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Tetrabutylammonium hydroxide (TBAOH) is a quaternary ammonium compound synthesized from tetrabutylammonium iodide. It is a 54.0-56.0% solution in water and is known for its aqueous solubility. TBAOH is widely used as a titrant for weak acids when dissolved in anhydrous isopropyl alcohol.

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  • Top purity Tetra-n-butylammonium hydroxide (40% solution in water) with high quality and best price cas:2052-49-5

    Cas No: 2052-49-5

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  • 2052-49-5 Structure
  • Basic information

    1. Product Name: Tetrabutylammonium hydroxide
    2. Synonyms: 1-Butanaminium,N,N,N-tributyl-,hydroxide;1-ButanaminiumN,N,N-tributyl-,hydroxide;aqueoussolution;n,n,n-tributyl-1-butanaminiuhydroxide;n,n,n-tributyl-1-butanaminiumhydroxide;n-n-n-tributyl-1-butanaminiuhydroxide;tetrabutyl-ammoniuhydroxide;tetrabutylammoniumhydroxide,1.0maqueoussolution
    3. CAS NO:2052-49-5
    4. Molecular Formula: C16H37NO
    5. Molecular Weight: 259.47
    6. EINECS: 218-147-6
    7. Product Categories: quarternary ammonium bases;Ammonium Hydroxides (Quaternary);Analytical Chemistry;HPLC Ion-Pair Reagents for Acidic Samples;Ion-Pair Reagents for HPLC;Quaternary Ammonium Compounds;Organic BasesEssential Chemicals;Reagent GradeVolumetric Solutions;Base Solutions;Titration;Organic BasesVolumetric Solutions;ACS GradeChemical Synthesis;Essential Chemicals;Routine Reagents;S - Z;AmmoniumChemical Synthesis;Chemical Synthesis;Ionic Liquids;Organic Bases;Synthetic Reagents;By Reference Material;Reference Material Perchloric acidVolumetric Solutions;S - ZTitration;Solutions for non-aqueous titrations;Salt Solutions;Volumetric Solutions;AnionicHPLC;Chromatography/CE Reagents;Ion Pair;Ion Pair Reagents;Ion Pair Reagents - Anionic Concentrate;Ion Pair Reagents - Anionic;Reagent Grade;Ion-pair Reagents;metal hydroxide
    8. Mol File: 2052-49-5.mol
  • Chemical Properties

    1. Melting Point: 27-30 °C(lit.)
    2. Boiling Point: 100 °C
    3. Flash Point: 7°C
    4. Appearance: APHA: ≤30/Solution
    5. Density: 0.995
    6. Vapor Density: 1 (vs air)
    7. Vapor Pressure: 2.3 kPa (@ 20°C)
    8. Refractive Index: 1.4
    9. Storage Temp.: 2-8°C
    10. Solubility: Miscible with organic solvents.
    11. Water Solubility: Soluble in water, methanol.
    12. Sensitive: Air Sensitive/Hygroscopic
    13. BRN: 3571228
    14. CAS DataBase Reference: Tetrabutylammonium hydroxide(CAS DataBase Reference)
    15. NIST Chemistry Reference: Tetrabutylammonium hydroxide(2052-49-5)
    16. EPA Substance Registry System: Tetrabutylammonium hydroxide(2052-49-5)
  • Safety Data

    1. Hazard Codes: C,T,F,Xn
    2. Statements: 34-36/38-23/24/25-11-67-39/23/24/25-36-65-63-38-48/20-35-20/21/22-10-68/20/21/22
    3. Safety Statements: 7-16-26-36/37/39-45-36/37-62-27
    4. RIDADR: UN 3267 8/PG 2
    5. WGK Germany: 1
    6. RTECS: BS5425000
    7. F: 9-34
    8. TSCA: Yes
    9. HazardClass: 3
    10. PackingGroup: II
    11. Hazardous Substances Data: 2052-49-5(Hazardous Substances Data)

2052-49-5 Usage

Uses

Used in Chromatography:
Tetrabutylammonium hydroxide is used as an ion-pairing reagent in the mobile phase preparation for reverse phase ion-pair high performance liquid chromatography (HPLC). This application is particularly relevant for the determination of chromium (III) and chromium (VI), where TBAOH aids in the separation and detection of these metal ions.
Used in Acid Titration:
In the field of analytical chemistry, TBAOH serves as a titrant for weak acids when dissolved in anhydrous isopropyl alcohol. This use capitalizes on its ability to form ion pairs with weak acids, facilitating accurate titration and analysis of the acidic compounds.

