Tetrabutylammonium hydrogen sulfate supplier

Name
Tetrabutylammonium hydrogen sulfate
EINECS 251-068-5
CAS No. 32503-27-8
Article Data5
CAS DataBase
Density 1.01
Solubility Soluble in water
Melting Point 171-174 °C
Formula C₁₆H₃₅N^.H₂SO₄
Boiling Point 213.3-593.92℃[at 101 325 Pa]
Molecular Weight 339.54
Flash Point
Transport Information
Appearance white powder
Safety 26-36-37/39
Risk Codes 36/37/38-22
Molecular Structure
Hazard Symbols Xn,Xi
Synonyms Tetra-n-butylammonium hydrogen sulfate;1-Butanaminium, N,N,N-tributyl-, sulfate (1:1);Tetrabutylammonium hydrogen sulfate (6CI,7CI);Tetrabutylammonium bisulfate;TBAHS-MB;Tetrabutylammonium hydrosulfate;N,N,N-Tributylbutan-1-aminium hydrogen sulfate;
PSA 85.81000
LogP 5.08900

Synthetic route

: 3674-54-2
tetrabutylammonium thiocyanate

: 32503-27-8
tetra(n-butyl)ammonium hydrogensulfate

Conditions

Conditions	Yield
With sulfuric acid In water at 75℃; for 1h;	83%

: C18H30N4OS2*C16H36N(1+)*HO4S(1-)

A: 32503-27-8
tetra(n-butyl)ammonium hydrogensulfate

B: 321898-65-1
1-butyl-3-{3-[(3-butyl-thioureido)-methyl]-2-hydroxy-benzyl}-thiourea

Conditions

Conditions	Yield
In chloroform-d1 at 20℃; Equilibrium constant;

: 32503-27-8
tetra(n-butyl)ammonium hydrogensulfate

: 135119-21-0
6,7,8,9,10,11-hexahydro-2-methylthiocyclohepta<1,2,4>triazolo<1,5-a>pyrimidin-5-one

: 6,7,8,9,10,11-hexahydro-2-methylthiocyclohepta<1,2,4>triazolo<1,5-a>pyrimidin-5-one tetrabutylammonium salt

Conditions

Conditions	Yield
With sodium hydroxide In water below 10 deg C;	100%

: 32503-27-8
tetra(n-butyl)ammonium hydrogensulfate

: 135119-51-6
6,7,8,9,10,11,12,13,14,15-decahydro-2-morpholinocyclododeca<1,2,4>triazolo<1,5-a>pyrimidin-5(16H)-one

: 6,7,8,9,10,11,12,13,14,15-decahydro-2-morpholinocyclododeca<1,2,4>triazolo<1,5-a>pyrimidin-5(16H)-one tetrabutylammonium salt

Conditions

Conditions	Yield
With sodium hydroxide In water below 10 deg C;	100%

: 32503-27-8
tetra(n-butyl)ammonium hydrogensulfate

: 429-41-4
tetrabutyl ammonium fluoride

Conditions

Conditions	Yield
With potassium fluoride; potassium hydroxide for 0.333333h; Ambient temperature;	100%
With potassium fluoride; potassium hydroxide In dichloromethane; water

: 32503-27-8
tetra(n-butyl)ammonium hydrogensulfate

: 193819-24-8
tetrabutylammonium hydrogen bifluoride

Conditions

Conditions	Yield
With potassium hydrogen bifluoride; potassium hydrogencarbonate In chloroform 1.) room temp, 10 min, 2.) 1 h;	100%
Stage #1: tetra(n-butyl)ammonium hydrogensulfate With potassium hydrogencarbonate In water at 20℃; for 0.166667h; Stage #2: With potassium hydrogen bifluoride at 20℃; for 1h;	98%

: 32503-27-8
tetra(n-butyl)ammonium hydrogensulfate

: 148305-65-1, 148305-68-4, 148305-70-8
tetra-n-butyl-ammonium dihydrogentrifluoride

