2,2'-Dipyridyl supplier | CasNO.366-18-7

Name
2,2'-Bipyridine
EINECS 206-674-4
CAS No. 366-18-7
Article Data335
CAS DataBase
Density 1.106 g/cm³
Solubility 5.5 g/L 22 ºC
Melting Point 70-73 °C(lit.)
Formula C₁₀H₈N₂
Boiling Point 272.499 °C at 760 mmHg
Molecular Weight 157.195
Flash Point 107.243 °C
Transport Information UN 2811 6.1/PG 3
Appearance White crystalline powder
Safety 36/37-45-36/37/39-26
Risk Codes 25-36/37/38-20/21-23/24/25
Molecular Structure
Hazard Symbols T, Xi
Synonyms 2,2'-Bipyridine;alpha,alpha'-Dipyridyl;2-(2-Pyridyl)pyridine;
PSA 25.78000
LogP 2.14360

Synthetic route

: 109-04-6
2-bromo-pyridine

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

Conditions

Conditions	Yield
With palladium diacetate; potassium carbonate In water; N,N-dimethyl-formamide at 210℃; for 24h; Catalytic behavior; Solvent; Reagent/catalyst;	100%
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; cesium fluoride In dimethyl sulfoxide at 120℃; for 8h;	96%
With bis(triphenylphosphine)nickel(II) chloride; sodium hydride; triphenylphosphine; zinc In toluene at 70 - 90℃; Ullmann-type coupling;	93%

: 115981-39-0
ethyl(1,1,1,3,3,3-hexafluoro-2-propoxo)(2,2'-bipyridine)nickel

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

B: 24499-62-5
1,1,1,3,3,3-hexafluoropropan-2-yl propionate

Conditions

Conditions	Yield
With carbon monoxide In tetrahydrofuran Addn. of CO (ambient pressure) to metal complex (THF, room temp.), stirring (2.5 h).; Trap-to-trap distn., GLC anal.;	A 100% B 97%

: 115981-38-9
methyl(1,1,1,3,3,3-hexafluoro-2-propoxo)(2,2'-bipyridine)nickel

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

B: 6919-79-5
1,1,1,3,3,3-hexafluoropropan-2-yl acetate

Conditions

Conditions	Yield
With carbon monoxide In tetrahydrofuran Addn. of CO (ambient pressure) to metal complex (THF, room temp.), stirring (2.5 h).; Trap-to-trap distn., GLC anal.;	A 100% B 98%

: 5029-67-4
2-iodopyridine

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

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; johnphos; bis(dibenzylideneacetone)-palladium(0) In 1-methyl-pyrrolidin-2-one at 20℃; for 12h;	99%
With sodium hydroxide; triethylammonium formate; zinc In methanol for 2.5h; Heating;	92%
With sodium hydroxide; ammonium formate; zinc In methanol for 2.5h; Heating;	90%

: 109-09-1
2-chloropyridine

: C10H13BNO3(1-)*C16H36N(1+)

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

Conditions

Conditions	Yield
With (2-hydroxyethyl)(methyl)amine; copper(l) iodide; dichloro(1,3-bis(dicyclohexylphosphino)propane)palladium In N,N-dimethyl-formamide at 100℃; for 16h; Suzuki-Miyaura Coupling; Inert atmosphere;	99%

: 33421-43-1
2,2'-bipyridyl N-oxide

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

Conditions

Conditions	Yield
With (4,4′-di-tert-butyl-2,2′-bipyridine)bis[(2-pyridinyl)phenyl]iridium(III) hexafluorophosphate; di-tert-butyl 1,4-dihydro-2,6-dimethyl-3,5-pyridine-dicarboxylate In 2,2,2-trifluoroethanol; acetonitrile at 20℃; for 3h; Inert atmosphere; Irradiation; chemoselective reaction;	98%
With (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; hydrazine hydrate In dimethyl sulfoxide at 20℃; for 27h; Inert atmosphere; Irradiation; chemoselective reaction;	96%
With N-Bromosuccinimide In chlorobenzene at 150℃; for 17h;	20 %Spectr.

