2,2'-Biquinoline supplier | CasNO.119-91-5

Name
2,2'-Biquinoline
EINECS 204-357-5
CAS No. 119-91-5
Article Data86
CAS DataBase
Density 1.223 g/cm³
Solubility Sparingly soluble in water (0.001g/L).
Melting Point 192-195 °C(lit.)
Formula C₁₈H₁₂N₂
Boiling Point 456.1 °C at 760 mmHg
Molecular Weight 256.307
Flash Point 203.6 °C
Transport Information
Appearance slightly yellow to light beige shiny flakes
Safety 26-37/39
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 2,2'-Bichinoline;2,2'-Biquinolyl;2,2'-Diquinoline;2,2'-Diquinolyl;Cuproin;Cuproine;
PSA 25.78000
LogP 4.45000

Synthetic route

: 21948-80-1
2-(methylsulfinyl)quinoline

: 119-91-5
2,2'-biquinoline

Conditions

Conditions	Yield
With methylmagnesium bromide In tetrahydrofuran for 0.5h; Ambient temperature; var. Grignard reag.;	98%

: 612-62-4
2-Chloroquinoline

: 119-91-5
2,2'-biquinoline

Conditions

Conditions	Yield
With potassium hydroxide In water; N,N-dimethyl-formamide at 35℃; for 24h; Ullmann Condensation; Inert atmosphere;	97%
With bis(bipyridine)nickel(II) bromide; ethylene dibromide; sodium iodide In N,N-dimethyl-formamide at 20℃; for 2h; Electrochemical reaction; Inert atmosphere;	91%
dibromobis(triphenylphosphine)nickel(II); tetraethylammonium iodide; zinc In tetrahydrofuran at 50℃; for 20h;	84%

: 1613-37-2
Quinoline N-oxide

: 119-91-5
2,2'-biquinoline

Conditions

Conditions	Yield
With potassium tert-butylate In N,N-dimethyl-formamide at 65℃; for 3.16667h; Solvent; Reagent/catalyst; Inert atmosphere; Schlenk technique;	94%
With N,N-Dimethyltrimethylsilylamine; tetramethylammonium fluoride In N,N-dimethyl-formamide at 120℃; for 48h;	70%
With potassium tert-butylate In tetrahydrofuran at 25℃; for 24h; Inert atmosphere;	39%

: 91-22-5
quinoline

: 119-91-5
2,2'-biquinoline

Conditions

Conditions	Yield
With 2,2,6,6-tetramethylpiperidinylmagnesium chloride; N,N,N,N,-tetramethylethylenediamine In toluene at 60℃; for 20h; Reagent/catalyst; Solvent; Temperature; Inert atmosphere;	91%
With 2,2,6,6-tetramethyl-piperidine; N,N,N,N,-tetramethylethylenediamine; butyl magnesium bromide In tetrahydrofuran at 0 - 60℃; for 20h; Inert atmosphere;	91%
Stage #1: quinoline With 3-chloro-benzenecarboperoxoic acid In 2-methyltetrahydrofuran at 40℃; for 6h; Inert atmosphere; Schlenk technique; Stage #2: With 2,2'-azobis(isobutyronitrile); potassium tert-butylate In 2-methyltetrahydrofuran at 40 - 65℃; for 0.333333h; Inert atmosphere; Schlenk technique;	81%

: 6907-48-8
2,2’-biquinoline N-oxide

: 119-91-5
2,2'-biquinoline

Conditions

Conditions	Yield
With lithium tetrafluoroborate In water; acetonitrile at 20℃; for 4h; Electrochemical reaction; Inert atmosphere;	87%
With N,N-Dimethyltrimethylsilylamine In N,N-dimethyl-formamide at 120℃; for 48h;	71%
With phosphorus trichloride for 3h; Inert atmosphere; Reflux;	45%
With phosphorus trichloride In chloroform at 70℃; for 8h;