Conditions

Conditions	Yield
With potassium hydrogen bifluoride; potassium hydrogencarbonate In chloroform 1.) room temp., 10 min, 2.) 1 h;	100%

: potassium hexachlororhodate(III)

: 32503-27-8
tetra(n-butyl)ammonium hydrogensulfate

: 3(C4H9)4N(1+)*[Rh2Cl9](3-)=[(C4H9)4N]3[Rh2Cl9]

Conditions

Conditions	Yield
In dichloromethane; water aq. soln. of K3(RhCl6) shaken with a soln. of (TBA)HSO4 in CH2Cl2 until the brown-red color disappeared; extracts washed with ice-cold H2O, org. layer dried over Na2SO4, solvent removed, CH2Cl2 added, ether added dropwise for pptn.;	100%

: 3K(1+)*{RhBr6}(3-)=K3{RhBr6}

: 32503-27-8
tetra(n-butyl)ammonium hydrogensulfate

: 3(C4H9)4N(1+)*[Rh2Br9](3-)=[(C4H9)4N]3[Rh2Br9]

Conditions

Conditions	Yield
In dichloromethane aq. soln. of K3(RhBr6) shaken with a soln. of (TBA)HSO4 in CH2Cl2 until the brown-red color disappeared; extracts washed with ice-cold H2O, org. layer dried over Na2SO4, solvent removed, CH2Cl2 added, ether added dropwise until ppt.;	100%

: 2NH4(1+)*{Os(CO)Br5}(2-)=(NH4)2{Os(CO)Br5}

: 32503-27-8
tetra(n-butyl)ammonium hydrogensulfate

: 2N(CH2CH2CH2CH3)4(1+)*{Os(CO)Br5}(2-)=(N(C4H9)4)2{Os(CO)Br5}

Conditions

Conditions	Yield
In water cooling (0°C); extraction (CH2Cl2), pptn. (Et2O);;	100%

: potassium hexabromoplatinate(IV)

: 32503-27-8
tetra(n-butyl)ammonium hydrogensulfate

: fac-(Bu4N)2-trichlorotribromoplatinate(IV)

Conditions

Conditions	Yield
With bromine; chlorine In hydrogenchloride K2(PtBr6) was changed to Na2(PtBr6) in bromine-water with strong acidicion exchanger, dissolved in conc. HCl, Cl2 was led in for 2-4 h at 20°C, precipitated as K-salt; dissolved 4N H2SO4/Br2 (ion exchanger), separated (diethylaminoethylcellulose-ion exchanger, -8°C), eluated ((C4H9)4N)HSO4 in CH2Cl2, evapd., dissolved (CH2Cl2), shaked (H2O), dried (Na2SO4), diethylether/petroleum ether added, elem. anal.;	100%

Yield

With bromine; chlorine In hydrogenchloride K2(PtBr6) was changed to Na2(PtBr6) in bromine-water with strong acidicion exchanger, dissolved in conc. HCl, Cl2 was led in for 2-4 h at 20°C, precipitated as K-salt; dissolved 4N H2SO4/Br2 (ion exchanger), separated (diethylaminoethylcellulose-ion exchanger, -8°C), eluated ((C4H9)4N)HSO4 in CH2Cl2, evapd., dissolved (CH2Cl2), shaked (H2O), dried (Na2SO4), diethylether/petroleum ether added, elem. anal.;

100%

: 1174020-64-4
tert-butyl 4-((2S,5R)-6-hydroxy-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamido)piperidine-1-carboxylate hydrate

: 32503-27-8
tetra(n-butyl)ammonium hydrogensulfate

: 1174020-24-6
tetrabutyl ammonium salt (25,5R)-4-tert-butyl{(6-sulfooxy-7-oxo-1,6-diazabicyclo[3.2.1]oct-2-ylcarbonyl)amino}piperidine-1-carboxylate

