4,4'-Bipyridine supplier | CasNO.553-26-4

Name
4,4'-Bipyridine
EINECS 209-036-3
CAS No. 553-26-4
Article Data128
CAS DataBase
Density 1.106 g/cm³
Solubility slightly soluble in water
Melting Point 109-112 °C(lit.)
Formula C₁₀H₈N₂
Boiling Point 304.8 °C at 760 mmHg
Molecular Weight 156.187
Flash Point 104.3 °C
Transport Information
Appearance off-white to tan powder
Safety 26-36/37/39-45
Risk Codes 25-36/37/38-20/21-23/24/25
Molecular Structure
Hazard Symbols T,Xi
Synonyms 4,4'-Bipyridyl;4,4'-Dipyridine;4,4'-Dipyridyl;4-(4-Pyridyl)pyridine;IK 12;NSC 404423;SERS420;g,g'-Bipyridyl;g,g'-Dipyridyl;
PSA 25.78000
LogP 2.14360

Synthetic route

: (4,4′-bipyridine){Ti(N[tBu](3,5-Me2C6H3))3}2

: 7553-56-2
iodine

A: 553-26-4
4,4'-bipyridine

B: ITi(N[tBu](3,5-Me2C6H3))3

Conditions

Conditions	Yield
In tetrahydrofuran for 0.5h; Inert atmosphere; Schlenk technique; Glovebox;	A n/a B 100%

...Expand

: 24573-15-7
4,4'-bipyridine N,N'-dioxide

: 553-26-4
4,4'-bipyridine

Conditions

Conditions	Yield
With titanium tetrachloride; tin(ll) chloride In benzene for 0.5h; Ambient temperature;	98%
With titanium In tetrahydrofuran for 0.25h; Ambient temperature;	97%
With titanium tetrachloride; sodium iodide In acetonitrile at 20℃; for 0.0333333h;	95%
With sodium hypophosphite; palladium on activated charcoal In acetic acid at 60℃; for 1h;	92%
With sodium hydroxide; thiourea S,S-dioxide In ethanol at 80 - 85℃; for 1.5h;	81%

: 39182-30-4
4,4'-bipyridine N-monoxide

: 553-26-4
4,4'-bipyridine

Conditions

Conditions	Yield
With titanium tetrachloride; tin(ll) chloride In benzene for 0.5h; Ambient temperature;	96%
With titanium In tetrahydrofuran for 0.25h; Ambient temperature;	94%

: 7379-35-3
4-chlorpyridine hydrochloride

: 553-26-4
4,4'-bipyridine

Conditions

Conditions	Yield
With potassium hydroxide In water; N,N-dimethyl-formamide at 35℃; for 12h; Ullmann Condensation; Inert atmosphere;	95%

: 19524-06-2
4-bromopyridine hydrochloride

: 553-26-4
4,4'-bipyridine

Conditions

Conditions	Yield
With bis(benzonitrile)palladium(II) dichloride; Tetrakis(dimethylamino)ethylen In N,N-dimethyl-formamide at 50℃; for 6h;	92%
With Tetrakis(dimethylamino)ethylen; bis(benzonitrile)palladium(II) dichloride In N,N-dimethyl-formamide at 50℃; for 6h;	52%

: 1120-87-2
4-bromopyridin

: 553-26-4
4,4'-bipyridine

Conditions

Conditions	Yield
With tetraethylammonium tosylate; bis-triphenylphosphine-palladium(II) chloride In N,N-dimethyl-formamide Ambient temperature; electrolysis;	91%
With indium; lithium chloride; palladium diacetate In N,N-dimethyl-formamide at 100℃; for 2.5h;	90%
With manganese; zirconocene dichloride; (Me)2Dipyr(H)2*NiCl2; lithium chloride In 1,2-dimethoxyethane at 20℃; for 72h; Inert atmosphere;	87%

: 1692-15-5
4-pyridylboronic acid

: 553-26-4
4,4'-bipyridine

Conditions

Conditions	Yield
With potassium phosphate In 1,4-dioxane at 85℃; for 3h; Catalytic behavior; Suzuki Coupling; Green chemistry;	88%
With Cu(OH)x has been encapsulated over montmorillonite-KSF; air In methanol at 20℃; for 0.666667h; Green chemistry;	81%
With potassium acetate; silver(l) oxide In methanol at 40℃; for 36h;	78%

