2-Sec-butylpyridine

Base Information

• Chemical Name: 2-Sec-butylpyridine
• CAS No.: 6304-23-0
• Molecular Formula: C₉H₁₃N
• Molecular Weight: 135.209
• NSC Number: 42622
• DSSTox Substance ID: DTXSID30285681
• Nikkaji Number: J46.546A
• Mol file: 6304-23-0.mol

Synonyms:2-sec-butylpyridine;6304-23-0;2-(sec-butyl)pyridine;2-butan-2-ylpyridine;2-(1-METHYLPROPYL)-PYRIDINE;2-s-butylpyridine;NSC42622;starbld0031221;SCHEMBL817770;SCHEMBL10247782;DTXSID30285681;NSC-42622

Chemical Property of 2-Sec-butylpyridine

Chemical Property:

• Vapor Pressure: 1.41mmHg at 25°C
• Boiling Point: 177.3°C at 760 mmHg
• Flash Point: 37.6°C
• Density: 0.906g/cm³
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 135.104799419
• Heavy Atom Count: 10
• Complexity: 90.7

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C)C1=CC=CC=N1

Technology Process of 2-Sec-butylpyridine

There total 3 articles about 2-Sec-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: 50.0%

2-isopropylpyridine (644-98-4) + Trimethylboroxine (823-96-1) → 2-(1-ethylpropyl)-pyridine (7399-50-0) + 2-sec-butylpyridine (6304-23-0,1228632-22-1)

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:

3-bromopentane (1809-10-5) + pyridin-2-yl 1,1,2,2,3,3,4,4,4-nonafluorobutane-1-sulfonate (202923-80-6) → 2-(1-ethylpropyl)-pyridine (7399-50-0) + 2-sec-butylpyridine (6304-23-0,1228632-22-1)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 1-(2,6-bis(cyclohexyloxy)phenyl)-2-(di-tert-butylphosphaneyl)-1H-imidazole; magnesium; lithium chloride; zinc(II) chloride; In tetrahydrofuran; at 25 ℃; for 24h; Reagent/catalyst; chemoselective reaction; Inert atmosphere; Sealed tube;

DOI:10.1002/anie.201711990

Reference yield:

sec-butylmagnesium bromide (671795-46-3) + t-butyldimethylsilylpyridinium triflate → 4-sec-Butyl-pyridin (27876-19-3) + 2-sec-butylpyridine (6304-23-0,1228632-22-1)

Guidance literature:

Yield given. Multistep reaction. Yields of byproduct given;

DOI:10.1246/bcsj.57.1994

upstream raw materials:

sec-butylmagnesium bromide

2-isopropylpyridine

Trimethylboroxine

3-bromopentane

Downstream raw materials:

2-(1-ethylpropyl)-pyridine

Refernces

• 1、 -. "TRANSITION METAL-CATALYZED ALKYLATION OF C-H BONDS WITH ORGANOBORON REAGENTS". Page/Page column 6; 62; 68. . Retrieved 2008/06/13.
• 2、 Akiba, Kin-ya,Iseki, Yuji,Wada, Makoto. "A Convenient Method for the Regioselective Synthesis of 4-Alkyl(aryl)pyridines Using Pyridinium Salts". . p. 1994 - 1999. Retrieved 2007/10/02.