Flammability and Explosibility

Flammable

Check Digit Verification of cas no

The CAS Registry Mumber 2052-49-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,0,5 and 2 respectively; the second part has 2 digits, 4 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 2052-49:
(6*2)+(5*0)+(4*5)+(3*2)+(2*4)+(1*9)=55
55 % 10 = 5
So 2052-49-5 is a valid CAS Registry Number.
InChI:InChI=1/C16H36N.2H2O/c1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4;;/h5-16H2,1-4H3;2*1H2/q+1;;/p-1

2052-49-5 Well-known Company Product Price

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  • Alfa Aesar

  • (43662)  Tetra-n-butylammonium hydroxide, 1.0M aq. soln., HPLC grade   

  • 2052-49-5

  • 25ml

  • 494.0CNY

  • Detail
  • Alfa Aesar

  • (43662)  Tetra-n-butylammonium hydroxide, 1.0M aq. soln., HPLC grade   

  • 2052-49-5

  • 100ml

  • 1550.0CNY

  • Detail
  • Alfa Aesar

  • (43662)  Tetra-n-butylammonium hydroxide, 1.0M aq. soln., HPLC grade   

  • 2052-49-5

  • 500ml

  • 7214.0CNY

  • Detail
  • Alfa Aesar

  • (L08164)  Tetra-n-butylammonium hydroxide, 1.0M in methanol   

  • 2052-49-5

  • 25ml

  • 167.0CNY

  • Detail
  • Alfa Aesar

  • (L08164)  Tetra-n-butylammonium hydroxide, 1.0M in methanol   

  • 2052-49-5

  • 100ml

  • 445.0CNY

  • Detail
  • Alfa Aesar

  • (L08164)  Tetra-n-butylammonium hydroxide, 1.0M in methanol   

  • 2052-49-5

  • 500ml

  • 1870.0CNY

  • Detail
  • Alfa Aesar

  • (L02809)  Tetra-n-butylammonium hydroxide, 40% w/w aq. soln.   

  • 2052-49-5

  • 50g

  • 419.0CNY

  • Detail
  • Alfa Aesar

  • (L02809)  Tetra-n-butylammonium hydroxide, 40% w/w aq. soln.   

  • 2052-49-5

  • 250g

  • 1268.0CNY

  • Detail
  • Alfa Aesar

  • (L02809)  Tetra-n-butylammonium hydroxide, 40% w/w aq. soln.   

  • 2052-49-5

  • 1000g

  • 3354.0CNY

  • Detail
  • Alfa Aesar

  • (46315)  Tetra-n-butylammonium hydroxide, 1.0M aq. soln.   

  • 2052-49-5

  • 100ml

  • 944.0CNY

  • Detail
  • Alfa Aesar

  • (46315)  Tetra-n-butylammonium hydroxide, 1.0M aq. soln.   

  • 2052-49-5

  • 500ml

  • 3276.0CNY

  • Detail
  • Alfa Aesar

  • (A12626)  Tetra-n-butylammonium hydroxide, 40% w/w in methanol   

  • 2052-49-5

  • 25ml

  • 279.0CNY

  • Detail

2052-49-5Synthetic route

tetrabutylammomium bromide
1643-19-2

tetrabutylammomium bromide

tetra(n-butyl)ammonium hydroxide
2052-49-5

tetra(n-butyl)ammonium hydroxide

Conditions
ConditionsYield
With potassium hydroxide In dichloromethane at 20℃; for 10h;82%
With silver(l) oxide In water for 20h;
Multi-step reaction with 2 steps
1: potassium iodide / H2O
2: silver hydroxyde / H2O
View Scheme
7-[(2E)-2-(2,3-dihydro-1H-inden-1-ylidene)ethyl]-8-([dimethyl(1,1,2-trimethylpropyl)silyl]oxy)-n,n,2,3-tetramethylimidazo[1,2-a]pyridine-6-carboxamide
1033762-44-5

