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Name	Tetrabutylammonium hydrogen sulfate	EINECS	251-068-5
CAS No.	32503-27-8	Density	1.01
PSA	85.81000	LogP	5.08900
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	N/A
Transport Information	N/A	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;	Article Data	5

Tetrabutylammonium hydrogen sulfate 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%

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

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