: 116008-37-8
sodium pyridine-4-sulfinate

: 553-26-4
4,4'-bipyridine

Conditions

Conditions	Yield
With di-tert-butyl peroxide; palladium diacetate In acetonitrile at 60℃; for 12h;	88%

: 626-61-9
4-Chloropyridine

A: 110-86-1
pyridine

B: 553-26-4
4,4'-bipyridine

Conditions

Conditions	Yield
With 1,2-dimethoxyethane; NaH-tBuONa-Ni(OAc)2-PPh3 at 45℃; for 2h;	A 10 % Chromat. B 86%

: 626-61-9
4-Chloropyridine

: 553-26-4
4,4'-bipyridine

Conditions

Conditions	Yield
With nickel diacetate; triphenylphosphine; sodium t-butanolate In 1,2-dimethoxyethane at 45℃; for 2h;	86%
With triphenylphosphine; nickel dichloride; zinc In N,N-dimethyl-formamide at 50℃; for 5h;	82%
With triphenylphosphine; nickel dichloride; zinc In N,N-dimethyl-formamide at 50℃; for 5h;	82%
With potassium phosphate tribasic heptahydrate; chloro(2-dicyclohexylphosphino-2’,4’,6’-triisopropyl-1,1‘-biphenyl)[2-(2’-amino-1,1‘-biphenyl’)]palladium(II); bis(pinacol)diborane; XPhos In ethanol at 20℃; for 8h;	72%
With N-benzyl-N,N,N-triethylammonium chloride; sodium formate; palladium on charcoal In methanol; water

: 15854-87-2
4-iodopyridine

: 1692-15-5
4-pyridylboronic acid

: 553-26-4
4,4'-bipyridine

Conditions

Conditions	Yield
With palladium diacetate; potassium carbonate In toluene at 80℃; Reagent/catalyst; Solvent;	86%
With sodium carbonate; potassium carbonate In toluene at 80℃; for 6h; Reagent/catalyst; Solvent; Inert atmosphere;

: N,N'-dimethoxy-4,4'-bipyridyldiium bis(tetrafluoroborate)

: 553-26-4
4,4'-bipyridine

Conditions

Conditions	Yield
With sodium hydroxide; L-homocysteine; sodium hydrogencarbonate In water for 1h; pH=11; Reflux;	85%

: 1120-87-2
4-bromopyridin

: 1692-15-5
4-pyridylboronic acid

: 553-26-4
4,4'-bipyridine

Conditions

Conditions	Yield
With tetrabutylammomium bromide; potassium carbonate In water at 60 - 70℃; for 6h; Suzuki Coupling; Green chemistry;	85%
With palladium diacetate; potassium carbonate In toluene at 80℃; Reagent/catalyst;	82%
With 1-(2,6-diisopropylphenyl)-3-(2-oxo-2-(2,4,6-tri-tert-butylphenylamino)ethyl)-1H-imidazol-3-ium bromide; palladium diacetate; sodium hydrogencarbonate In dichloromethane; toluene at 100℃; for 5h; Suzuki coupling; Reflux;	75%
With palladium diacetate; potassium carbonate In toluene at 80℃; for 6h; Reagent/catalyst; Inert atmosphere;

: 154446-99-8
pyridin-4-yl trifluoromethanesulfonate

: 1692-15-5
4-pyridylboronic acid

: 553-26-4
4,4'-bipyridine

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; potassium carbonate In toluene at 80℃; for 6h; Solvent; Temperature; Reagent/catalyst; Inert atmosphere;	83%
With bis-triphenylphosphine-palladium(II) chloride; potassium carbonate In toluene at 80℃; for 6h; Reagent/catalyst; Solvent; Inert atmosphere;

: 110-86-1
pyridine

: 553-26-4
4,4'-bipyridine

Conditions

Conditions	Yield
With carbon dioxide; tetrabutylammonium perchlorate In acetonitrile at 20℃; Electrochemical reaction; Inert atmosphere;	80%
With magnesium In tetrahydrofuran at -196.15℃;	17%
With BDH laboratory sand; oxygen at 300℃; for 8h; in a glass Carius tube;	15%

