Conditions | Yield |
---|---|
With trimethyl phosphite; hexafluorophosphoric acid at 0 - 60℃; for 15h; Inert atmosphere; neat (no solvent); | 96% |
With potassium hexafluorophosphate In dichloromethane; water at 20℃; for 24h; | 88% |
With potassium hexafluorophosphate In dichloromethane; water at 20℃; for 24h; | 88% |
tert-butylammonium hexafluorophosphate(V)
Conditions | Yield |
---|---|
With silver(I) hexafluorophosphate In dichloromethane; acetonitrile at 20℃; for 10h; Darkness; | 92% |
tetrabutyl-ammonium chloride
phosphonic acid diethyl ester
tert-butylammonium hexafluorophosphate(V)
Conditions | Yield |
---|---|
Stage #1: phosphonic acid diethyl ester With potassium fluoride; oxalyl dichloride In acetonitrile at 20℃; Glovebox; Sealed tube; Inert atmosphere; Stage #2: tetrabutyl-ammonium chloride In water at 20℃; for 0.166667h; Glovebox; Sealed tube; Inert atmosphere; | 59% |
Conditions | Yield |
---|---|
In dichloromethane at 26℃; Equilibrium constant; 1.3 - 1.5 M-1; |
Conditions | Yield |
---|---|
In not given recrystn.(ethanol/water), drying (vacuo, 24 h, 80°C); |
B
tert-butylammonium hexafluorophosphate(V)
C
1,5-dicyclooctadiene
Conditions | Yield |
---|---|
In dichloromethane addn. of TPPTSNBu4 to Ni-compd. (high 2/1 ratio) in CH2Cl2, room temp.; detd. spectr.; sepn. of cod by evapn.; pptn. of NBu4PF6; |
C
tert-butylammonium hexafluorophosphate(V)
D
1,5-dicyclooctadiene
Conditions | Yield |
---|---|
In dichloromethane addn. of TPPTSNBu4 to Ni-compd. (low 2/1 ratio) in CH2Cl2, room temp.; detd. spectr.; sepn. of cod by evapn.; pptn. of NBu4PF6; |
Conditions | Yield |
---|---|
With hexafluorophosphate In water | |
With hexafluorophosphoric acid In water | |
With hexafluorophosphoric acid In water Inert atmosphere; Schlenk technique; |
potassium hexafluorophosphate
tetrabutyl-ammonium chloride
tert-butylammonium hexafluorophosphate(V)
Conditions | Yield |
---|---|
In water for 24h; |
Conditions | Yield |
---|---|
In water |
Conditions | Yield |
---|---|
In water |
Conditions | Yield |
---|---|
With hexafluorophosphoric acid; sodium hydroxide |
tetrabutylammonium benzoate
B
tert-butylammonium hexafluorophosphate(V)
Conditions | Yield |
---|---|
In acetonitrile at 20℃; Equilibrium constant; Inert atmosphere; |
tetra-n-butylammonium p-nitrophenoxide
B
tert-butylammonium hexafluorophosphate(V)
Conditions | Yield |
---|---|
In acetonitrile at 20℃; Equilibrium constant; Inert atmosphere; |
Conditions | Yield |
---|---|
In acetonitrile at 20℃; Equilibrium constant; Thermodynamic data; Inert atmosphere; |
tetrabutylammonium benzoate
B
tert-butylammonium hexafluorophosphate(V)
Conditions | Yield |
---|---|
In acetonitrile at 20℃; Equilibrium constant; Inert atmosphere; |
(perfluorophenyl)(phenyl)iodonium hexafluorophosphate
tetrabutylammonium benzoate
B
tert-butylammonium hexafluorophosphate(V)
Conditions | Yield |
---|---|
In acetonitrile at 20℃; Equilibrium constant; Inert atmosphere; |
tetra-n-butylammonium p-nitrophenoxide
B
tert-butylammonium hexafluorophosphate(V)
Conditions | Yield |
---|---|
In acetonitrile at 20℃; Equilibrium constant; Inert atmosphere; |
(perfluorophenyl)(phenyl)iodonium hexafluorophosphate
tetra-n-butylammonium p-nitrophenoxide
B
tert-butylammonium hexafluorophosphate(V)
Conditions | Yield |
---|---|
In acetonitrile at 20℃; Equilibrium constant; Inert atmosphere; |
Conditions | Yield |
---|---|
