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142646-58-0

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Basic Information
CAS No.: 142646-58-0
Name: 4,4'-Dinonyl-2,2'-bipyridine
Article Data: 4
Molecular Structure:
Molecular Structure of 142646-58-0 (4,4'-Dinonyl-2,2'-bipyridine)
Formula: C28H44N2
Molecular Weight: 408.671
Synonyms: 4,4'-Bis(nonyl)-2,2'-bipyridine;4,4'-Di-n-nonyl-2,2'-bipyridine;4,4'-Di-n-nonyl-2,2'-bipyridyl;
Density: 0.933 g/cm3
Melting Point: 61-63 °C(lit.)
Boiling Point: 522.4 °C at 760 mmHg
Flash Point: 199.5 °C
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-36
PSA: 25.78000
LogP: 8.72980
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Synthetic route
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4,4'-dimethyl-2,2'-bipyridines

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142646-58-0

4,4'-dinonyl-2,2'-bipyridine

Conditions
ConditionsYield
Stage #1: 4,4'-dimethyl-2,2'-bipyridines With lithium diisopropyl amide In tetrahydrofuran at -78 - 0℃; for 1.08333h; Inert atmosphere;
Stage #2: 1-bromo-octane In tetrahydrofuran at -78 - 20℃; Inert atmosphere;		80%
Stage #1: 4,4'-dimethyl-2,2'-bipyridines With lithium diisopropyl amide at -75℃; for 1.5h; Inert atmosphere;
Stage #2: 1-bromo-octane In tetrahydrofuran at -75℃; for 0.5h; Inert atmosphere;		60%
With n-butyllithium; diisopropylamine In tetrahydrofuran at 0 - 20℃; for 15h; Inert atmosphere;45%
With lithium diisopropyl amide 1.) THF, 0 deg C, 3 h, 2.) THF, 0 deg C, 3 h; Yield given. Multistep reaction;
108-89-4

picoline

142646-58-0

4,4'-dinonyl-2,2'-bipyridine

Conditions
ConditionsYield
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
View Scheme
52462-29-0

[ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2

142646-58-0

4,4'-dinonyl-2,2'-bipyridine

dichloro(p-cymene)-4,4′-dinonyl-2,2′-bipyridine ruthenium(II)

Conditions
ConditionsYield
In ethanol for 4h; Reflux;100%

ferrous ammonium sulphate

sodium perchlorate

142646-58-0

4,4'-dinonyl-2,2'-bipyridine

tris-4,4'-di-n-nonyl-2,2'-bipyridine iron(II) perchlorate

Conditions
ConditionsYield
In water aq. solns. of Fe(NH4)2(SO4)2 combined with acetone soln. of bipy deriv.;excess NaClO4 added; ppt. rinsed with water; dried under vac.;99.6%
...Expand
10025-99-7

potassium tetrachloroplatinate(II)

142646-58-0

4,4'-dinonyl-2,2'-bipyridine

518299-68-8

dichloro-bis(4,4'-dinonyl-2,2'-dipyridyl)platinum

Conditions
ConditionsYield
In water acidic aq. soln. of K2PtCl4 and bipyridine derivative heated at 343 K for 24 h; recrystn. from DMF; elem. anal.;94%
With hydrogenchloride In water at 60℃;85%
37366-09-9

dichloro(benzene)ruthenium(II) dimer

142646-58-0

4,4'-dinonyl-2,2'-bipyridine

1332307-95-5

chloro(η6-benzene)(4,4'-dinonyl-2,2'-bipyridine)ruthenium(II) chloride

Conditions
ConditionsYield
In acetonitrile (Ar) suspn. Ru complex and ligand in MeCN was heated to reflux (90°C) overnight; react. mixt. was cooled, soln. was filtered and evapd., residue was washed with ether and dried in vacuo;92%
In water for 0.25h; Sonication; Green chemistry;

ammonium hexafluorophosphate

rhodium(III) chloride hydrate

142646-58-0

4,4'-dinonyl-2,2'-bipyridine

C84H132N6Ru(2+)*2F6P(1-)

Conditions
ConditionsYield
Stage #1: rhodium(III) chloride hydrate; 4,4'-dinonyl-2,2'-bipyridine In ethanol at 80℃; for 2h; Sonication;
Stage #2: ammonium hexafluorophosphate In methanol		85%
...Expand