: 100-70-9
2-Cyanopyridine

: 74-86-2
acetylene

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

Conditions

Conditions	Yield
In 5,5-dimethyl-1,3-cyclohexadiene at 170℃; for 16h;	97.4%
With cyclooctadienyl cobalt at 140 - 190℃; for 2h; Temperature; Autoclave;	250 g

: 29745-44-6
pyridine-2-carbonyl chloride

: 109-73-9
N-butylamine

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

Conditions

Conditions	Yield
With dmap; copper(II) ethylacetoacetate; C26H36NP; silver(I) acetate In 1,2-dichloro-ethane at 90℃; for 8h; Reagent/catalyst;	96.7%

: 109-09-1
2-chloropyridine

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

Conditions

Conditions	Yield
With potassium hydroxide In water; N,N-dimethyl-formamide at 35℃; for 12h; Reagent/catalyst; Ullmann Condensation; Inert atmosphere;	96%
With aluminum oxide; nickel(II) chloride hexahydrate; sodium hydroxide; zinc In methanol; water at 50℃; for 3h; Reagent/catalyst; Temperature;	95%
With manganese; nickel(II) bromide trihydrate In N,N-dimethyl-formamide at 20 - 60℃; for 20h; Inert atmosphere;	86%

: 7275-43-6
[2,2']bipyridinyl 1,1'-dioxide

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

Conditions

Conditions	Yield
With titanium tetrachloride; tin(ll) chloride In benzene for 0.5h; Ambient temperature;	95%
With titanium In tetrahydrofuran for 0.25h; Ambient temperature;	90%
With sodium hypophosphite; palladium on activated charcoal In acetic acid at 60℃; for 1h;	90%

: 619-44-3
methyl 4-iodobenzoate

: 13737-05-8
2-trimethylstannylpyridine

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

B: 98061-21-3
4-pyridin-2-yl-benzoic acid methyl ester

Conditions

Conditions	Yield
bis-triphenylphosphine-palladium(II) chloride In tetrahydrofuran Heating;	A n/a B 95%

...Expand

: 345911-20-8, 19542-80-4, 158060-65-2, 34795-02-3, 15746-57-3
cis-dichlorobis(2,2′-bipyridine)ruthenium(II)

: 86783-78-0
{Ag(2,2'-bipyridine)2}ClO4

: sodium perchlorate

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

B: {ruthenium(II) (2,2'-bipyridine)3}(ClO4)2*H2O

Conditions

Conditions	Yield
In methanol byproducts: AgCl; heated to reflux for 15 min; cooled, filtered, concd., addn. of an aq. soln. of NaClO4, pptn. filtered off, washed with diethyl ether, recrystn. (water or water-methanol 9:1); elem. anal.;	A n/a B 95%

...Expand

: 30091-53-3
3-(pyridin-2-yl)-1,2,4-triazine

: 4704-31-8
vinyl caprate

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

Conditions

Conditions	Yield
Aza-Diels-Alder reaction;	93.3%

: 109-04-6
2-bromo-pyridine

: 98-80-6
phenylboronic acid

A: 1008-89-5
2-phenylpyridine

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

Conditions

Conditions	Yield
With potassium phosphate; palladium diacetate In water at 100℃; for 4h; Suzuki Coupling; Inert atmosphere; Green chemistry;	A 92% B n/a
With 1-(4-bromobenzyl)-3-(4-chlorobenzyl)benzimidazolium chloride; palladium diacetate; potassium carbonate In water; N,N-dimethyl-formamide at 120℃; for 0.166667h; Reagent/catalyst; Suzuki-Miyaura Coupling; Microwave irradiation;	A 67.0 %Spectr. B 27.2 %Spectr.