In acetonitrile at 20℃; Equilibrium constant; Thermodynamic data; Inert atmosphere; |
tetra-n-butylammonium p-nitrophenoxide
diphenyliodonium hexafluorophosphate
B
tert-butylammonium hexafluorophosphate(V)
Conditions | Yield |
---|---|
In acetonitrile at 20℃; Equilibrium constant; Inert atmosphere; |
Conditions | Yield |
---|---|
In ethanol; dichloromethane Re complex dissolved in ethanol, soln. of triethylphosphine in CH2Cl2 added, reflued for 1 h under N2, tetrabutylammonium hexafluorophosphate added; concd., frozen overnight, crystal collected, washed with toluene, ether;elem. anal.; | 99% |
Conditions | Yield |
---|---|
In ethanol; dichloromethane Re complex dissolved in ethanol, soln. of diethylphenylphosphine in CH2Cl2 added, heated for 1 h under N2, tetrabutylammonium hexafluorophosphate added to warm soln.; cooled to room temp., ppt. filtered, washed with toluene, cold ethanol, ether; elem. anal.; | 99% |
Conditions | Yield |
---|---|
In ethanol; dichloromethane Re complex dissolved in ethanol, soln. of triphenylphosphine in CH2Cl2 added, heated for 1 h under N2, tetrabutylammonium hexafluorophosphate added to warm soln.; cooled to room temp., ppt. filtered, washed with toluene, cold ethanol, ether; elem. anal.; | 99% |
aqua[N,N'-ethylenebis(acetylacetone iminato)]oxotechnetium(V) bromide
tert-butylammonium hexafluorophosphate(V)
ethyl-diphenyl-phosphane
trans-bis(diphenylethylphosphine)(N,N'-ethylenebis(acetylacetone iminato))technetium(III) hexafluorophosphate
Conditions | Yield |
---|---|
In methanol adding of PEtPh2 to MeOH soln. of Tc(V) complex, stirring for 15 min atroom temp., adding of Bu4NPF6; filtration, concn., cooling overnight, filtration, washing with H2O, drying in vac. over P2O5; | 98% |
2-[(2-pyridylmethyl)(2'-pyridylethyl)amino-methyl]-4-methyl-6-(methylthio)phenol
tert-butylammonium hexafluorophosphate(V)
Conditions | Yield |
---|---|
With N(CH2CH3)3 In methanol refluxing mixt. of 2 equiv. of copper compd., 3 equiv. of phenol. deriv.and amine deriv. in methanol for 1 h, addn. of hexafluorophosphate salt; filtration, washing with cold methanol, drying in vac., elem. anal.; | 97% |
tert-butylammonium hexafluorophosphate(V)
Conditions | Yield |
---|---|
With HCl In ethanol (under N2), a sample of the Os-compound was suspended in EtOH, which had been chilled in an ice bath and saturated with gaseous HCl, mixture was refluxed for 1.5 h, treated with an EtOH soln. containing an excess of n-Bu4NPF6; removal of the solvent, resulting green oil was dissolved in CH2Cl2, addn. of ethanol, diethyl ether was carefully layered over the soln., pptn., filtn., product was washed (ethanol, diethyl ether), drying under vacuum; | 96% |
tert-butylammonium hexafluorophosphate(V)
Conditions | Yield |
---|---|
In dichloromethane under N2; solid (NBu4)(PF6) added to the Rh-complex in CH2Cl2; crystn. on addn. of ethanol, elem. anal.; | 95% |
tert-butylammonium hexafluorophosphate(V)
Conditions | Yield |
---|---|
In dichloromethane under N2; solid (NBu4)(PF6) added to the Rh-complex in CH2Cl2; crystn. on addn. of ethanol, elem. anal.; | 95% |
bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]
2,2'-azopyridine
tert-butylammonium hexafluorophosphate(V)
[(η5-C5Me5)Ir(2,2'-azobis(pyridine))Cl]PF6
Conditions | Yield |
---|---|
In methanol suspn. of complex and azo compound in CH3OH stirred for 3 h, concd., treated with 3 equiv of Bu4NPF6 in methanol; ppt. filtered off, washed with methanol and diethyl ether, dried under vac.; elem. anal.; | 95% |