Conditions

Conditions	Yield
Stage #1: tert-butyl 4-((2S,5R)-6-hydroxy-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamido)piperidine-1-carboxylate hydrate With α-picoline; sulfur trioxide pyridine complex In tetrahydrofuran for 15h; Inert atmosphere; Stage #2: tetra(n-butyl)ammonium hydrogensulfate With dipotassium hydrogenphosphate In tetrahydrofuran; dichloromethane at -10℃; for 0.666667h;	100%
Stage #1: tert-butyl 4-((2S,5R)-6-hydroxy-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamido)piperidine-1-carboxylate hydrate With sulfur trioxide pyridine complex; triethylamine In dichloromethane at 35℃; for 4h; Stage #2: With potassium dihydrogenphosphate In water for 1h; Stage #3: tetra(n-butyl)ammonium hydrogensulfate In dichloromethane; water at 35℃; for 14h;	62%
Stage #1: tert-butyl 4-((2S,5R)-6-hydroxy-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamido)piperidine-1-carboxylate hydrate With pyridine; sulfur trioxide pyridine complex at 20℃; Stage #2: for 4h; Molecular sieve; Stage #3: tetra(n-butyl)ammonium hydrogensulfate With potassium dihydrogenphosphate In water for 0.166667h; Product distribution / selectivity;
Stage #1: tert-butyl 4-((2S,5R)-6-hydroxy-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamido)piperidine-1-carboxylate hydrate With α-picoline; sulfur trioxide pyridine complex In tetrahydrofuran for 15h; Stage #2: tetra(n-butyl)ammonium hydrogensulfate With dipotassium hydrogenphosphate In tetrahydrofuran; dichloromethane; water for 0.666667h; Product distribution / selectivity;
Stage #1: tert-butyl 4-((2S,5R)-6-hydroxy-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamido)piperidine-1-carboxylate hydrate With α-picoline; sulfur trioxide pyridine complex In tetrahydrofuran for 15h; Inert atmosphere; Stage #2: tetra(n-butyl)ammonium hydrogensulfate With dipotassium hydrogenphosphate In tetrahydrofuran; dichloromethane; water at -10℃; for 0.666667h;

: 2Cs(1+)*B9H9(2-)=Cs2{B9H9}

: 32503-27-8
tetra(n-butyl)ammonium hydrogensulfate

: 68380-71-2
(n-Bu4N)2B9H9

Conditions

Conditions	Yield
In sodium hydroxide aq. NaOH; B compd. was dissolved in aq. NaOH at 333 K; soln. of Bu4NHSO4 in aq. NaOH was added with stirring; filtered; washed with mother liquor; dried (vac.);	100%

: ammonium methyl-H-phosphonate

: 32503-27-8
tetra(n-butyl)ammonium hydrogensulfate

: 1598426-47-1
tetra-N-butylammonium methyl H-phosphonate

Conditions

Conditions	Yield
With sodium hydroxide In water at 0 - 20℃; for 0.333333h; Inert atmosphere;	100%

: 1452467-80-9
tert-butyl (2S)-2-[(2-{[(2S,5R)-6-hydroxy-7-oxo-1,6-diazabicyclo[3.2.1]oct-2-yl]carbonyl}hydrazinyl)carbonyl]piperidine-1-carboxylate

: 32503-27-8
tetra(n-butyl)ammonium hydrogensulfate

: tetrabutylammonium tert-butyl (2S)-2-[(2-{[(2S,5R)-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]oct-2-yl]carbonyl}hydrazinyl)carbonyl]piperidine-1-carboxylate

Conditions

Conditions	Yield
Stage #1: tert-butyl (2S)-2-[(2-{[(2S,5R)-6-hydroxy-7-oxo-1,6-diazabicyclo[3.2.1]oct-2-yl]carbonyl}hydrazinyl)carbonyl]piperidine-1-carboxylate With sulfur trioxide pyridine complex In pyridine at 20℃; Stage #2: tetra(n-butyl)ammonium hydrogensulfate With sodium dihydrogenphosphate In water; ethyl acetate for 0.166667h;	100%