: ammonium hexafluorophosphate

: {Ru(II)(bpy)(biq)2}{PF6}2

: 75-05-8
acetonitrile

: cis-{Ru(II)(bpy)(biq)(MeCN)2}{PF6}2

B: 119-91-5
2,2'-biquinoline

Conditions

Conditions	Yield
In water; acetone Irradiation (UV/VIS); (Ru(bpy)(biq)2)(PF6)2 dissolved in MeCN, violet soln. irradiated (Ar, stirred, 2 h), orange-brown soln., solvent removed, solid dissolved in acetone, 2,2'-biquinoline pptd. by addn. of H2O, filtered off, addn. of concd. aq. soln. of NH4PF6, pptn.; filtered, washed (H2O), dried (overnight, 80 ° C), elem. anal.;	A 85% B n/a

...Expand

: 63469-73-8
1,1',2,2',3,3',4,4'-octahydro-2,2'-biquinoline

: 119-91-5
2,2'-biquinoline

Conditions

Conditions	Yield
With C21H21ClIrNO2 In tetrahydrofuran; 2,2,2-trifluoroethanol for 20h; Inert atmosphere;	81%
With tris(bipyridine)ruthenium(II) dichloride hexahydrate; chloropyridinecobaloxime(III); water at 30℃; for 48h; Schlenk technique; Inert atmosphere; Irradiation;	79%
With iron oxide surrounded by nitrogen doped graphene shell immobilized on carbon support In n-heptane at 100℃; under 11251.1 Torr; for 12h; Autoclave;	51%

: 6495-83-6
biquinoline N,N’-dioxide

: 119-91-5
2,2'-biquinoline

Conditions

Conditions	Yield
With lithium tetrafluoroborate In water; acetonitrile at 20℃; for 4h; Electrochemical reaction; Inert atmosphere;	75%

: 612-62-4
2-Chloroquinoline

: 4426-47-5
butylboronic acid

A: 7661-39-4
2-n-butylquinoline

B: 119-91-5
2,2'-biquinoline

Conditions

Conditions	Yield
With potassium carbonate; bis(η3-allyl-μ-chloropalladium(II)); (1RS,2RS,3SR,4SR)-1,2,3,4-tetrakis((diphenylphosphanyl)methyl)cyclopentane In xylene at 130℃; for 20h; Suzuki cross-coupling;	A 72% B n/a

...Expand

: 612-62-4
2-Chloroquinoline

A: 91-22-5
quinoline

B: 119-91-5
2,2'-biquinoline

Conditions

Conditions	Yield
With 1,2-dimethoxyethane; NaH-tBuONa-Ni(OAc)2-PPh3 at 45℃; for 3h;	A 22% B 68%

: 2005-43-8
2-bromoquinoline

: 868286-21-9
2-tri-N-butylstannylquinoline

: 119-91-5
2,2'-biquinoline

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride In N,N-dimethyl-formamide at 110℃; for 18h; Stille cross-coupling; Inert atmosphere;	68%

: 50488-31-8
2-quinolylgold(I)

A: 119-91-5
2,2'-biquinoline

B: 7440-57-5, 457905-15-6
gold

Conditions

Conditions	Yield
In neat (no solvent) pyrolysis of Au complex at 175°C;	A 63% B n/a

: 1,2,3,4-tetrahydro-2,2′-biquinoline

: 119-91-5
2,2'-biquinoline

Conditions

Conditions	Yield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; tetrabutylammonium tetrafluoroborate In water; acetonitrile at 20℃; for 4h; Electrochemical reaction;	63%

: 612-62-4
2-Chloroquinoline

: 40176-78-1
2-ethynyl-quinoline

: 119-91-5
2,2'-biquinoline

Conditions

Conditions	Yield
With piperidine; copper (I) iodide; bis-triphenylphosphine-palladium(II) chloride for 72h; Heating;	61%

: 21948-75-4
2-methylsulfinylpyridine

: 21948-80-1
2-(methylsulfinyl)quinoline

A: 366-18-7
[2,2]bipyridinyl

B: 7491-86-3
2-(2-pyridinyl)quinoline

C: 119-91-5
2,2'-biquinoline

Conditions

Conditions	Yield
With methylmagnesium bromide In tetrahydrofuran for 0.25h; Ambient temperature;	A 23% B 57% C 42%

...Expand

: 612-62-4
2-Chloroquinoline

: 67-64-1
acetone

A: 1531-30-2
(2-quinolyl)-2-propanone

B: 119-91-5
2,2'-biquinoline

Conditions

Conditions	Yield
With sodium amalgam; potassium tert-butylate; ammonia for 2h;	A 49% B 50%