7-[(2E)-2-(2,3-dihydro-1H-inden-1-ylidene)ethyl]-8-([dimethyl(1,1,2-trimethylpropyl)silyl]oxy)-n,n,2,3-tetramethylimidazo[1,2-a]pyridine-6-carboxamide

tetrabutyl ammonium fluoride
429-41-4

tetrabutyl ammonium fluoride

A

7-[(2E)-2-(2,3-dihydro-1H-inden-1-ylidene)ethyl]-8-hydroxy-n,n,2,3-tetramethylimidazo[1,2-a]pyridine-6-carboxamide
1033762-35-4

7-[(2E)-2-(2,3-dihydro-1H-inden-1-ylidene)ethyl]-8-hydroxy-n,n,2,3-tetramethylimidazo[1,2-a]pyridine-6-carboxamide

B

tetra(n-butyl)ammonium hydroxide
2052-49-5

tetra(n-butyl)ammonium hydroxide

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 1h;A 71%
B n/a
tetra-(n-butyl)ammonium iodide
311-28-4

tetra-(n-butyl)ammonium iodide

tetra(n-butyl)ammonium hydroxide
2052-49-5

tetra(n-butyl)ammonium hydroxide

Conditions
ConditionsYield
In water for 4h; electrolysis in a divided cell with Nafion membrane, -1.0 V;
With AgOH In water
With (Cy3P)2Pd(Ph)(OH); water In tetrahydrofuran at 20℃; Equilibrium constant; Inert atmosphere; Sealed vial;
With water; silver(l) oxide at 20℃;
C34H51NOSi

C34H51NOSi

A

tetra(n-butyl)ammonium hydroxide
2052-49-5

tetra(n-butyl)ammonium hydroxide

B

triphenylhydroxysilane
791-31-1

triphenylhydroxysilane

Conditions
ConditionsYield
In acetonitrile at 25℃; Equilibrium constant;
tetra-n-butylammonium bis(ortho-hydroxymethylphenolato)borate

tetra-n-butylammonium bis(ortho-hydroxymethylphenolato)borate

A

salicylic alcohol
90-01-7

salicylic alcohol

B

tetra(n-butyl)ammonium hydroxide
2052-49-5

tetra(n-butyl)ammonium hydroxide

Conditions
ConditionsYield
With water; boric acid In dimethylsulfoxide-d6 at 30℃; Equilibrium constant;
tetrabutyl-ammonium; benzo[1,3,2]dioxaborol-2-olate

tetrabutyl-ammonium; benzo[1,3,2]dioxaborol-2-olate

A

tetra(n-butyl)ammonium hydroxide
2052-49-5

tetra(n-butyl)ammonium hydroxide

B

benzene-1,2-diol
120-80-9

benzene-1,2-diol

Conditions
ConditionsYield
With water; boric acid In dimethylsulfoxide-d6 at 30℃; Equilibrium constant;
tetrabutyl-ammonium; 4H-benzo[1,3,2]dioxaborinin-2-olate

tetrabutyl-ammonium; 4H-benzo[1,3,2]dioxaborinin-2-olate

A

salicylic alcohol
90-01-7

salicylic alcohol

B

tetra(n-butyl)ammonium hydroxide
2052-49-5

tetra(n-butyl)ammonium hydroxide

Conditions
ConditionsYield
With water; boric acid In dimethylsulfoxide-d6 at 30℃; Equilibrium constant;
tetra-n-butylammonium bis[catecholato(2-)-O,O']borate

tetra-n-butylammonium bis[catecholato(2-)-O,O']borate

A

tetra(n-butyl)ammonium hydroxide
2052-49-5

tetra(n-butyl)ammonium hydroxide

B

benzene-1,2-diol
120-80-9

benzene-1,2-diol

Conditions
ConditionsYield
With water; boric acid In dimethylsulfoxide-d6 at 30℃; Equilibrium constant;
tetrabutyl-ammonium chloride
1112-67-0