: 1120-87-2
4-bromopyridin

A: 110-86-1
pyridine

B: 553-26-4
4,4'-bipyridine

Conditions

Conditions	Yield
With 1,2-dimethoxyethane; NaH-tBuONa-Ni(OAc)2-PPh3 at 45℃; for 2h;	A 20 % Chromat. B 78%

: 626-61-9
4-Chloropyridine

: 1692-15-5
4-pyridylboronic acid

: 553-26-4
4,4'-bipyridine

Conditions

Conditions	Yield
With palladium diacetate; potassium carbonate In toluene at 80℃;	77%
With palladium diacetate; potassium carbonate In toluene at 80℃; for 6h; Inert atmosphere;

: 109-04-6
2-bromo-pyridine

A: 581-47-5
4-(2-pyridyl)pyridine

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

C: 553-26-4
4,4'-bipyridine

Conditions

Conditions	Yield
With lithium In tetrahydrofuran for 10h; ultrasonic;	A 5% B 65% C 30%

...Expand

: 113964-72-0
triphenyl(pyridin-4-yl)phosphonium trifluoromethanesulfonate

: 553-26-4
4,4'-bipyridine

Conditions

Conditions	Yield
With cesium fluoride In N,N-dimethyl-formamide at 100℃; for 14h;	65%

: potassium (pyridin-4-yl)trifluoroborate

: 553-26-4
4,4'-bipyridine

Conditions

Conditions	Yield
With potassium acetate; silver(l) oxide In water at 70℃; for 48h;	65%

: 15854-87-2
4-iodopyridine

: 17984-89-3
triethoxy(thiophen-2-yl)silane

A: 553-26-4
4,4'-bipyridine

B: 21298-54-4
4-thiophen-2-yl-pyridine

Conditions

Conditions	Yield
With copper(l) iodide; cesium fluoride In N,N-dimethyl-formamide at 120℃; for 12h; Hiyama Coupling; Inert atmosphere;	A n/a B 56%

...Expand

: 470-17-7
isoalantolactone

: 15854-87-2
4-iodopyridine

A: 553-26-4
4,4'-bipyridine

B: (4aS,8aR,9aS)-8a-methyl-5-methylidene-3-[(pyridin-4-yl)methyl]-4a,5,6,7,8,8a,9,9a-octahydronaphtho[2,3-b]furan-2(4H)-one

C: (3aR,4aS,8aR,9aR,E)-8a-methyl-5-methylidene-3-[(pyridin-4-yl)methylidene]decahydronaphtho[2,3-b]furan-2(3H)-one

Conditions

Conditions	Yield
With palladium diacetate; caesium carbonate; tris-(o-tolyl)phosphine In N,N-dimethyl-formamide at 0 - 120℃; for 16h; Heck Reaction; Inert atmosphere; Molecular sieve; Sealed tube;	A n/a B 56% C 29%

...Expand

: 39574-19-1
4-(phenylsulfonyl)pyridine

: 15890-72-9
laurylmagnesium bromide

A: 553-26-4
4,4'-bipyridine

B: 59936-36-6
4-n-dodecylpyridine

Conditions

Conditions	Yield
for 4h;	A 54% B 26%

...Expand

: 39574-19-1
4-(phenylsulfonyl)pyridine

A: 553-26-4
4,4'-bipyridine

B: 59936-36-6
4-n-dodecylpyridine

Conditions

Conditions	Yield
With laurylmagnesium bromide for 4h;	A 54% B 26%

: 694-59-7
pyridine N-oxide

: 2128-93-0
biphenyl-4-yl-phenyl-methanone

A: 110-86-1
pyridine

B: 553-26-4
4,4'-bipyridine

C: 74671-91-3
phenyl-4'-biphenyl-2-pyridylcarbinol

D: 74671-90-2
phenyl-4'-biphenylyl-2-pyridylcarbinol N-oxide

Conditions

Conditions	Yield
With potassium In 1,4-dioxane for 24h; Product distribution; Ambient temperature; other alkali metals (Na, Li), var. molar ratios of input compounds;	A 4% B 18% C 17% D 52%
With potassium 1) dioxan, 3 days; 2) 24 h; Yield given. Multistep reaction. Yields of byproduct given;