...Expand

: 21948-80-1
2-(methylsulfinyl)quinoline

: phenylmagnesium bromide

A: 612-96-4
2-Phenylquinoline

B: 119-91-5
2,2'-biquinoline

Conditions

Conditions	Yield
In tetrahydrofuran for 0.5h; Ambient temperature;	A 20% B 50%

...Expand

: 113493-46-2
2-quinolyl ethyl sulfoxide

: phenylmagnesium bromide

A: 612-96-4
2-Phenylquinoline

B: 119-91-5
2,2'-biquinoline

Conditions

Conditions	Yield
In tetrahydrofuran for 1h; Ambient temperature;	A 48% B 14%
In tetrahydrofuran for 1h; Ambient temperature; a series of heteroalkyl sulfoxides investigated in this conditions; ς-sulfurane intermediates;	A 48% B 14%

...Expand

: 113493-46-2
2-quinolyl ethyl sulfoxide

A: 612-96-4
2-Phenylquinoline

B: 119-91-5
2,2'-biquinoline

Conditions

Conditions	Yield
With phenylmagnesium bromide In tetrahydrofuran for 1h; Ambient temperature;	A 48% B 14%

: 21948-80-1
2-(methylsulfinyl)quinoline

: 87512-28-5
2-chloro-6-methylsulfinyl pyridine

A: 119-91-5
2,2'-biquinoline

B: 2-[2’-(6’-chloro)-pyridyl]quinoline

C: 53344-72-2
6,6'-dichloro-2,2'-bipyridine

Conditions

Conditions	Yield
With methylmagnesium bromide In tetrahydrofuran for 0.25h; Ambient temperature;	A 42% B 20% C 11%

...Expand

: 2005-43-8
2-bromoquinoline

: 119-91-5
2,2'-biquinoline

Conditions

Conditions	Yield
With potassium hydroxide; palladium 10% on activated carbon; hydrazine hydrate In ethanol Reflux;	39%
Stage #1: With tri-n-butyllithium magnesate complex In tetrahydrofuran; diethyl ether; hexane at -30 - -10℃; Stage #2: 2-bromoquinoline With 1,1'-bis-(diphenylphosphino)ferrocene; bis(dibenzylideneacetone)-palladium(0) In tetrahydrofuran; diethyl ether; hexane at -10 - 20℃; for 19h;	27%
With potassium hydroxide; Lindlar's catalyst; hydrazine hydrate
Multi-step reaction with 2 steps 1: tetrahydrofuran / 2.5 h / -10 °C 2: 27 percent / bis(dibenzylideneacetone)palladium(O) (Pd(dba)2); 1,1'-bis(diphenylphosphino)ferrocene (dppf) / tetrahydrofuran / 18 h / 20 °C View Scheme

: 1613-37-2
Quinoline N-oxide

A: 91-22-5
quinoline

B: 611-36-9
quinolin-4-ol

C: 119-91-5
2,2'-biquinoline

D: 27080-08-6, 34281-95-3
4-(quinolin-4-yl)quinoline

Conditions

Conditions	Yield
With naphthalene In tetrahydrofuran for 24h;	A n/a B 32% C 20% D n/a

...Expand

: 2005-43-8
2-bromoquinoline

: 2-(9-Bora-bicyclo[3.3.1]non-9-yl)-quinoline

: 119-91-5
2,2'-biquinoline

Conditions

Conditions	Yield
With potassium hydroxide; tetrakis(triphenylphosphine) palladium(0); tetrabutylammomium bromide In benzene for 8h; Heating;	30%

: 2005-43-8
2-bromoquinoline

: C27H18MgN3(1-)*Li(1+)

: 119-91-5
2,2'-biquinoline

Conditions

Conditions	Yield
With 1,1'-bis-(diphenylphosphino)ferrocene; palladium bis(dibenzylideneacetone)palladium(0) In tetrahydrofuran at 20℃; for 18h;	27%