tetrabutyl-ammonium chloride

tetra(n-butyl)ammonium hydroxide
2052-49-5

tetra(n-butyl)ammonium hydroxide

Conditions
ConditionsYield
With (Cy3P)2Pd(Ph)(OH); water In tetrahydrofuran at 20℃; Equilibrium constant; Inert atmosphere; Sealed vial;
With potassium hydroxide In ethanol at 40℃; for 12h; Inert atmosphere;
With potassium hydroxide In ethanol at 20℃; for 12h; Inert atmosphere;
With sodium hydroxide In dichloromethane
tributyl-amine
102-82-9

tributyl-amine

tetra(n-butyl)ammonium hydroxide
2052-49-5

tetra(n-butyl)ammonium hydroxide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: acetonitrile / 33 h / 82 °C
2: potassium hydroxide / acetonitrile; ethanol / 50 h / 4 °C
View Scheme
formic acid
64-18-6

formic acid

tetra(n-butyl)ammonium hydroxide
2052-49-5

tetra(n-butyl)ammonium hydroxide

tetra(n-butyl)ammonium formate
35733-58-5

tetra(n-butyl)ammonium formate

Conditions
ConditionsYield
In water pH=Ca. 8.45; Glovebox;100%
In methanol; water at 20 - 60℃;99%
In methanol at 20℃; for 2h; Inert atmosphere;85%
tetra(n-butyl)ammonium hydroxide
2052-49-5

tetra(n-butyl)ammonium hydroxide

(2S,3R)-cis-endo-3-(phenylsulfonylmethyl)bicyclo<2.2.1>heptane-2-carboxylic acid
128208-12-8

(2S,3R)-cis-endo-3-(phenylsulfonylmethyl)bicyclo<2.2.1>heptane-2-carboxylic acid

(1S,2S,3R,4R)-3-Benzenesulfonylmethyl-bicyclo[2.2.1]heptane-2-carboxylatetetrabutyl-ammonium;
128298-87-3

(1S,2S,3R,4R)-3-Benzenesulfonylmethyl-bicyclo[2.2.1]heptane-2-carboxylatetetrabutyl-ammonium;

Conditions
ConditionsYield
In methanol Ambient temperature;100%
tetra(n-butyl)ammonium hydroxide
2052-49-5

tetra(n-butyl)ammonium hydroxide

4-(dicyanomethyl)-4'-nitrobiphenyl

4-(dicyanomethyl)-4'-nitrobiphenyl

tetrabutylammonium 4'-nitrobiphenylmalononitrile

tetrabutylammonium 4'-nitrobiphenylmalononitrile

Conditions
ConditionsYield
In methanol; water Heating;100%
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

tetra(n-butyl)ammonium hydroxide
2052-49-5

tetra(n-butyl)ammonium hydroxide

tetrabutylammonium 2-((tert-butoxycarbonyl)amino)ethane-1-sulfonate

tetrabutylammonium 2-((tert-butoxycarbonyl)amino)ethane-1-sulfonate

Conditions
ConditionsYield
In water; acetone at 20℃;100%
In water; acetone at 20℃;100%
99%
tetra(n-butyl)ammonium hydroxide
2052-49-5

tetra(n-butyl)ammonium hydroxide

tetrabutylammonium salt of adenine

tetrabutylammonium salt of adenine

Conditions
ConditionsYield
In dichloromethane; water at 20℃; for 0.333333h;100%
In dichloromethane; water at 20℃;80%
tetra(n-butyl)ammonium hydroxide
2052-49-5

tetra(n-butyl)ammonium hydroxide

benzyl 2-cyanoethyl 3,7,11,15-tetramethylhexadecylphosphate
314740-80-2

benzyl 2-cyanoethyl 3,7,11,15-tetramethylhexadecylphosphate

tetrabutylammonium benzyl 3,7,11,15-tetramethylhexadecylphosphate

tetrabutylammonium benzyl 3,7,11,15-tetramethylhexadecylphosphate

Conditions
ConditionsYield
In dichloromethane; water for 1h;100%
tetra(n-butyl)ammonium hydroxide
2052-49-5

tetra(n-butyl)ammonium hydroxide

[cinchonidinium][Δ-Trisphat]