: 32503-27-8
tetra(n-butyl)ammonium hydrogensulfate

: disodium 4-[7-(4-sulfonatophenyl)-1,10-phenanthrolin-4-yl]benzenesulfonate

: bathophenanthroline sulfonate tetrabutylammonium salt

Conditions

Conditions	Yield
In water at 20℃; for 2h; Inert atmosphere; Schlenk technique;	100%

: 32503-27-8
tetra(n-butyl)ammonium hydrogensulfate

: 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline 4',4''-disulfonic acid disodium salt

: C26H18N2O6S2(2-)*2C16H36N(1+)

Conditions

Conditions	Yield
In water at 20℃; for 2h; Inert atmosphere; Schlenk technique;	100%

: potassium (2,5-dimethoxyphenyl)trifluoroborate

: 32503-27-8
tetra(n-butyl)ammonium hydrogensulfate

: tetrabutylammonium (2,5-dimethoxyphenyl)trifluoroborate

Conditions

Conditions	Yield
In dichloromethane; water Schlenk technique; Glovebox;	100%

: 32503-27-8
tetra(n-butyl)ammonium hydrogensulfate

: Sodium 2-(perfluorohexyl)ethanesulfinate

: Tetrabutylammonium 2-(perfluorohexyl)ethanesulfinate

Conditions

Conditions	Yield
In dichloromethane at 25℃; for 17.5h; Substitution;	99.6%

: 103652-93-3
tricarbonyl(η5-1-phenylborole)iron

: 32503-27-8
tetra(n-butyl)ammonium hydrogensulfate

: 141293-59-6
tetra-n-butylammonium {dicarbonylhydrido(η5-(1-phenylborole))ferrate}

Conditions

Conditions	Yield
In sodium hydroxide; benzene N2 atmosphere; layering of soln. of NBu4HSO4 in aq. NaOH with soln. of Fe-compd. in benzene, stirring (15 h, room temp.); evapn. to dryness of org. layer, washing of residue (pentane), drying (vac.); elem. anal.;	99%

: 4N((CH2)3CH3)4(1+)*2H(1+)*Nb3PW9O40(6-)=[N((CH2)3CH3)4]4H2[Nb3PW9O40]

: 1643-19-2
tetrabutylammomium bromide

: 32503-27-8
tetra(n-butyl)ammonium hydrogensulfate

: 3N((CH2)3CH3)4(1+)*3H(1+)*Nb6P2W18O77(6-)=[N((CH2)3CH3)4]3H3[Nb6P2W18O77]

Conditions

Conditions	Yield
With AcOH In acetonitrile byproducts: water; dropwise addn. of AcOH to heteropolysalt (stirring), stirring for 15 min, addn. of mixt. of Bu4N-salts; pptn. on standing at 0°C; elem. anal.;	99%

...Expand

: 32503-27-8
tetra(n-butyl)ammonium hydrogensulfate

: tetrabutylammonium dihydrogen trifluoride

Conditions

Conditions	Yield
Stage #1: tetra(n-butyl)ammonium hydrogensulfate With potassium hydrogencarbonate In chloroform; water at 20℃; for 0.166667h; Inert atmosphere; Stage #2: With potassium hydrogenfluoride In chloroform; water at 20℃; for 1h; Inert atmosphere;	99%

: tert-butyl (1-hydroxy-2-oxo-1-azaspiro[3.5]nonan-3-yl)carbamate

: 32503-27-8
tetra(n-butyl)ammonium hydrogensulfate

: tetrabutylammonium 3-((tert-butoxycarbonyl)amino)-2-oxo-1-azaspiro[3.5]nonan-1-yl sulfate

Conditions

Conditions	Yield
Stage #1: tert-butyl (1-hydroxy-2-oxo-1-azaspiro[3.5]nonan-3-yl)carbamate With pyridine; sulfur trioxide pyridine complex at 60℃; for 3h; Stage #2: tetra(n-butyl)ammonium hydrogensulfate In dichloromethane; water	98.5%

: 32503-27-8
tetra(n-butyl)ammonium hydrogensulfate

: 135119-31-2
6,7,8,9,10,11-hexahydro-2-methylthiocycloocta<1,2,4>triazolo<1,5-a>pyrimidin-5(12H)-one

