3-Butylpyridine

Base Information

• Chemical Name: 3-Butylpyridine
• CAS No.: 539-32-2
• Molecular Formula: C9H13N
• Molecular Weight: 135.209
• Hs Code.: 2933399990
• European Community (EC) Number: 208-715-1
• UNII: 7I8G7Q77YM
• DSSTox Substance ID: DTXSID9060231
• Nikkaji Number: J45.599G
• Wikidata: Q27268343
• Metabolomics Workbench ID: 45794
• Mol file: 539-32-2.mol

Synonyms:3-Butylpyridine;539-32-2;3-n-Butylpyridine;PYRIDINE, 3-BUTYL-;1-(3-Pyridyl)butane;3-butyl-pyridine;EINECS 208-715-1;BRN 0109540;UNII-7I8G7Q77YM;7I8G7Q77YM;5-20-06-00119 (Beilstein Handbook Reference);Fusarinin?;Fusarin?;3-Butylpyridine, 98%;SCHEMBL681571;DTXSID9060231;QSNMFWFDOFQASV-UHFFFAOYSA-;CHEBI:173362;MFCD00010709;AKOS015839521;AC-7560;AS-56660;LS-130327;B1193;FT-0632339;F20500;A829841;A905523;Q27268343;Y8J

Chemical Property of 3-Butylpyridine

Chemical Property:

• Vapor Pressure: 0.343mmHg at 25°C
• Melting Point: 31.33°C (estimate)
• Refractive Index: n20/D 1.493(lit.)
• Boiling Point: 206.3 °C at 760 mmHg
• PKA: 5.56±0.10(Predicted)
• Flash Point: 78.9 °C
• Density: 0.91 g/cm³
• XLogP3: 2.5
• 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

3-Butylpyridine >99.0%(GC) ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Pyridines
• Canonical SMILES: CCCCC1=CN=CC=C1
• Uses: 3-Butylpyridine was used in preparation of series of manganese-salen (salen = N,N′-bis(salicylidene)ethylenediamine) complexes. It was also used as starting material for the synthesis of 3-butylisonicotinic acid.

Technology Process of 3-Butylpyridine

There total 34 articles about 3-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: 88.0%

3-Bromopyridine (626-55-1,163928-56-1) + tributyl borane (122-56-5) → 3-butylpyridine (539-32-2)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate; In tetrahydrofuran; chemoselective reaction; Inert atmosphere; Reflux;

DOI:10.1016/j.tetlet.2009.01.090

Reference yield: 84.0%

1-iodo-butane (542-69-8) → 3-butylpyridine (539-32-2)

Guidance literature:

In diethyl ether; for 8h; Ambient temperature;

DOI:10.1007/BF00630547

Reference yield: 82.0%

hexaldehyde enamine + 1,2,3-triazine (289-96-3) → 3-butylpyridine (539-32-2)

Guidance literature:

With zinc dibromide; In chloroform; at 90 ℃; for 2h;

DOI:10.3987/COM-94-6727

upstream raw materials:

methyl-(4-pyridin-3-yl-but-3-enyl)-amine

1-pyridin-3-yl-butan-1-one

Fusaric acid

3-Methylpyridine

Downstream raw materials:

1-pyridin-3-yl-butan-1-one

3-butyl-2,6-di-trans-styryl-pyridine

4-(pyridin-3-yl)butan-2-one

Refernces

• 1、 Jagusch, Thomas,Lehnemann, Bernd,Meudt, Andreas,Nerdinger, Sven,Neuner, Sandro,Scherer, Stefan,Schottenberger, Herwig,Snieckus, Victor. "Ligand assessment for the suzuki-miyaura cross coupling reaction of aryl and heteroaryl bromides with n-butylboronic acid. The advantages of buchwald's s-phos". . p. 631 - 644. Retrieved 2020/01/31.
• 2、 Paul, Avishek,Smith, Mark D.,Vannucci, Aaron K.. "Photoredox-Assisted Reductive Cross-Coupling: Mechanistic Insight into Catalytic Aryl-Alkyl Cross-Couplings". . p. 1996 - 2003. Retrieved 2017/02/26.