[cinchonidinium][Δ-Trisphat]

tetra(n-butyl)ammonium Δ-tris(tetrachloro-1,2-benzenediolato)phosphate(V)

tetra(n-butyl)ammonium Δ-tris(tetrachloro-1,2-benzenediolato)phosphate(V)

Conditions
ConditionsYield
In ethanol100%
tetra(n-butyl)ammonium hydroxide
2052-49-5

tetra(n-butyl)ammonium hydroxide

5-methoxycarbonyl-m-xylylene bisphosphonic acid tetramethyl ester
223449-25-0

5-methoxycarbonyl-m-xylylene bisphosphonic acid tetramethyl ester

3C16H36N(1+)*C11H13O8P2(3-)

3C16H36N(1+)*C11H13O8P2(3-)

Conditions
ConditionsYield
In water for 168h; Heating;100%
tetra(n-butyl)ammonium hydroxide
2052-49-5

tetra(n-butyl)ammonium hydroxide

5-nitro-m-xylylene bisphosphonic acid tetramethyl ester
262863-44-5

5-nitro-m-xylylene bisphosphonic acid tetramethyl ester

2C16H36N(1+)*C10H13NO8P2(2-)

2C16H36N(1+)*C10H13NO8P2(2-)

Conditions
ConditionsYield
In water for 168h; Heating;100%
tetra(n-butyl)ammonium hydroxide
2052-49-5

tetra(n-butyl)ammonium hydroxide

5-methoxy-m-xylylene bisphosphonic acid tetramethyl ester
367927-25-1

5-methoxy-m-xylylene bisphosphonic acid tetramethyl ester

2C16H36N(1+)*C11H16O7P2(2-)

2C16H36N(1+)*C11H16O7P2(2-)

Conditions
ConditionsYield
In water for 168h; Heating;100%
tetra(n-butyl)ammonium hydroxide
2052-49-5

tetra(n-butyl)ammonium hydroxide

L-proline
147-85-3

L-proline

proline, tetrabutylammonium carboxylate salt

proline, tetrabutylammonium carboxylate salt

Conditions
ConditionsYield
In methanol at 0 - 20℃; for 3h; Inert atmosphere;100%
In methanol97%
In water at 20℃; for 2h;95%
tetra(n-butyl)ammonium hydroxide
2052-49-5

tetra(n-butyl)ammonium hydroxide

potassium phenyltrifluoborate

potassium phenyltrifluoborate

tetra-n-butylammonium phenyltrifluoroborate

tetra-n-butylammonium phenyltrifluoroborate

Conditions
ConditionsYield
In dichloromethane; water for 0.5h;100%
In dichloromethane; water at 20℃; for 0.0166667h;
tetra(n-butyl)ammonium hydroxide
2052-49-5

tetra(n-butyl)ammonium hydroxide

4-acetylphenylboronic acid
149104-90-5

4-acetylphenylboronic acid

tetra-n-butylammonium 4-acetylphenyltrifluoroborate

tetra-n-butylammonium 4-acetylphenyltrifluoroborate

Conditions
ConditionsYield
Stage #1: 4-acetylphenylboronic acid With hydrogen fluoride In water at 20℃; for 1h;
Stage #2: tetra(n-butyl)ammonium hydroxide In water at 20℃; for 1h;
100%
tetra(n-butyl)ammonium hydroxide
2052-49-5

tetra(n-butyl)ammonium hydroxide

benzyl 2-cyanoethyl 4,8,12,16,20-pentamethylpentacosylphosphate

benzyl 2-cyanoethyl 4,8,12,16,20-pentamethylpentacosylphosphate

tetrabutylammonium benzyl 4,8,12,16,20-pentamethylpentacosylphosphate

tetrabutylammonium benzyl 4,8,12,16,20-pentamethylpentacosylphosphate

Conditions
ConditionsYield
In dichloromethane; water for 1h;100%
tetra(n-butyl)ammonium hydroxide
2052-49-5

tetra(n-butyl)ammonium hydroxide

5,11,17,23,29,35-hexakis(dimethoxyphosphonoyl)methyl-37,38,39,40,41,42-hexamethoxycalix[6]arene