: 6,7,8,9,10,11-hexahydro-2-methylthiocycloocta<1,2,4>triazolo<1,5-a>pyrimidin-5(12H)-one tetrabutylammonium salt

Conditions

Conditions	Yield
With sodium hydroxide In water below 10 deg C;	98%

: 32503-27-8
tetra(n-butyl)ammonium hydrogensulfate

: [2-(2-Chloro-acetylamino)-thiazol-4-yl]-[(Z)-methoxyimino]-acetic acid (R)-1-((2S,3S)-2-acetoxymethyl-4-oxo-1-sulfo-azetidin-3-yl)-ethyl ester

: (2S,3S)-2-Acetoxymethyl-3-((R)-1-{2-[2-(2-chloro-acetylamino)-thiazol-4-yl]-2-[(Z)-methoxyimino]-acetoxy}-ethyl)-4-oxo-azetidine-1-sulfonatetetrabutyl-ammonium;

Conditions

Conditions	Yield
for 18h; Ambient temperature;	98%

: (2S,5R)-2-([1,3,4]oxadiazol-2-yl)-6-hydroxy-7-oxo-1,6-diaza-bicyclo[3.2.1]octane

: 32503-27-8
tetra(n-butyl)ammonium hydrogensulfate

: (2S,5R)-sulfuric acid mono-(2-[1,3,4]oxadiazol-2-yl-7-oxo-1,6-diaza-bicyclo[3.2.1]oct-6-yl) ester tetrabutylammonium salt

Conditions

Conditions	Yield
Stage #1: (2S,5R)-2-([1,3,4]oxadiazol-2-yl)-6-hydroxy-7-oxo-1,6-diaza-bicyclo[3.2.1]octane With sulfur trioxide pyridine complex; triethylamine In dichloromethane for 2h; Stage #2: tetra(n-butyl)ammonium hydrogensulfate In dichloromethane for 1.5h;	98%
Stage #1: (2S,5R)-2-([1,3,4]oxadiazol-2-yl)-6-hydroxy-7-oxo-1,6-diaza-bicyclo[3.2.1]octane With pyridine; sulfur trioxide pyridine complex at 20℃; for 8h; Stage #2: tetra(n-butyl)ammonium hydrogensulfate With sodium dihydrogenphosphate In water at 20℃; for 0.333333h;	97%
Stage #1: (2S,5R)-2-([1,3,4]oxadiazol-2-yl)-6-hydroxy-7-oxo-1,6-diaza-bicyclo[3.2.1]octane With pyridine; sulfur trioxide pyridine complex at 20℃; for 8h; Stage #2: tetra(n-butyl)ammonium hydrogensulfate With sodium dihydrogenphosphate In water at 20℃; for 0.333333h;	97%
Stage #1: (2S,5R)-2-([1,3,4]oxadiazol-2-yl)-6-hydroxy-7-oxo-1,6-diaza-bicyclo[3.2.1]octane With pyridine; sulfur trioxide pyridine complex In pyridine at 20℃; for 8h; Stage #2: tetra(n-butyl)ammonium hydrogensulfate With sodium dihydrogenphosphate In water at 20℃; for 0.333333h;	97%

: HAuCl4

: 32503-27-8
tetra(n-butyl)ammonium hydrogensulfate

: tert-butylamonium tetrachloroaurate(III)

Conditions

Conditions	Yield
In water	97.2%

: 32503-27-8
tetra(n-butyl)ammonium hydrogensulfate

: 135119-26-5
6,7,8,9,10,11-hexahydro-2-morpholinocyclohepta<1,2,4>triazolo<1,5-a>pyrimidin-5-one

: 6,7,8,9,10,11-hexahydro-2-morpholinocyclohepta<1,2,4>triazolo<1,5-a>pyrimidin-5-one tetrabutylammonium salt