di[1,4-bis(dimethylamino)-η6-benzene]chromium
tert-butylammonium hexafluorophosphate(V)
di[1,4-bis(dimethylamino)-η6-benzene]chromium hexafluorophosphate
Conditions | Yield |
---|---|
With 4-pyridine carbaldehyde In tetrahydrofuran a soln. of n-Bu4NPF6 added to a soln. of Cr complex, stirred for 10 min at ambient temp., 4-pyridine carbaldehyde added dropwise, stirred for 30min; pptd. (Et2O), collected, washed (Et2O, H2O), dissolved in acetone, layered with Et2O; elem. anal.; | 95% |
bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]
tert-butylammonium hexafluorophosphate(V)
Conditions | Yield |
---|---|
In methanol stirring Ir-complex with 2.5 equiv. of diene for 4 h, pptn. on addn. of excess Bu4NCl; elem. anal.; | 95% |
2-[(bis(2-pyridylmethyl)amino)methyl]-4-methyl-6-(methylthio)phenol
water
tert-butylammonium hexafluorophosphate(V)
Conditions | Yield |
---|---|
In methanol refluxing 1:1 mixt. of copper compd. and phenol. deriv. in methanol for 1 h, addn. of hexafluorophosphate salt; filtration, washing with cold methanol, drying in vac., elem. anal.; | 93% |
Conditions | Yield |
---|---|
With tris(pentafluorophenyl)borate at 25℃; for 80h; Inert atmosphere; Schlenk technique; | 93% |
methanol
2,3,5,6-tetrakis(2-pyridyl)pyrazine
tert-butylammonium hexafluorophosphate(V)
Conditions | Yield |
---|---|
In methanol; dichloromethane (Rh2(OOCCH3)2(CH3CN)6)(BF4)2 dissolved in CH3OH and added to CH2Cl2 soln. of 2,3,5,6-tetra-2-pyridylpyrazine under N2 and heated for 1 h; treated with excess of (C4H9)4NPF6; soln. concd., treated with diethyl ether, solid collected by filtrn., recrystd. from a CH3OH/benzene soln.; | 92% |
methanol
2-[(2-pyridylmethyl)(2'-pyridylethyl)amino-methyl]-4-methylphenol
tert-butylammonium hexafluorophosphate(V)
Conditions | Yield |
---|---|
In methanol refluxing 1:1 mixt. of copper compd. and phenol. deriv. in methanol for 1 h, addn. of hexafluorophosphate salt; filtration, washing with cold methanol, drying in vac., elem. anal.; | 92% |
bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]
2-acetylpyridine hydrazone
tert-butylammonium hexafluorophosphate(V)
(η5-pentamethylcyclopentadienylato)IrCl(2-(1-hydrazonoethyl)pyridine)(PF6)
Conditions | Yield |
---|---|
In ethanol Ar, Schlenk technique; mixt. of Ir-complex and pyridine-imine stirred atroom temp. for 5 min, Bu4NPF6 added; filtered, residue washed (THF, ether), dried (vac.); elem. anal.; | 92% |
tert-butylammonium hexafluorophosphate(V)
Conditions | Yield |
---|---|
Stage #1: cobalt(II) chloride hexahydrate; 2,9-di(((2'-methylamino)ethyleneamino)methyl)-1,10-phenanthroline tetrahydrochloride With sodium hydroxide In water for 2h; pH=7; Stage #2: tert-butylammonium hexafluorophosphate(V) In water | 92% |
Conditions | Yield |
---|---|
Stage #1: zinc(II) chloride; 2,9-di(((2'-methylamino)ethyleneamino)methyl)-1,10-phenanthroline tetrahydrochloride With sodium hydroxide In water for 2h; pH=7; Stage #2: tert-butylammonium hexafluorophosphate(V) In water | 92% |
Conditions | Yield |
---|---|
at 25℃; for 20h; Time; Inert atmosphere; | 92% |
(Cl2BC5H4)Co(C5H4BCl3)
tert-butylammonium hexafluorophosphate(V)
Co(C5H4B(CH3)2)2(1+)*PF6(1-)=[Co(C5H4B(CH3)2)2]PF6
Conditions | Yield |
---|---|
In dichloromethane; toluene N2-atmosphere; stirring (room temp., 2 h), evapn. (vac.), CH2Cl2 addn., pptn. on hexane addn., filtering, washing (hexane), Bu4NPF6 addn.; crystn. (CH2Cl2, -30°C); elem. anal.; | 91% |
bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]
tert-butylammonium hexafluorophosphate(V)
N1,N2-bis(o-tolyl)ethane-1,2-diimine
[(CH3C6H4NCHCHNC6H4CH3)C5(CH3)5ClIr](1+)*PF6(1-)=[(CH3C6H4NCHCHNC6H4CH3)C5(CH3)5ClIr]PF6
Conditions | Yield |
---|---|
In methanol addn. of diene deriv. to a suspn. of Ir complex in MeOH (in ultrasonic bath), stirred for 3 h at room temp.; concd. of soln., addn. of (C4H9)4NPF6 soln. in MeOH; ppt. collected, washed with MeOH and Et2O, dried under vac.; elem. anal.; | 90% |
tert-butylammonium hexafluorophosphate(V)
Conditions | Yield |
---|---|
Stage #1: nickel(II) chloride hexahydrate; 2,9-di(((2'-methylamino)ethyleneamino)methyl)-1,10-phenanthroline tetrahydrochloride With sodium hydroxide In water for 2h; pH=7; Stage #2: tert-butylammonium hexafluorophosphate(V) In water | 90% |
tert-butylammonium hexafluorophosphate(V)
Conditions | Yield |
---|---|
Stage #1: copper(II) nitrate pentahydrate; 2,9-di(((2'-methylamino)ethyleneamino)methyl)-1,10-phenanthroline tetrahydrochloride With sodium hydroxide In water for 2h; pH=7; Stage #2: tert-butylammonium hexafluorophosphate(V) In water | 90% |
2-(pyrazin-2-yl)-1,8-naphthyridine
water
tert-butylammonium hexafluorophosphate(V)
acetonitrile
Conditions | Yield |
---|---|
Stage #1: tetraacetatodiruthenium chloride; 2-(pyrazin-2-yl)-1,8-naphthyridine; tert-butylammonium hexafluorophosphate(V) In methanol Inert atmosphere; Schlenk technique; Reflux; Stage #2: water; acetonitrile Inert atmosphere; Schlenk technique; | 90% |
Conditions | Yield |
---|---|
Stage #1: N2,N6-bis(diethylcarbamothioyl)pyridine-2,6-dicarboxamide; iron(III) chloride hexahydrate; sodium chloride In methanol; water at 20℃; for 0.5h; Stage #2: With triethylamine In methanol; water at 20℃; for 0.5h; Stage #3: tert-butylammonium hexafluorophosphate(V) In methanol; water at 20 - 50℃; for 2h; | 90% |
IUPAC Name: Tetrabutylazanium hexafluorophosphate
Molecular Weight 387.42792 [g/mol]
Molecular Formula C16H36F6NP
Canonical SMILES: CCCC[N+](CCCC)(CCCC)CCCC.F[P-](F)(F)(F)(F)F
InChI: InChI=1S/C16H36N.F6P/c1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4; 1-7(2,3,4,5)6/h5-16H2,1-4H3; /q+1; -1
InChIKey: BKBKEFQIOUYLBC-UHFFFAOYSA-N
EINECS: 221-472-6
Product Categories: Ammonium Polyhalides, etc. (Quaternary); Quaternary Ammonium Compounds; Ammonium SaltsAnalytical Reagents; Electrochemistry; Greener Alternatives: Catalysis; Phase Transfer Catalysts; Supporting Electrolytes for Electrochemistry; Ammonium Salts
Boiling Point: 242-246 °C
solubility: acetonitrile: 0.1 g/mL, clear, colorless
Sensitive: Hygroscopic
Appearance: off-white powder
Melting Point: 244-246 °C(lit.)
Classification Code of Tetrabutylammonium hexafluorophosphate (CAS NO.3109-63-5): TSCA Flag P [A commenced PMN (Premanufacture Notice) substance]
Hazard Codes: Xi,Xn
Risk Statements: 36/37/38-22
R36/37/38:Irritating to eyes, respiratory system and skin.
R22:Harmful if swallowed.
Safety Statements: 26-36/37
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37:Wear suitable protective clothing and gloves.
RIDADR: 1759
WGK Germany: 3
Hazard Note; Irritant/Hygroscopic
Tetrabutylammonium hexafluorophosphate (CAS NO.3109-63-5), its Synonyms are 1-Butanaminium, N,N,N-tributyl-, hexafluorophosphate(1-) ; 1-Butanaminium, N,N,N-tributyl-, hexafluorophosphate(1-) (1:1) .
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