4,4'-Dinonyl-2,2'-bipyridine

Base Information

• Chemical Name: 4,4'-Dinonyl-2,2'-bipyridine
• CAS No.: 142646-58-0
• Molecular Formula: C28H44N2
• Molecular Weight: 408.671
• Hs Code.: 29333990
• DSSTox Substance ID: DTXSID30401566
• Nikkaji Number: J851.203E
• Wikidata: Q72472586
• Mol file: 142646-58-0.mol

Synonyms:4,4'-DINONYL-2,2'-BIPYRIDINE;142646-58-0;4,4'-Dinonyl-2,2'-bipyridyl;4-nonyl-2-(4-nonylpyridin-2-yl)pyridine;4,4'-Dinonyl-2,2'-dipyridyl;4,4'-di-n-nonyl-2,2'-bipyridine;MFCD00800915;dNbpy;4,4 inverted exclamation mark -Dinonyl-2,2 inverted exclamation mark -bipyridine;2,2'-Bipyridine, 4,4'-dinonyl-;C28H44N2;YSWG784;SCHEMBL529596;DTXSID30401566;BCP12659;4,4/'-Dinonyl-2,2/'-bipyridine;44-DINONYL-22-DIPYRIDYL97;AKOS015839917;AC-8992;AM84388;CS-W004604;DS-7419;4,4'-Dinonyl-2,2'-dipyridyl, 97%;SY066863;4,4'-DINONYL [2,2']BIPYRIDINE;D3917;E10016;A846172;W-200541;4,4'-Bis(nonyl)-2,2'-bipyridine

Chemical Property of 4,4'-Dinonyl-2,2'-bipyridine

Chemical Property:

• Melting Point: 61-63 °C(lit.)
• Boiling Point: 522.4 °C at 760 mmHg
• PKA: 5.30±0.30(Predicted)
• Flash Point: 199.5 °C
• PSA: 25.78000
• Density: 0.933 g/cm³
• LogP: 8.72980
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 10.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 17
• Exact Mass: 408.350449412
• Heavy Atom Count: 30
• Complexity: 347

Purity/Quality:

99% ^*data from raw suppliers

4,4''-Dinonyl-2,2’-bipyridine ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCC1=CC(=NC=C1)C2=NC=CC(=C2)CCCCCCCCC
• Uses: Used in the preparation of an artificial muscle with lamellar structure based on a nematic triblock copolymer. Also use as complex in cyclic voltammetric studies of copper complexes catalyzing atom transfer radical polymerization.

Technology Process of 4,4'-Dinonyl-2,2'-bipyridine

There total 2 articles about 4,4'-Dinonyl-2,2'-bipyridine 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: 80.0%

4,4'-dimethyl-2,2'-bipyridines (1134-35-6) + 1-bromo-octane (111-83-1) → 4,4'-dinonyl-2,2'-bipyridine (142646-58-0)

Guidance literature:

4,4'-dimethyl-2,2'-bipyridines; With lithium diisopropyl amide; In tetrahydrofuran; at -78 - 0 ℃; for 1.08333h; Inert atmosphere;

1-bromo-octane; In tetrahydrofuran; at -78 - 20 ℃; Inert atmosphere;

DOI:10.1021/jacs.9b01044

Reference yield:

picoline (108-89-4) → 4,4'-dinonyl-2,2'-bipyridine (142646-58-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 11 percent / Raney Ni / 60 h / Heating

2: 1.) LDA / 1.) THF, 0 deg C, 3 h, 2.) THF, 0 deg C, 3 h

With nickel; lithium diisopropyl amide;

DOI:10.1021/ja9713845

Reference yield: 73.0%

Zn(1-phenyl-3-methyl-4-COC6H4C(CH3)3-5-pyrazolonate)2 + 4,4'-dinonyl-2,2'-bipyridine (142646-58-0) → [Zn(4,4'-dinonyl-2,2'-bipyridine)(1-phenyl-3-methyl-4-COC6H4C(CH3)3-5-pyrazolonate-O,O)2] (1228769-45-6)

Guidance literature:

In chloroform; addn. of bipyridine deriv. to CHCl3 soln. of zinc compd., stirring for 5d at room temp.; evapn., addn. of hexane, concg., filtration, drying in vac., elem. anal.;

DOI:10.1039/b922101h

upstream raw materials:

4,4'-dimethyl-2,2'-bipyridines

1-bromo-octane

picoline

Downstream raw materials:

[Zn(4,4'-dinonyl-2,2'-bipyridine)(1-phenyl-3-methyl-4-COCH₂C(CH₃)3-5-pyrazolonate-O,O)2]

[Zn(4,4'-dinonyl-2,2'-bipyridine)(1-phenyl-3-methyl-4-COC₆H₄C(CH₃)3-5-pyrazolonate-O,O)2]

[ZnCl(4,4'-dinonyl-2,2'-bipyridine)(1-phenyl-3-methyl-4-COCH₂C(CH₃)3-5-pyrazolonate-O,O)(water)]

[ZnCl(4,4'-dinonyl-2,2'-bipyridine)(1-phenyl-3-methyl-4-COC₆H₄C(CH₃)3-5-pyrazolonate-O,O)(water)]

Refernces

• 1、 Bhand, Sujit,Lande, Dipali N.,Pereira, Eulália,Gejji, Shridhar P.,Weyhermüller, Thomas,Chakravarty, Debamitra,Puranik, Vedavati G.,Salunke-Gawali, Sunita. "Amphiphilic polypyridyl ruthenium complexes: Synthesis, characterization and aggregation studies". . p. 96 - 107. Retrieved 2019.
• 2、 Percec,Barboiu,Kim. "Arenesulfonyl halides: A universal class of functional initiators for metal-catalyzed 'living' radical polymerization of styrene(s), methacrylates, and acrylates". . p. 305 - 316. Retrieved 2007/10/03.