...Expand

: 109-09-1
2-chloropyridine

2-pyridylboronic acid glycol ester: 2-pyridylboronic acid glycol ester

trans-di-μ-acetato-bis[2-[bis(1,1 -dimethylethyl)phosphino]-2-methylpropyl-C,P]dipalladium: trans-di-μ-acetato-bis[2-[bis(1,1 -dimethylethyl)phosphino]-2-methylpropyl-C,P]dipalladium

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

Conditions

Conditions	Yield
With potassium hydroxide; tetrabutyl-ammonium chloride; lithium chloride In tetrahydrofuran; ethanol	91%

...Expand

: 345911-20-8, 19542-80-4, 158060-65-2, 34795-02-3, 15746-57-3
cis-dichlorobis(2,2′-bipyridine)ruthenium(II)

: Ag(2,2'-bipyridine)2NO3

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

B: {Ru(2,2'-bipyridine)3}(NO3)2*6H2O

Conditions

Conditions	Yield
With NaNO3 In methanol byproducts: AgCl; heated to reflux for 15 min; cooled, filtered, concd., addn. of an aq. soln. of NaNO3, pptn. filtered off, washed with diethyl ether, recrystn. (water or water-methanol 9:1); elem. anal.;	A n/a B 90%

...Expand

: 17997-47-6
2-tri-n-butylstannylpyridine

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

Conditions

Conditions	Yield
With palladium diacetate; copper dichloride In tetrahydrofuran at 23℃; for 1h;	89%
With iodine; copper dichloride In N,N-dimethyl-formamide at 100℃; for 4h;	85%
With bis(η3-allyl-μ-chloropalladium(II)); N-(2-(diphenylphosphino)phenyl)methylene benzenamine In N,N-dimethyl-formamide at 70℃; for 72h;	79%
With air; Pd-organostannane In N,N-dimethyl-formamide at 70℃; for 72h;	79%

: 30091-53-3
3-(pyridin-2-yl)-1,2,4-triazine

: 121-46-0
bicyclo[2.2.1]hepta-2,5-diene

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

Conditions

Conditions	Yield
In xylene at 90 - 120℃; Aza-Diels-Alder reaction;	88.2%

: 100-70-9
2-Cyanopyridine

: 131543-46-9
Glyoxal

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

Conditions

Conditions	Yield
	88.2%

: 100-70-9
2-Cyanopyridine

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

Conditions

Conditions	Yield
	88.2%

: 5707-04-0
Phenylselenyl chloride

: 26437-49-0
tris(2-pyridyl)phosphine oxide

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

B: 5-phenylseleno-2,2'-bipyridyl

Conditions

Conditions	Yield
In methanol at 20℃; for 24h;	A 12% B 88%
In methanol at 20℃; for 24h;	A 36% B 57%

...Expand

: 197958-29-5
pyridin-2-ylboronic acid

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

Conditions

Conditions	Yield
With palladium diacetate at 20℃; for 0.5h;	87%
With potassium phosphate In 1,4-dioxane at 85℃; for 3h; Catalytic behavior; Suzuki Coupling; Green chemistry;	82%
With nano-CuO-grafted triazine-functionalized covalent organic framework In methanol at 60℃; Catalytic behavior;	59%

: [(1-phenyl-3-methyl-4-(trimethylacetyl)pyrazol-5-one)3(2,2'-bipyridine)gadolinium(III)]*H2O

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

B: [(1-phenyl-3-methyl-4-(trimethylacetyl)pyrazol-5-one)3gadolinium(III)]

Conditions

Conditions	Yield
In neat (no solvent) heated at 200°C under vacuum for 1 h; temperature increased to 300°C, and the complex sublimed over 5 h, resublimed (300°C, 1E-7 mbar), elem. anal.;	A n/a B 85%