...Expand

: 21970-15-0
pyridin-4-ylmagnesium bromide

: 113512-73-5
4-pyridyl p-tolyl sulfoxide

: 553-26-4
4,4'-bipyridine

Conditions

Conditions	Yield
In tetrahydrofuran for 10h; Ambient temperature;	50%

: 15854-87-2
4-iodopyridine

: 780-69-8
triethoxyphenylsilane

A: 939-23-1
p-phenylpyridine

B: 553-26-4
4,4'-bipyridine

Conditions

Conditions	Yield
With copper(l) iodide; cesium fluoride In N,N-dimethyl-formamide at 120℃; for 12h; Hiyama Coupling; Inert atmosphere;	A 48% B n/a

...Expand

: 110-86-1
pyridine

: 93845-12-6
C19H14N2O2

A: 581-47-5
4-(2-pyridyl)pyridine

B: 553-26-4
4,4'-bipyridine

C: 4394-11-0
3,4'-bipyridyl

D: 119-61-9
benzophenone

Conditions

Conditions	Yield
Irradiation; Further byproducts given;	A 44% B 20% C 23% D n/a

...Expand

: 93845-12-6
C19H14N2O2

A: 581-47-5
4-(2-pyridyl)pyridine

B: 553-26-4
4,4'-bipyridine

C: 4394-11-0
3,4'-bipyridyl

D: 119-61-9
benzophenone

Conditions

Conditions	Yield
In pyridine Ambient temperature; Irradiation; Yield given. Further byproducts given;	A 44% B 20% C 23% D n/a

...Expand

: 15854-87-2
4-iodopyridine

: 18412-57-2
p-tolyltriethoxysilane

A: 553-26-4
4,4'-bipyridine

B: 4423-10-3
4-(p-tolyl)pyridine

Conditions

Conditions	Yield
With copper(l) iodide; cesium fluoride In N,N-dimethyl-formamide at 120℃; for 12h; Hiyama Coupling; Inert atmosphere;	A n/a B 40%

...Expand

: 553-26-4
4,4'-bipyridine

: 100-39-0
benzyl bromide

: 27768-49-6
1,1’-bis(phenylmethyl)-4,4’bipyridinium bromide

Conditions

Conditions	Yield
In acetonitrile at 80℃; for 2h;	100%
In acetonitrile for 21h; Inert atmosphere; Reflux;	99%
In N,N-dimethyl-formamide at 90℃; for 12h;	96%

: 553-26-4
4,4'-bipyridine

: 106-95-6
allyl bromide

: N,N'-diallyl-γ,γ,'-dipyridinium dibromide

Conditions

Conditions	Yield
In N,N-dimethyl-formamide	100%
In acetonitrile at 70℃; for 21h; Inert atmosphere;	95%
In acetonitrile at 80℃; for 4h;	91%
In acetonitrile for 4h; Inert atmosphere; Reflux;	65%

: 553-26-4
4,4'-bipyridine

: 629-03-8
1 ,6-dibromohexane

oligo(hexylene-4,4'-bipyridinium dibromide): oligo(hexylene-4,4'-bipyridinium dibromide)

Conditions

Conditions	Yield
In ethanol at 100℃; for 24h;	100%

: 553-26-4
4,4'-bipyridine

: 557-34-6
zinc diacetate

: 110-17-8
(2E)-but-2-enedioic acid

: [Zn2(fumarate)2(4,4'-bipyridyl)]n

Conditions

Conditions	Yield
	100%

...Expand

: 553-26-4
4,4'-bipyridine

: (Zn(C60H74N4O2)(CH2CH2CH2)2)2*C60

: 99685-96-8, 161105-99-3, 161106-00-9, 111138-12-6, 133318-63-5, 134053-11-5, 134931-35-4, 134931-36-5, 139703-76-7, 145633-27-8, 175414-73-0, 175414-74-1, 175414-75-2, 175519-12-7, 175519-13-8, 175519-14-9, 175519-15-0, 136376-46-0, 144906-37-6, 144906-38-7, 151767-00-9, 152882-97-8, 152882-98-9, 152882-99-0, 153062-34-1, 154171-74-1, 154171-75-2, 154333-99-0, 154334-00-6, 154397-63-4, 154460-59-0, 199456-56-9, 108739-25-9, 120329-57-9, 120329-58-0
fullerene-C60