Conditions

Conditions	Yield
With sodium hydroxide In water below 10 deg C;	97%

: 1186386-28-6
C29H31N5O8

: 32503-27-8
tetra(n-butyl)ammonium hydrogensulfate

: 1186386-31-1
C16H36N(1+)*C29H30N5O8(1-)

Conditions

Conditions	Yield
With sodium hydrogencarbonate In chloroform; water for 0.0833333h;	97%

: 1186386-33-3
C27H28N6O10S

: 32503-27-8
tetra(n-butyl)ammonium hydrogensulfate

: 1186386-35-5
C16H36N(1+)*C27H27N6O10S(1-)

Conditions

Conditions	Yield
With sodium hydrogencarbonate In chloroform; water for 0.0833333h;	97%

: 32503-27-8
tetra(n-butyl)ammonium hydrogensulfate

: potassium phenyltrifluoborate

: tetra-n-butylammonium phenyltrifluoroborate

Conditions

Conditions	Yield
In dichloromethane; water at 20℃; for 0.0833333h;	97%

: 1496554-27-8
{4-[(E)-2-phenylethenyl]phenyl}methanesulfonic acid sodium salt

: 32503-27-8
tetra(n-butyl)ammonium hydrogensulfate

: N,N,N-tributyl-1-butanaminium {4-[(E)-2-phenylethenyl]phenyl}methanesulfonate

Conditions

Conditions	Yield
With sodium hydroxide In dichloromethane at 20℃; for 0.25h;	96%

Tetrabutylammonium hydrogen sulfate Specification

The Tetrabutylammonium hydrogen sulfate, with the CAS registry number 32503-27-8, is also known as 1-Butanaminium, N,N,N-tributyl-, sulfate (1:1). It belongs to the product categories of Quarternary ammonium salts; Ammonium Polyhalides, etc. (Quaternary); Analytical Chemistry; HPLC Ion-Pair Reagents for Acidic Samples; Ion-Pair Reagents for HPLC; Quaternary Ammonium Compounds; Ion-pair Reagents; Miscellaneous Reagents. Its EINECS number is 251-068-5. This chemical's molecular formula is C₁₆H₃₅N·H₂SO₄ and molecular weight is 339.53. What's more, its systematic name is N,N,N-tributylbutan-1-aminium hydrogen sulfate. It should be sealed and stored in a cool and dry place. Moreover, it should be ensured that the workshop is well ventilated or equipped with exhaust devices. It is used as phase transfer catalysts and ion pair chromatography reagents.

Physical properties of Tetrabutylammonium hydrogen sulfate are: (1)ACD/LogP: -1.72; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1.72; (4)ACD/LogD (pH 7.4): -1.72; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 2.78; (8)ACD/KOC (pH 7.4): 2.78; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 12.

Preparation: this chemical can be prepared by tetrabutylammonium; thiocyanate at the temperature of 75 °C. This reaction will need reagent conc. H₂SO₄ and solvent H₂O with the reaction time of 1 hour. The yield is about 83%.

Tetrabutylammonium hydrogen sulfate can be prepared by tetrabutylammonium; thiocyanate at the temperature of 75 °C

Uses of Tetrabutylammonium hydrogen sulfate: it can be used to produce tetrabutylammonium; cyanide at the ambient temperature. It will need reagent 10 M KOH and solvents CH₂Cl₂, H₂O with the reaction time of 5 min. The yield is about 88%.

Tetrabutylammonium hydrogen sulfate can be used to produce tetrabutylammonium; cyanide at the ambient temperature

When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. It is harmful if swallowed. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need wear suitable protective clothing, gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)SMILES: [O-]S(=O)(=O)O.CCCC[N+](CCCC)(CCCC)CCCC
(2)Std. InChI: InChI=1S/C16H36N.H2O4S/c1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4;1-5(2,3)4/h5-16H2,1-4H3;(H2,1,2,3,4)/q+1;/p-1
(3)Std. InChIKey: SHFJWMWCIHQNCP-UHFFFAOYSA-M

Product Name

Tetrabutylammonium hydrogen sulfate

Synthetic route

Tetrabutylammonium hydrogen sulfate Specification

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