: 21970-13-8
(pyridin-2-yl)magnesium bromide

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

Conditions

Conditions	Yield
With lithium perchlorate; palladium diacetate In toluene at 100℃; for 15h; Reagent/catalyst; Inert atmosphere;	85%
With 4,4'-di-tert-butylbiphenyl; lithium; iron(II) chloride In tetrahydrofuran; diethyl ether at 20℃; for 4h; Inert atmosphere;	75%
With C19H3F17 at 60℃; for 24h; Schlenk technique; Inert atmosphere;	44%

: 126963-91-5
benzyltri(2-(4-methylpyridyl))phosphonium bromide

A: 108-89-4
picoline

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

C: 1134-35-6
4,4'-dimethyl-2,2'-bipyridines

Conditions

Conditions	Yield
With hydrogenchloride In water for 0.5h; Product distribution; Ambient temperature; variation of pH, temp. and time;	A 17% B n/a C 84%

...Expand

: 1122-62-9
2-acetylpyridine

: 109-76-2
Trimethylenediamine

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

Conditions

Conditions	Yield
With oxygen; palladium diacetate; toluene-4-sulfonic acid In tetrahydrofuran for 12h; Reflux;	84%
With hydrogenchloride; iodine; oxygen In dimethyl sulfoxide at 80℃; for 4h;	82%
With oxygen; copper(II) bis(trifluoromethanesulfonate); toluene-4-sulfonic acid In hexan-1-ol at 110℃; for 24h; Sealed tube; Schlenk technique;	27%

: 5029-67-4
2-iodopyridine

A: 110-86-1
pyridine

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

Conditions

Conditions	Yield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; cesium fluoride In 2-pentanol at 100℃; for 12h; Inert atmosphere;	A 16.5% B 83.5%

: 17624-36-1
2-pyridyllithium

: 26437-49-0
tris(2-pyridyl)phosphine oxide

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

Conditions

Conditions	Yield
In tetrahydrofuran for 5h; Heating;	82%

: 92686-20-9
2,2′-sulfinyldipyridine

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

B: 882-33-7
diphenyldisulfane

Conditions

Conditions	Yield
With phenyllithium In tetrahydrofuran at -78℃; for 0.25h;	A 82% B 53%

: 591-51-5
phenyllithium

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

B: 882-33-7
diphenyldisulfane

Conditions

Conditions	Yield
With 2,2′-sulfinyldipyridine In tetrahydrofuran at -78℃; for 0.25h;	A 82% B 53%

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

: 33421-43-1
2,2'-bipyridyl N-oxide

Conditions

Conditions	Yield
With water; dihydrogen peroxide; trifluoroacetic acid for 2h; Ambient temperature;	100%
With dihydrogen peroxide; trifluoroacetic acid at 10 - 20℃; for 3h;	100%
With dihydrogen peroxide In trifluoroacetic acid at 10 - 20℃; for 3h;	100%

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

: 109-64-8
1,3-dibromo-propane

: 2895-98-9
6H-7,8-dihydropyrido<1,2-a:2,1-c><1,4>diazepine-5,9-diium dibromide

Conditions

Conditions	Yield
In acetone Heating;	100%
for 12h; Reflux;	90%
In acetonitrile

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

: 7646-78-8
tin(IV) chloride

: [SnCl4(2,2'-bipyridine)]

Conditions

Conditions	Yield
In tetrachloromethane under N2; soln. of SnCl4 in CCl4 mixed with ligand (molar ratio 1:2); stirred for several h; filtered; solid washed with petroleum ether; dried in vac.; stored in desiccator over CaCl2; elem. anal.;	100%

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

: 12146-37-1, 124717-04-0
(bicyclo[2.2.1]hepta-2,5-diene)tetracarbonylmolybdenum(0)

A: 15668-64-1
tetracarbonyl(2,2'-bipyridine)molybdenum

B: 121-46-0
bicyclo[2.2.1]hepta-2,5-diene

Conditions

Conditions	Yield
In tetrahydrofuran reaction in a calorimeter under argon;	A 100% B n/a