Conditions

Conditions	Yield
In not given	100%

: 553-26-4
4,4'-bipyridine

: 84254-57-9
pentaamminetriflatorhodium(III) triflate

: 115244-87-6
{Rh(NH3)5(4,4'-bipyridine)}(CF3SO3)3

Conditions

Conditions	Yield
In not given react. of soln. of {Rh(NH3)5(OSO2CF3)}(CF3SO3)2 and excess 4,4'-bipyridine, heating, dilution, chromy., evapn.; quantitative yield with sufficiently dry reagents;	100%

: 553-26-4
4,4'-bipyridine

: 115245-01-7
trifluoromethanesulfonatopentaamminecobalt(III) trifluoromethanesulfonate

: 115244-88-7
{Co(NH3)5(4,4'-bipyridine)}(CF3SO3)3

Conditions

Conditions	Yield
In not given react. of soln. of {Co(NH3)5(OSO2CF3)}(CF3SO3)2 and excess 4,4'-bipyridine, heating, dilution, chromy., evapn.; quantitative yield with sufficiently dry reagents;	100%

: 553-26-4
4,4'-bipyridine

: [Os(2,3,7,8,12,13,17,18-octaethylporphyrinato)]2

: 108713-60-6
poly-(μ-4,4'-bipyridine)(octaethylporphyrinato)osmium(II)

Conditions

Conditions	Yield
In toluene dissolving (Os(C20H4(C2H5)8N4))2 in toluene; addn. of NC5H4C5H4N in toluene; stirring for 1 h at room temp.; heating at reflux for 16 h;; pptn; elem. anal.;;	100%

: 553-26-4
4,4'-bipyridine

: [Ru2(μ-η4-C2O4)(MeOH)2(η6-p-iPrC6H4Me)2][O3SCF3]2

: [(C22H28O4Ru2)(4,4′-bipyridine)]2

Conditions

Conditions	Yield
In methanol (N2); stirring (room temp., 24 h); evapn. to dryness; elem. anal.;	100%

: 553-26-4
4,4'-bipyridine

: [Pr(III)2(3,5-dinitro-4-methylbenzoate)6(H2O)4]*6H2O

: 7732-18-5
water

: [Pr(III)2(3,5-dinitro-4-methylbenzoate)6(H2O)4]*2(4,4'-bipyridyl)

Conditions

Conditions	Yield
In not given guest-exchange react. between Pr-complex and bpy;	100%

...Expand

: 553-26-4
4,4'-bipyridine

: 64443-05-6
tetrakis(actonitrile)copper(I) hexafluorophosphate

: 192226-54-3
2,9-dimesityl-[1,10]-phenanthroline

: [Cu2(2,9-dimesityl-1,10-phenanthroline)2(4,4'-bipyridine)](PF6)2

Conditions

Conditions	Yield
In dichloromethane	100%

...Expand

: 553-26-4
4,4'-bipyridine

: [Pb(4-(trimethylammonio)benzenethiolate)2]2(PF6)4

: [Pb(4,4'-bipyridine)(4-(trimethylammonio)benzenethiolate)2](PF6)2

Conditions

Conditions	Yield
In neat (no solvent, solid phase) at 20℃; for 0.5h;	100%

: 553-26-4
4,4'-bipyridine

: (4,4'-bipyridinium) hexafluorosilicate

Conditions

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

: 553-26-4
4,4'-bipyridine

: 7783-68-8
niobium pentafluoride

: 4648-54-8
trimethylsilylazide

: 1628265-38-2
(Nb(N3)5)2·(4,4’-bipy)

Conditions

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

...Expand

: 553-26-4
4,4'-bipyridine

: 7783-71-3
tantalum pentafluoride

: 4648-54-8
trimethylsilylazide

: 1628265-39-3
(Ta(N3)5)2·(4,4’-bipy)