(tetra-n-butylammonium)2[Mo3S7Br6]

142646-58-0

4,4'-dinonyl-2,2'-bipyridine

Mo3S7Br4(4,4’-dinonyl-2,2’-bipyridine)

Conditions
ConditionsYield
In dichloromethane at 20℃; for 5h; Inert atmosphere;84%

[Ru(1,10-phenanthroline)2Cl2]

ammonium hexafluorophosphate

142646-58-0

4,4'-dinonyl-2,2'-bipyridine

C52H60N6Ru(2+)*2F6P(1-)

Conditions
ConditionsYield
Stage #1: [Ru(1,10-phenanthroline)2Cl2]; 4,4'-dinonyl-2,2'-bipyridine In water at 140℃; for 1h; Inert atmosphere;
Stage #2: ammonium hexafluorophosphate In water at 20℃; Inert atmosphere;		80%
...Expand
1134-35-6

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

cobalt(II) chloride hexahydrate

90076-65-6

bis(trifluoromethane)sulfonimide lithium

142646-58-0

4,4'-dinonyl-2,2'-bipyridine

(4,4’-dimethyl-2,2’-bipyridine)bis(4,4’-dinonyl-2,2’-bipyridine)cobalt(II) bis(trifluoromethane)sulfonimide

Conditions
ConditionsYield
Stage #1: cobalt(II) chloride hexahydrate; 4,4'-dinonyl-2,2'-bipyridine In methanol for 1h; Reflux;
Stage #2: 4,4'-dimethyl-2,2'-bipyridines In methanol for 0.5h; Reflux;
Stage #3: bis(trifluoromethane)sulfonimide lithium In methanol at 20℃; for 1h;		80%
...Expand
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Chemistry

Systematic Name: 4,4'-Dinonyl-2,2'-bipyridine
Synonyms of 4,4'-Dinonyl-2,2'-bipyridine (CAS NO.142646-58-0): 4,4'-Dinonyl-2,2'-bipyridine ; 4,4 -Dinoyl-2,2 -dipyridyl ; 4,4'-Bis(nonyl)-2,2'-bipyridine ; 4,4'-Dinonyl-2,2'-bipyridyl ; 4,4'-Di-n-nonyl-2,2'-bipyridin
CAS NO: 142646-58-0
Molecular Formula: C28H44N2
Molecular Weight: 408.66
Molecular Structure:
H bond acceptors: 2
H bond donors: 0
Freely Rotating Bonds: 17
Polar Surface Area: 25.78 Å2
Index of Refraction: 1.51
Molar Refractivity: 130.98 cm3
Molar Volume: 437.8 cm3
Surface Tension: 36.8 dyne/cm
Density: 0.933 g/cm3
Flash Point: 199.5 °C
Enthalpy of Vaporization: 76.58 kJ/mol
Boiling Point: 522.4 °C at 760 mmHg
Vapour Pressure: 1.73E-10 mmHg at 25°C
Melting Point: 61-63 °C(lit.) 
Product Categories of 4,4'-Dinonyl-2,2'-bipyridine (CAS NO.142646-58-0): C9 to C46;Heterocyclic Building Blocks;Pyridines  
SMILES: CCCCCCCCCc1ccnc(c1)c2cc(ccn2)CCCCCCCCC
InChI: InChI=1/C28H44N2/c1-3-5-7-9-11-13-15-17-25-19-21-29-27(23-25)28-24-26(20-22-30-28)18-16-14-12-10-8-6-4-2/h19-24H,3-18H2,1-2H3
InChIKey: VHJFWJXYEWHCGD-UHFFFAOYAB
Std. InChI: InChI=1S/C28H44N2/c1-3-5-7-9-11-13-15-17-25-19-21-29-27(23-25)28-24-26(20-22-30-28)18-16-14-12-10-8-6-4-2/h19-24H,3-18H2,1-2H3
Std. InChIKey: VHJFWJXYEWHCGD-UHFFFAOYSA-N

Safety Profile

Safety Information about 4,4'-Dinonyl-2,2'-bipyridine (CAS NO.142646-58-0)
Hazard Codes: IrritantXi
Risk Statements: 36/37/38
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36: Wear suitable protective clothing.
WGK Germany: 3