5,11,17,23,29,35-hexakis(dimethoxyphosphonoyl)methyl-37,38,39,40,41,42-hexamethoxycalix[6]arene

37,38,39,40,41,42-hexamethoxy-5,11,17,23,29,35-hexa(hydroxymethoxyphosphoryl)methylcalix[6]arene tetrabutylammonium salt

37,38,39,40,41,42-hexamethoxy-5,11,17,23,29,35-hexa(hydroxymethoxyphosphoryl)methylcalix[6]arene tetrabutylammonium salt

Conditions
ConditionsYield
In water for 480h; Heating;100%
1,4,5,8-tetrahydro-1,4:5,8-dimethanoanthracene-9,10-bis(phenylphosphonic acid ester)
848486-27-1

1,4,5,8-tetrahydro-1,4:5,8-dimethanoanthracene-9,10-bis(phenylphosphonic acid ester)

tetra(n-butyl)ammonium hydroxide
2052-49-5

tetra(n-butyl)ammonium hydroxide

bis(tetra-n-butylammonium) 1,4,5,8-tetrahydro-1,4:5,8-dimethanoanthracene-9,10-bisphenylphosphonate

bis(tetra-n-butylammonium) 1,4,5,8-tetrahydro-1,4:5,8-dimethanoanthracene-9,10-bisphenylphosphonate

Conditions
ConditionsYield
In dichloromethane; water at 20℃; for 2h;100%
tetra(n-butyl)ammonium hydroxide
2052-49-5

tetra(n-butyl)ammonium hydroxide

1,4,5,8-tetrahydro-1,4:5,8-dimethanoanthracene-9,10-bis(methylphosphonic acid ester)
848486-23-7

1,4,5,8-tetrahydro-1,4:5,8-dimethanoanthracene-9,10-bis(methylphosphonic acid ester)

bis(tetra-n-butylammonium) 1,4,5,8-tetrahydro-1,4:5,8-dimethanoanthracene-9,10-bismethylphosphonate

bis(tetra-n-butylammonium) 1,4,5,8-tetrahydro-1,4:5,8-dimethanoanthracene-9,10-bismethylphosphonate

Conditions
ConditionsYield
In dichloromethane; water at 20℃; for 2h;100%
tetra(n-butyl)ammonium hydroxide
2052-49-5

tetra(n-butyl)ammonium hydroxide

potassium trifluoro(prop-1-en-2-yl)borate

potassium trifluoro(prop-1-en-2-yl)borate

tetra-n-butylammonium allyltrifluoroborate

tetra-n-butylammonium allyltrifluoroborate

Conditions
ConditionsYield
In water for 0.0833333h; cooling;100%
tetra(n-butyl)ammonium hydroxide
2052-49-5

tetra(n-butyl)ammonium hydroxide

2,5-di-tert-butyl-6-hydroxyphenalenone
274911-40-9

2,5-di-tert-butyl-6-hydroxyphenalenone

tetrabutylammonium 5,8-di-tert-butyl-6-oxophenalenolate

tetrabutylammonium 5,8-di-tert-butyl-6-oxophenalenolate

Conditions
ConditionsYield
In tetrahydrofuran; water at 20℃; for 0.833333h;100%
L-Cysteic acid
498-40-8

L-Cysteic acid

tetra(n-butyl)ammonium hydroxide
2052-49-5

tetra(n-butyl)ammonium hydroxide

Conditions
ConditionsYield
In water at 20℃; for 0.5h; Product distribution / selectivity;100%
tetra(n-butyl)ammonium hydroxide
2052-49-5

tetra(n-butyl)ammonium hydroxide

Thiosalicylic acid
147-93-3

Thiosalicylic acid

tetrabutyllammonium bis(2-thiobenzoyl)borate

tetrabutyllammonium bis(2-thiobenzoyl)borate

Conditions
ConditionsYield
With boric acid In water at 100℃; for 0.25h; Heating / reflux;100%
2-Pyridone
142-08-5

