpropyl)pyridine;2-isobutyl pyridine;Pyridine, 2-(2-methylpropyl)-;Pyridine, 2-isobutyl-;FEMA No. 3370;UNII-GS3K23H1Q8;GS3K23H1Q8;EINECS 228-606-2;NSC-42623;2-Isobutyl-pyridin;NSC42623;2-Isobutyl-Pyridine;2-(2-Methylpropyl)-Pyridine;SCHEMBL104860;2-Isobutylpyridine, AldrichCPR;FEMA 3370;DTXSID80212326;CHEBI:173364;MFCD02262142;NSC 42623;AKOS006229165;SB53859;AS-57073;2-(2-METHYLPROPYL)PYRIDINE [FHFI];CS-0230725;FT-0636084;EN300-105361;A834180;W-104937;Q27279250;Z1201621742

Chemical Property of 2-Isobutylpyridine

Chemical Property:

• Vapor Pressure: 1.11mmHg at 25°C
• Refractive Index: 1.491
• Boiling Point: 182.4 °C at 760 mmHg
• PKA: 5.83±0.19(Predicted)
• Flash Point: 44.6 °C
• PSA: 12.89000
• Density: 0.908 g/cm³
• LogP: 2.28010
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 135.104799419
• Heavy Atom Count: 10
• Complexity: 88.7

Purity/Quality:

≥98.1989% ^*data from raw suppliers

2-Isobutylpyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CC1=CC=CC=N1
• Description: May be prepared from 2-pycolyllithium and isopropyl bromide; from 2-methyl pyridine and isopropyl bromide in liquid ammonia in the presence of potassium metal and ferric nitrate.

Technology Process of 2-Isobutylpyridine

There total 15 articles about 2-Isobutylpyridine 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: 79.0%

2-Ethylpyridine (100-71-0) + Trimethylboroxine (823-96-1) → 2-propylpyridine (622-39-9) + 2-isobutyl-pyridine (6304-24-1)

Guidance literature:

With copper diacetate; oxygen; p-benzoquinone; palladium diacetate; In acetic acid; at 100 ℃; for 24h; under 760.051 Torr;

DOI:10.1021/ja0646747

Reference yield: 72.0%

α-picoline (109-06-8) + 2-iodo-propane (75-30-9) → 2-isobutyl-pyridine (6304-24-1)

Guidance literature:

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

2-iodo-propane; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Inert atmosphere;

DOI:10.1021/jacs.9b08659

Reference yield: 60.0%

α-picoline (109-06-8) + isopropyl bromide (75-26-3) → 2-isobutyl-pyridine (6304-24-1)

Guidance literature:

With phenyllithium; In diethyl ether; dibutyl ether; for 0.5h; Reflux;

DOI:10.1021/acs.orglett.7b03339

upstream raw materials:

α-picoline

propene

isopropyl bromide

2-chloro-6-isobutyl-pyridine

Downstream raw materials:

2-(3,5-dimethylphenyl)-6-isobutyl-pyridine

4-methyl-3-[2]pyridyl-pentan-2-one

3-methyl-1-phenyl-2-[2]pyridyl-butan-1-one

2,5-dimethyl-4-[2]pyridyl-hexan-3-one

Refernces

• 1、 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.
• 2、 Petel, Brittney E.,Purak, Merjema,Matson, Ellen M.. "Manganese-Catalyzed Kumada Cross-Coupling Reactions of Aliphatic Grignard Reagents with N-Heterocyclic Chlorides". supporting information. p. 1700 - 1706. Retrieved 2018/07/13.