: 612-62-4
2-Chloroquinoline

: 17259-32-4
4-(6-chloropyridazin-3-yl)morpholine

A: 119-91-5
2,2'-biquinoline

B: 1417455-06-1
4-[6-(quinolin-2-yl)pyridazin-3-yl]morpholine

Conditions

Conditions	Yield
With bis(bipyridine)nickel(II) bromide; tetrabutylammomium bromide In ethylene dibromide; N,N-dimethyl-formamide at 20℃; for 4h; Electrochemical reaction; Inert atmosphere;	A n/a B 26%

...Expand

: 1613-37-2
Quinoline N-oxide

A: 119-91-5
2,2'-biquinoline

B: 6907-48-8
2,2’-biquinoline N-oxide

Conditions

Conditions	Yield
With potassium hydroxide In toluene for 12h; Reflux; Irradiation;	A 25% B 20%

: 91-22-5
quinoline

: 75-00-3
chloroethane

: 124-38-9
carbon dioxide

A: 4491-33-2
ethyl quinoline-2-carboxylate

B: 119-91-5
2,2'-biquinoline

Conditions

Conditions	Yield
With tetraethylammonium iodide In N,N-dimethyl-formamide electrochemically;	A 9% B 22%

...Expand

: 91-22-5
quinoline

A: 4491-33-2
ethyl quinoline-2-carboxylate

B: 119-91-5
2,2'-biquinoline

Conditions

Conditions	Yield
With tetraethylammonium iodide In N,N-dimethyl-formamide electrochemically;	A 9% B 22%

: 91-22-5
quinoline

A: 119-91-5
2,2'-biquinoline

: exo-(6R,12R)-5a,6,11,12,12a,13-hexahydro-5H-6,12-methanobenzo[6,7]azepino[4,3-b]quinoline

: endo-(6R,12R)-5a,6,11,12,12a,13-Hexahydro-5H-6,12-methanobenzo[6,7]azepino[4,3-b]quinoline

Conditions

Conditions	Yield
With samarium diiodide; 2,2,2-trifluoroethanol In tetrahydrofuran Reagent/catalyst;	A 5% B n/a C n/a

...Expand

: 1011-47-8
1-quinolin-2-yl-ethanone

: 529-23-7
2-aminobenzaldehyde

: 119-91-5
2,2'-biquinoline

Conditions

Conditions	Yield
With potassium hydroxide

: 63338-26-1
(2,2'-bipyridine)tetrachlororuthenium(IV)

: 119-91-5
2,2'-biquinoline

: (2,2'-bipyridine)(2,2'-biquinoline)dichlororuthenium(II) dihydrate

Conditions

Conditions	Yield
With triethylamine In ethanol dissolving equimolar amts. of Ru-compd. and biquinoline in N2-deaerated EtOH, addn. of Et3N, refluxing under N2 for 7h, colour changed from black to blue-green, cooling; evapn., suspn. in Et2O, vacuum filtration;	100%

: 119-91-5
2,2'-biquinoline

: 10294-34-5
boron trichloride

: C18H12BCl2N2(1+)*Cl(1-)

Conditions

Conditions	Yield
In n-heptane; dichloromethane at -78 - 25℃; for 20h; Inert atmosphere;	100%

: 12116-66-4
bis(cyclopentadienyl)hafnium dichloride

: 119-91-5
2,2'-biquinoline

: 207617-78-5
(η(5)-cyclopentadienyl)2Hf(2,2'-biquinoline)

Conditions

Conditions	Yield
With magnesium In diethyl ether Ar-atmosphere; stirring equimolar amts. of Hf-complex and biquinoline with excess Mg (room temp., 16 h); filtration, concn., crystn. (-78°C);	99%

: [(diphenylmethane(-2H))Pt(diethyl sulfide)]

: 119-91-5
2,2'-biquinoline

: 7732-18-5
water

[(diphenylmethane(-2H))Pt(2,2'-biquinoline)]*0.5water: [(diphenylmethane(-2H))Pt(2,2'-biquinoline)]*0.5water

Conditions

Conditions	Yield
In benzene-d6 byproducts: (CH3CH2)2S; Sonication; (inert atm.); addn. of biquinoline to suspn. of platinum compd. in C6D6,sonication for 1 min, refluxing for 40 min; evapn., washing with benzene and hexane, ppn. from supersatd. cooled soln. in CH3CN, elem. anal.;	99%