...Expand

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

: 3677-81-4
diphenylboronchloride

: 14075-86-6
(C5H4N)2B(C6H5)2(1+)*Cl(1-)={(C5H4N)2B(C6H5)2}Cl

Conditions

Conditions	Yield
In benzene	100%
In nitrobenzene	78%
In not given
In not given

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

: 177570-08-0, 7789-30-2, 676353-69-8
bromine pentafluoride

: brominepentafluoride * α,α'-bipyridine

Conditions

Conditions	Yield
In trichlorofluoromethane addn. of CCl3F to 1.00 mmol BrF5 at -78°C; dissolving; addn. of 1 mmol C5H4NC5H4N at -45°C; pptn.; heating to -40°C in 2h; filtration;; washing twice with CCl3F at -40°C; drying in high vac. at -30°C;;	100%

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

: 75-77-4
chloro-trimethyl-silane

: molybdenium(II) acetate dimer

: 51731-39-6
Mo2Cl4(C10H8N2)2

Conditions

Conditions	Yield
In tetrahydrofuran (Ar); stirring (1 h); washing (hexane), drying (vac.); elem. anal.;	100%

...Expand

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

: 690634-60-7
[palladium(II)(μ-Cl)(C6H4-2-PPh2NPh-κC,N)]2

: silver perchlorate

: 880545-59-5
palladium(II)(C6H4-2-PPh2NPh-κC,N)(2,2'-bipyridine)perchlorate

Conditions

Conditions	Yield
In acetone byproducts: AgCl; suspn. of Pd complex in acetone treated with AgClO4, stirred at room temp. for 30 min (exclusion of light), filtered, treated with ligand, stirred at room temp. for 4 h; evapd., treated with Et2O, filtered, dried, elem. anal.;	100%

...Expand

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

: 138606-31-2
Mo(OCH2CHC(CH3)2)2O2(C(2)H3CN)2

: 138606-32-3
Mo(OCH2CHC(CH3)2)2O2(C5H4NC5H4N)

Conditions

Conditions	Yield
In [D3]acetonitrile determined by NMR;	100%

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

: 8Cu(1+)*8((CH3)2CH)3C6H2S(1-)=[CuS((CH3)2CH)3C6H2]8

: [CuS((CH3)2CH)3C6H2]4((C5H4N)2)2

Conditions

Conditions	Yield
In toluene Ar atm.; stirring (10 min); concn., addn. of hexane, crystn. (-30°C), filtn., drying (40°C, vac.); elem. anal.;	100%

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

: 6Cu(1+)*6((CH3)2CH)3C6H2Se(1-)=[CuSe((CH3)2CH)3C6H2]6

: [CuSe((CH3)2CH)3C6H2]2((C5H4N)2)2

Conditions

Conditions	Yield
In toluene Ar atm.; stirring; concn., addn. of hexane, crystn. (-30°C), filtn., drying (40°C, vac.);	100%

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

: 105286-78-0
[Pd(η4-1,5-cyclooctadiene)(C6F5)2]

: cis-Pd(C6F5)2(2,2'-bipyridine)

Conditions

Conditions	Yield
In tetrahydrofuran Pd-complex reacted with ligand in THF, according to a) C. De Haro, G. Garcia, G. Sanchez and G. Lopez, J. Chem. Res. (S), 1986, 119; b) P. Espinet, J. M. Martinez-Ilarduya, C. Perez-Briso, A. L. Casado and A. M. Alonso, J. Organomet. Chem., 1998, 551, 9;	100%

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

: 254734-81-1
[Ir(III)(η5-pentamethylcyclopentadienyl)(H2O)3](SO4)

: 519140-49-9
[Ir(III)Cp*(bpy)(OH2)](SO4)

Conditions

Conditions	Yield
In water at 20℃; for 12h;	100%
In water at 20℃; for 18h; Inert atmosphere;	100%

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

: 53642-37-8, 21417-64-1
[Co(dibenzoylmethanato)2(H2O)2]