Conditions

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

...Expand

: 553-26-4
4,4'-bipyridine

: C72(13)C2H132Cl8P4Pt2Ru2

: C82(13)C2H140Cl8N2P4Pt2Ru2

Conditions

Conditions	Yield
In dichloromethane	100%

: 553-26-4
4,4'-bipyridine

: 7783-82-6
tungsten(VI) fluoride

: F6W(4,4′-bipyridine)WF6

Conditions

Conditions	Yield
In dichloromethane at -196 - 45℃; for 2h; Glovebox; Sonication;	100%

: 553-26-4
4,4'-bipyridine

: [Cu2(1-(4-{[4-(3-oxo-3-phenylpropanoyl)phenyl]methyl}phenyl)-3-phenylpropane-1,3-dione)2]

: {[Cu2(1-(4-{[4-(3-oxo-3-phenylpropanoyl)phenyl]methyl}phenyl)-3-phenylpropane-1,3-dione)2](4,4’-bipyridine)}n

Conditions

Conditions	Yield
In tetrahydrofuran; N,N-dimethyl acetamide	100%

: 553-26-4
4,4'-bipyridine

: 3095-73-6
1,2,3,4,5,6-hexa(bromomethyl)benzene

: C72H60N12(6+)*6Br(1-)

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 90℃; for 0.166667h;	100%
In N,N-dimethyl-formamide at 90℃;	99%

: 553-26-4
4,4'-bipyridine

: 10025-91-9
antimony(III) chloride

: C10H8N2*Sb(3+)*3Cl(1-)

Conditions

Conditions	Yield
In neat (no solvent) for 72h; Inert atmosphere; Sealed tube;	100%

: 553-26-4
4,4'-bipyridine

: 7789-61-9
antimony(III) bromide

: C10H8N2*Sb(3+)*3Br(1-)

Conditions

Conditions	Yield
In neat (no solvent) for 72h; Inert atmosphere; Sealed tube;	100%

: 553-26-4
4,4'-bipyridine

: 7790-44-5
antimony triiodide

: C10H8N2*Sb(3+)*3I(1-)

Conditions

Conditions	Yield
In neat (no solvent) for 72h; Inert atmosphere; Sealed tube;	100%

: 553-26-4
4,4'-bipyridine

: 23605-74-5
hexamethylenediamine-N,N,N′,N′-tetrakis(methylphosphonic acid)

: 6046-93-1
copper(II) acetate monohydrate

: 3Cu(2+)*2C10H8N2*6H2O*C10H22N2O12P4(6-)

Conditions

Conditions	Yield
In water for 0.5h;	99.6%

...Expand

: 553-26-4
4,4'-bipyridine

: 7722-64-7
potassium permanganate

: 563-63-3
silver(I) acetate

: C10H8N2*Ag(1+)*MnO4(1-)

Conditions

Conditions	Yield
In water at 20℃; for 120h; Sealed tube;	99.6%

...Expand

: 553-26-4
4,4'-bipyridine

: 7732-18-5
water

: 563-63-3
silver(I) acetate

: C2H3O2(1-)*Ag(1+)*C10H8N2*6H2O

Conditions

Conditions	Yield
for 1h; Time;	99.1%

...Expand

: 553-26-4
4,4'-bipyridine

: 74-88-4
methyl iodide

: 38873-01-7
1-methyl-4-(4-pyridyl)pyridinium iodide

Conditions

Conditions	Yield
In acetonitrile for 1h; Reflux;	99%
In dichloromethane at 20 - 37℃; Inert atmosphere;	96%
In dichloromethane Heating;	95%

: 544708-57-8
4-[4-[bis(4-t-butylphenyl)-4-ethylphenylmethyl]phenoxymethyl]benzylbromide

: 553-26-4
4,4'-bipyridine

: 1-{4-[4-tris{4-t-butylphenyl}methylphenoxymethyl]benzyl}-4-(4'-pyridinyl)-pyridinium hexafluorophosphate

Conditions

Conditions	Yield
In toluene; acetonitrile at 80℃;	99%

: 553-26-4
4,4'-bipyridine

: 7789-45-9
copper(ll) bromide

: 113720-78-8
(3).infin.[CuBr(4,4'-bipyridine)]