...Expand

: 74-85-1
ethene

: 119-91-5
2,2'-biquinoline

: 1402856-24-9
3,3'-diethyl-2,2'-biquinoline

Conditions

Conditions	Yield
With rhodium(III) acetylacetonate; 1,3-bis(mesityl)imidazolium chloride; sodium t-butanolate In toluene at 130℃; for 4h; High pressure; regioselective reaction;	99%

: tetrakis(acetonitrile)copper(I)tetrafluoroborate

: 119-91-5
2,2'-biquinoline

: 76144-87-1, 76189-55-4, 76189-56-5, 136655-44-2, 98327-87-8
2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl

: Cu(dq)((rac)-2,2′-bis(diphenylphosphino)-1,1′-binaphthalene)BF4

Conditions

Conditions	Yield
Stage #1: tetrakis(acetonitrile)copper(I)tetrafluoroborate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In dichloromethane at 20℃; for 1h; Stage #2: 2,2'-biquinoline In dichloromethane at 20℃; for 1h;	99%

...Expand

: ammonium hexafluorophosphate

: [iridium(III)(μ-chloro)(2-phenylpyridine)2]2

: 119-91-5
2,2'-biquinoline

: [Ir(2-phenylpyridine)2(2,2'-biquinoline)](PF6)

Conditions

Conditions	Yield
In ethylene glycol (Ar); heating soln. of iridium compd. and diazafluorene deriv. in ethylene glycol at 150°C for 16 h, cooling o room temp., addn. of aq. soln. of NH4PF6; filtration, drying in oven at 80°C for 12 h, chromy. (silica gel,CH2Cl2/CH3CN (10:1)), NMR and HRMS;	98%

...Expand

: {PhCH2PPh3}{Pd2(2,4,6-trinitrophenyl)2Cl2(μ-Cl)2} * 2Me2CO

: 119-91-5
2,2'-biquinoline

: 2,4,6-trinitrophenyl(chloro)(2,2'-biquinolyl)palladium(II)

Conditions

Conditions	Yield
In dichloromethane addn. of the ligand to a suspn. of the starting Pd complex in CH2Cl2 (ratio complex:ligand 1:2), stirring for 1-4 h; concg. of mixture, addn. of MeOH, washing of ppt. (MeOH), recrystn. (CH2Cl2/MeOH), elem. anal.;	97%

: 12112-67-3
bis(1,5-cyclooctadiene)diiridium(I) dichloride

: 119-91-5
2,2'-biquinoline

: 67345-08-8
[iridium(I)(2,2'-biquinoline)(1,5-cyclooctadiene)]Cl

Conditions

Conditions	Yield
In tetrahydrofuran to soln. of (Ir(cod)Cl)2 in THF added suspn. of 2,2'-biquinoline in THF;mixt. stirred at room temp. for 2 h; solvent reduced and pentane was ad ded; ppt. filtered, wased with pentane and diethylether and dried in vac.;	97%

: 119-91-5
2,2'-biquinoline

: 676-58-4
methylmagnesium chloride

: 1158-01-6
bis(2-quinolyl)methane

Conditions

Conditions	Yield
With N,N,N,N,-tetramethylethylenediamine In tetrahydrofuran; hexane at 120℃; for 2h;	97%

: 119-91-5
2,2'-biquinoline

: silver perchlorate

: 6163-58-2
tris-(o-tolyl)phosphine

: 936007-21-5
[Ag(P(o-tolyl)3)(2,2'-biquinolyl)(ClO4)]

Conditions

Conditions	Yield
In acetonitrile stoich. mixt. warmed, stirred for 1 h, cooled to room temp.; crystd., filtered off, washed (CH3CN), dried (vac.), elem. anal.;	95%

...Expand

: ammonium hexafluorophosphate

: bis(2,2'-bipyridine)dichlororuthenium(II) dihydrate

: 119-91-5
2,2'-biquinoline

: bis(2,2'-dipyridyl)(2,2'-diquinolyl)ruthenium(II) hexafluorophosphate dihydrate