: 163733-16-2
[Co(1,3-diphenylpropane-1,3-dionate)2(2,2'-bipyridine)]

Conditions

Conditions	Yield
In tetrahydrofuran 2,2'-bipyridine (0.15 mmol) added to soln. of Co complex (0.15 mmol) (stirring); stirred (room temp., 1 h); evapd. slolwy (room temp.); elem. anal.;	100%

: 110-86-1
pyridine

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

: 163932-31-8
[(99)technetium(I)(carbonyl)3(H2O)3]

: C18H13N3O3(99)Tc(1+)*Cl(1-)

Conditions

Conditions	Yield
Stage #1: [2,2]bipyridinyl; [(99)technetium(I)(carbonyl)3(H2O)3] With hydrogenchloride; sodium chloride In water at 40℃; for 0.5h; pH=6; Inert atmosphere; Stage #2: pyridine In water at 40℃; for 0.333333h; Inert atmosphere;	100%

...Expand

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

: (2,2'-bipyridinium) hexafluorosilicate

Conditions

Conditions	Yield
With fluorosilicic acid In methanol; water at 20℃;	100%

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

: 7783-68-8
niobium pentafluoride

: 4648-54-8
trimethylsilylazide

: [NbF4(2,2’-bipy)2][Nb(N3)6]

Conditions

Conditions	Yield
In acetonitrile at -196 - 20℃; for 6h;	100%

...Expand

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

: 7783-68-8
niobium pentafluoride

: 4648-54-8
trimethylsilylazide

: 1628265-29-1
[Nb(N3)4(2,2’-bipy)2][Nb(N3)6]

Conditions

Conditions	Yield
In acetonitrile at -196 - 20℃; for 6h;	100%

...Expand

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

: 7783-71-3
tantalum pentafluoride

: 4648-54-8
trimethylsilylazide

: [TaF4(2,2’-bipy)2][Ta(N3)6]

Conditions

Conditions	Yield
In acetonitrile at -196 - 20℃; for 6h;	100%

...Expand

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

: 7783-71-3
tantalum pentafluoride

: 4648-54-8
trimethylsilylazide

: 1628265-31-5
[Ta(N3)4(2,2’-bipy)2][Ta(N3)6]

Conditions

Conditions	Yield
In acetonitrile at -196 - 20℃; for 6h;	100%

...Expand

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

: vanadium(V) oxoazide

: [(2,2’-bipyridine)VO(N3)3]

Conditions

Conditions	Yield
In acetonitrile for 0.25h; Sealed tube;	100%

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

: C44H68ClIr2N8O8(1+)*C32H12BF24(1-)

: 79060-88-1
sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate

: C32H42IrN6O4(1+)*C32H12BF24(1-)

Conditions

Conditions	Yield
at 19.84℃; for 0.25h;	100%

...Expand

: 17084-13-8
potassium hexafluorophosphate

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

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

: (2,2’-bipyridine)bis(1,10-phenanthroline)ruthenium(II)hexafluorophosphate

Conditions

Conditions	Yield
In ethylene glycol at 160℃; for 0.25h; Microwave irradiation;	100%

...Expand

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

: 7677-24-9
trimethylsilyl cyanide

: 7783-56-4
antimony(III) fluoride

: Sb(CN)3(2,2’-bipyridine)

Conditions

Conditions	Yield
In acetonitrile at -196 - 20℃; for 1h; Autoclave;	100%

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

: 7677-24-9
trimethylsilyl cyanide

: 3CN(1-)*C10H8N2*As(3+)

Conditions

Conditions	Yield
With arsenic(III) fluoride In acetonitrile at -196 - 20℃; for 1h; Autoclave;	100%

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

: indium(III) trifluoride

: 7677-24-9
trimethylsilyl cyanide

: [(2,2’-bipyridine)In(CN)3]*2,2’-bipyridine

Conditions

Conditions	Yield
In acetonitrile at -196 - 20℃; for 8h; Autoclave;	100%

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

: 553-91-3
lithium oxalate

: 34946-82-2
copper(II) bis(trifluoromethanesulfonate)