Conditions

Conditions	Yield
In water molar ratio Cu:bipy:H2O=1:2:167, acid digestion bomb, 170°C, 7 d; washing (water, Me2CO), drying in air;	99%

: 553-26-4
4,4'-bipyridine

: 7732-18-5
water

: 7268-92-0, 855650-62-3, 1229512-67-7
copper(II) malonate

: [Cu2(malonato)2(H2O)2(4,4'-bipyridine)]

Conditions

Conditions	Yield
In water by the react. of aq. soln. of Cu-contg. compd. with 4,4'-bipyridine in a2:1 molar ratio; elem. anal.;	99%

...Expand

4,4'-Bipyridine Consensus Reports

Reported in EPA TSCA Inventory.

4,4'-Bipyridine Specification

1.Introduction of 4,4'-Bipyridine

The 4,4'-Bipyridine is an organic compound with the formula C₁₀H₈N₂. The IUPAC name of this chemical is 4-pyridin-4-ylpyridine. With the CAS registry number 553-26-4, it is also named as 4-(4-pyridyl)pyridine. The product's categories are Pyridines; Pyridines Derivates; Pyridine; Viologens (Photochromic, Related Compounds); Functional Materials; Photochromic Compounds. Besides, it is an off-white to tan powder, which should be stored in a closed cool and dry palce. It is a pharmaceutical intermediate, which is used for organic synthesis.

2.Physical properties of 4,4'-Bipyridine

(1)ACD/LogP: 1.20; (2)ACD/LogD (pH 5.5): 1.2; (3)ACD/LogD (pH 7.4): 1.2; (4)ACD/BCF (pH 5.5): 4.82; (5)ACD/BCF (pH 7.4): 4.84; (6)ACD/KOC (pH 5.5): 107.06; (7)ACD/KOC (pH 7.4): 107.68; (8)#H bond acceptors: 2; (9)#Freely Rotating Bonds: 1; (10)Polar Surface Area: 25.78 Å²; (11)Index of Refraction: 1.58; (12)Molar Refractivity: 47.02 cm³; (13)Molar Volume: 141.1 cm³; (14)Polarizability: 18.64×10^-24cm³; (15)Surface Tension: 46.6 dyne/cm; (16)Density: 1.106 g/cm³; (17)Flash Point: 104.3 °C; (18)Enthalpy of Vaporization: 52.34 kJ/mol; (19)Boiling Point: 304.8 °C at 760 mmHg; (20)Vapour Pressure: 0.00154 mmHg at 25°C.

3.Structure descriptors of 4,4'-Bipyridine

(1)Canonical SMILES: C1=CN=CC=C1C2=CC=NC=C2
(2)InChI: InChI=1S/C10H8N2/c1-5-11-6-2-9(1)10-3-7-12-8-4-10/h1-8H
(3)InChIKey: MWVTWFVJZLCBMC-UHFFFAOYSA-N

4. Preparation of 4,4'-Bipyridine

The 4,4'-Bipyridine can be prepared by 4-chloro-pyridine. This reaction will need reagent NiCl₂, P(Ph)₃, Zn and solvent dimethylformamide. The reaction time is 5 hours with reaction temperature of 82 °C. The yield is about 50%.

5. Uses of 4,4'-Bipyridine

4,4'-Bipyridine can be used to produce [4,4']bipyridyl-2,2'-diyldiamine at temperature of 200 °C. It will need reagent cumene and sodium amide.

6.Safety informatino of 4,4'-Bipyridine

It is harmful by inhalation and in contact with skin and toxic by inhalation, in contact with skin and if swallowed. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Besides, this chemical is irritating to eyes, respiratory system and skin. When you are using it, wear suitable gloves and eye/face protection. In case of accident or if you feel unwell seek medical advice immediately (show the label where possible).

7.The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
rat	LD50	oral	172mg/kg (172mg/kg)	SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: DYSPNEA	Journal of Toxicology and Environmental Health. Vol. 10, Pg. 363, 1982.

Product Name

4,4'-Bipyridine

Synthetic route

4,4'-Bipyridine Consensus Reports

4,4'-Bipyridine Specification

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