Conditions

Conditions	Yield
In ethylene glycol under Ar, Ru compd. was refluxed with stoich. amt. ligand for 1 h; soln. concd., heated for 5 min with water, cooled and filtered; pptd. by addn. of 3-fold stoich. amt. NH4PF6, dried at 90°C; residue dissolved in acetone, filtered; pptd. by addn. of Et2O, washed with Et2O, dried in vac. at 90°C for 2 h; elem. anal.;	94%

...Expand

: 17084-13-8
potassium hexafluorophosphate

: cis-[Ru(1,10-phenanthroline)2(acetonitrile)2](PF6)2

: 119-91-5
2,2'-biquinoline

: [Ru(phen)2biq]

Conditions

Conditions	Yield
In ethylene glycol cis-Ru(phen)2(MeCN)2(PF6)2 and biq were heated at reflux under Ar in ethylene glycol for 1 h, aq. KPF6 was added; ppt. was filtered, washed with water and Et2O, and air-dried;	94%

...Expand

: 603-32-7
triphenyl-arsane

: 119-91-5
2,2'-biquinoline

: silver nitrate

: 936007-87-3
[Ag(NO3)(AsPh3)(2,2'-biquinolyl)]

Conditions

Conditions	Yield
In acetonitrile stoich. mixt. stirred with warming for 1 h, cooled to room temp.; pptd., filtered off, washed (CH3CN), dried (vac.), elem. anal.;	94%

...Expand

: 119-91-5
2,2'-biquinoline

: 2966-50-9
silver trifluoroacetate

: 2622-14-2
tricyclohexylphosphine

: 935509-77-6
[Ag(trifluoroacetate)(P(cyclohexyl)3)(2,2'-biquinolyl)]

Conditions

Conditions	Yield
In ethanol stoich. mixt. stirred with warming for 1 h, cooled to room temp.; pptd., filtered off, washed (MeOH), dried (vac.), elem. anal.;	94%

...Expand

: 119-91-5
2,2'-biquinoline

: C18H12N2(1-)*K(1+)

Conditions

Conditions	Yield
With potassium In tetrahydrofuran at 23℃; for 4h; Inert atmosphere; Glovebox;	94%

: ammonium hexafluorophosphate

: 93785-43-4
{RuCl3H2O(bpy)}

: 119-91-5
2,2'-biquinoline

: {Ru(II)(bpy)(biq)2}{PF6}2

Conditions

Conditions	Yield
In ethylene glycol under Ar, Ru compd. was refluxed with stoich. amt. ligand for 2 h; soln. concd., heated for 5 min with water, cooled and filtered; pptd. by addn. of 3-fold stoich. amt. NH4PF6 pptd., dried at 90°C; sepd. by Alox-column; soln. of product in acetone was filtered, with the same amt. of water diluted and on SP-Sephadex-C-25 (Na+) picked up, washed with water, then in 0.5 M NaCl in water/acetone 5:3 eluted, NH4PF6 was added, dried; elem. anal.;	93.4%

Yield

In ethylene glycol under Ar, Ru compd. was refluxed with stoich. amt. ligand for 2 h; soln. concd., heated for 5 min with water, cooled and filtered; pptd. by addn. of 3-fold stoich. amt. NH4PF6 pptd., dried at 90°C; sepd. by Alox-column; soln. of product in acetone was filtered, with the same amt. of water diluted and on SP-Sephadex-C-25 (Na+) picked up, washed with water, then in 0.5 M NaCl in water/acetone 5:3 eluted, NH4PF6 was added, dried; elem. anal.;

93.4%

...Expand

: ammonium hexafluorophosphate

: (Ir(N2C3H3C6H3C(CH3)3)2Cl)2

: 119-91-5
2,2'-biquinoline

: iridium(III) bis[1'-(4'-tert-butylphenyl)pyrazolato-N,C(2')]-2,2'-biquinoline hexafluorophosphate

Conditions

Conditions	Yield
In methanol under inert atm. soln. Ir complex and diimine in MeOH was refluxed overnight and cooled to room temp., NH4PF6 was added; ppt. was washed with water and MeOH, and dried; elem. anal.;	93.2%

...Expand

: 246047-72-3
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride

: 119-91-5
2,2'-biquinoline

: (IMesH2)(C18H12N2)2(Cl)2Ru=CHPh

Conditions

Conditions	Yield
In toluene at 20 - 25℃; for 12h;	93%

: potassium hexachloroosmate(IV)