: [Cu2(2,2'-bipyridine)2(H2O)2(C2O4)](CF3SO3)2

Conditions

Conditions	Yield
In water	100%

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2,2'-Dipyridyl Specification

The 2,2'-Bipyridine, with the CAS registry number 366-18-7 and EINECS registry number 206-674-4, is also called 2-(2-pyridyl)pyridine. And the molecular formula of this chemical is C₁₀H₈N₂. It is a kind of colorless solid, commonly abbreviated bipy or bpy, and is an important isomer of the bipyridine family. It is a bidentate chelating ligand, forming complexes with many transition metals. Ruthenium complex and platinum complexes of bipy exhibit intense luminescence, which may have practical applications.

The physical properties of 2,2'-Bipyridine are as following: (1)ACD/LogP: 1.69; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.661; (4)ACD/LogD (pH 7.4): 1.694; (5)ACD/BCF (pH 5.5): 10.576; (6)ACD/BCF (pH 7.4): 11.404; (7)ACD/KOC (pH 5.5): 184.252; (8)ACD/KOC (pH 7.4): 198.676; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 25.78 Å²; (13)Index of Refraction: 1.581; (14)Molar Refractivity: 47.027 cm³; (15)Molar Volume: 141.166 cm³; (16)Polarizability: 18.643×10^-24cm³; (17)Surface Tension: 46.65 dyne/cm; (18)Density: 1.106 g/cm³; (19)Flash Point: 107.243 °C; (20)Enthalpy of Vaporization: 49.023 kJ/mol; (21)Boiling Point: 272.499 °C at 760 mmHg; (22)Vapour Pressure: 0.01 mmHg at 25°C.

Uses and preparation of 2,2'-Bipyridine: It is used as analytical reagent for the determination of iron, silver, cadmium, molybdenum. It is also used as redox indicator. What's more, it can be prepared by the dehydrogenation of pyridine using Raney nickel:

2,2'-Bipyridine can be prepared by the dehydrogenation of pyridine using Raney nickel

You should be cautious while dealing with this chemical. It is toxic if swallowed. Therefore, you had better take the following instructions: Wear suitable protective clothing and gloves, and in case of accident or if you feel unwell, seek medical advice immediately (show label where possible).

You can still convert the following datas into molecular structure:
(1)SMILES: c1ccnc(c1)c2ccccn2
(2)InChI: InChI=1/C10H8N2/c1-3-7-11-9(5-1)10-6-2-4-8-12-10/h1-8H
(3)InChIKey: ROFVEXUMMXZLPA-UHFFFAOYAP

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intraperitoneal	200mg/kg (200mg/kg)	KIDNEY, URETER, AND BLADDER: OTHER CHANGES IN URINE COMPOSITION KIDNEY, URETER, AND BLADDER: OTHER CHANGES	Journal of Pharmacology and Experimental Therapeutics. Vol. 196, Pg. 478, 1976.
mouse	LD50	oral	330mg/kg (330mg/kg)		United States Patent Document. Vol. #3875163,
rat	LD50	intraperitoneal	150mg/kg (150mg/kg)		Polish Journal of Pharmacology and Pharmacy. Vol. 27, Pg. 619, 1975.
rat	LD50	oral	100mg/kg (100mg/kg)	BEHAVIORAL: MUSCLE WEAKNESS KIDNEY, URETER, AND BLADDER: OTHER CHANGES IN URINE COMPOSITION BLOOD: HEMORRHAGE	Journal of Toxicology and Environmental Health. Vol. 10, Pg. 363, 1982.
rat	LD50	subcutaneous	131mg/kg (131mg/kg)		Journal of Pharmacology and Experimental Therapeutics. Vol. 135, Pg. 317, 1962.

Product Name

2,2'-Bipyridine

Synthetic route

2,2'-Dipyridyl Specification

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