: 119-91-5
2,2'-biquinoline

: {Os(C18H12N2)2}Cl2*0.5H2O

Conditions

Conditions	Yield
With sodium dithionite In ethylene glycol (Ar), refluxed for 18 h in the dark, cooled to room temp., treated with sodium dithionite;; filtered off, washed with water and Et2O, vacuum-dried, elem. anal.;	93%

: 119-91-5
2,2'-biquinoline

: C5HF6N2(1-)*Ag(1+)

: C56H28Ag4F24N12

Conditions

Conditions	Yield
In benzene at 20℃; Inert atmosphere; Schlenk technique; Reflux;	93%

: 119-91-5
2,2'-biquinoline

: silver nitrate

: 2622-14-2
tricyclohexylphosphine

: 936007-92-0
[Ag(NO3)(P(cyclohexyl)3)(2,2'-biquinolyl)]

Conditions

Conditions	Yield
In acetonitrile stoich. mixt. stirred with warming for 1 h, cooled to room temp.; pptd., filtered off, washed (CH3CN), dried (vac.), elem. anal.;	92%

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: 32993-05-8
chloro(cyclopentadienyl)bis(triphenylphosphine)ruthenium (II)

: thallium(I) hexafluorophosphate

: 119-91-5
2,2'-biquinoline

: [(η5-cyclopentadienyl)ruthenium(II)(2,2′-biquinoline)(PPh3)][hexafluorophosphate]

Conditions

Conditions	Yield
Stage #1: chloro(cyclopentadienyl)bis(triphenylphosphine)ruthenium (II); thallium(I) hexafluorophosphate In dichloromethane at 40℃; for 1h; Schlenk technique; Inert atmosphere; Stage #2: 2,2'-biquinoline In dichloromethane at 20℃; Schlenk technique; Inert atmosphere;	92%

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: 14516-54-2
bromopentacarbonylmanganese(I)

: 119-91-5
2,2'-biquinoline

: Mn(CO)3(2,2'-biquinoline)Br

Conditions

Conditions	Yield
In dichloromethane at 20℃; Inert atmosphere;	92%
In diethyl ether for 4h; Inert atmosphere; Schlenk technique; Darkness; Reflux;

2,2'-Biquinoline Chemical Properties

Molecular Structure of 2,2'-Biquinoline (CAS NO.135-48-8):

IUPAC Name: 2-quinolin-2-ylquinoline
Empirical Formula: C₁₈H₁₂N₂
Molecular Weight: 256.3013
H bond acceptors: 2
H bond donors: 0
Freely Rotating Bonds: 1
Polar Surface Area: 25.78 Å²
Index of Refraction: 1.72
Molar Refractivity: 82.71 cm³
Molar Volume: 209.3 cm³
Surface Tension: 57.4 dyne/cm
Density: 1.223 g/cm³
Flash Point: 203.6 °C
Enthalpy of Vaporization: 68.85 kJ/mol
Boiling Point: 456.1 °C at 760 mmHg
Vapour Pressure: 4.52E-08 mmHg at 25°C
Melting point: 192-195 °C(lit.)
BRN: 187259
EINECS: 204-357-5
Product Categories: Quinolinecarboxylic Acids, etc.; Quinolines
InChI
InChI=1/C18H12N2/c1-3-7-15-13(5-1)9-11-17(19-15)18-12-10-14-6-2-4-8-16(14)20-18/h1-12H
Smiles
c1(c2nc3c(cccc3)cc2)nc2c(cccc2)cc1

2,2'-Biquinoline Safety Profile

Hazard Codes: Irritant Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36-37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
S37/39:Wear suitable gloves and eye/face protection.
WGK Germany: 3
F: 8
HS Code: 29334990

2,2'-Biquinoline Specification

2,2'-Biquinoline , with CAS number of 135-48-8, can be called 2,2'-Diquinolyl ; Cuproine ; Cuproin .

Product Name

2,2'-Biquinoline

Synthetic route

2,2'-Biquinoline Chemical Properties

2,2'-Biquinoline Safety Profile

2,2'-Biquinoline Specification

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