2-Pyridone

tetra(n-butyl)ammonium hydroxide
2052-49-5

tetra(n-butyl)ammonium hydroxide

tetrabutylammonium pyridin-2-olate

tetrabutylammonium pyridin-2-olate

Conditions
ConditionsYield
In water; toluene at 55℃; Product distribution / selectivity; distilled under reduced pressure;100%
In water; toluene at 0 - 55℃; for 0.5h; Product distribution / selectivity; Heating / reflux;38%
In water; toluene at 0 - 20℃; for 0.5h; Product distribution / selectivity; Dean-Stark apparatus;38%
benzene-1,3,5-tricarboxylic acid
554-95-0

benzene-1,3,5-tricarboxylic acid

tetra(n-butyl)ammonium hydroxide
2052-49-5

tetra(n-butyl)ammonium hydroxide

1,3,5-benzenetricarboxylic acid tetra(n-butyl)ammonium salt

1,3,5-benzenetricarboxylic acid tetra(n-butyl)ammonium salt

Conditions
ConditionsYield
In methanol; water at 20℃;100%
In methanol; water at 20℃;
In methanol at 20℃; for 2h;
potassium (4-nitrophenyl)trifluoroborate

potassium (4-nitrophenyl)trifluoroborate

tetra(n-butyl)ammonium hydroxide
2052-49-5

tetra(n-butyl)ammonium hydroxide

tetra-n-butylammonium p-nitrophenyltrifluoroborate

tetra-n-butylammonium p-nitrophenyltrifluoroborate

Conditions
ConditionsYield
In dichloromethane; water for 0.5h;100%
tetra(n-butyl)ammonium hydroxide
2052-49-5

tetra(n-butyl)ammonium hydroxide

potassium (4-methylphenyl)trifluoroborate

potassium (4-methylphenyl)trifluoroborate

tetra-n-butylammonium p-tolyltrifluoroborate

tetra-n-butylammonium p-tolyltrifluoroborate

Conditions
ConditionsYield
In dichloromethane; water for 0.5h;100%
tetra(n-butyl)ammonium hydroxide
2052-49-5

tetra(n-butyl)ammonium hydroxide

potassium trifluoro(methyl)boranuide

potassium trifluoro(methyl)boranuide

tetra-n-butylammonium methyltrifluoroborate

tetra-n-butylammonium methyltrifluoroborate

Conditions
ConditionsYield
In dichloromethane; water for 0.5h;100%
C31H34NO9P
1200440-78-3

C31H34NO9P

tetra(n-butyl)ammonium hydroxide
2052-49-5

tetra(n-butyl)ammonium hydroxide

C16H36N(1+)*C28H30O9P(1-)
1200440-91-0

C16H36N(1+)*C28H30O9P(1-)

Conditions
ConditionsYield
In dichloromethane; water at 20℃;100%
C22H30NO9P
1200440-73-8

C22H30NO9P

tetra(n-butyl)ammonium hydroxide
2052-49-5

tetra(n-butyl)ammonium hydroxide

C16H36N(1+)*C19H26O9P(1-)
1200440-81-8

C16H36N(1+)*C19H26O9P(1-)

Conditions
ConditionsYield
In dichloromethane; water at 20℃;100%
C38H42NO9P
1200440-79-4

C38H42NO9P

tetra(n-butyl)ammonium hydroxide
2052-49-5

tetra(n-butyl)ammonium hydroxide

C16H36N(1+)*C35H38O9P(1-)
1200440-93-2

C16H36N(1+)*C35H38O9P(1-)

Conditions
ConditionsYield
In dichloromethane; water at 20℃;100%
C18H22O8S2
1212018-73-9

C18H22O8S2

tetra(n-butyl)ammonium hydroxide
2052-49-5

tetra(n-butyl)ammonium hydroxide

((n-butyl)4N)2((OSO2(CH2)3OC6H4)2)

((n-butyl)4N)2((OSO2(CH2)3OC6H4)2)

Conditions
ConditionsYield
In methanol at 20℃; for 0.25h;100%

2052-49-5Relevant articles and documents

Solvent extraction of lithium from aqueous solution using an ammonium ionic liquid

Li, Hongxia,Liu, Bing,Qin, Yaru,Shi, Chenglong,Song, Guixiu

, (2020)

A new functionalized ionic liquid (FIL), tetrabutylammonium 2-ethylhexyl hydrogen-2-ethylhexylphosphonate ([N4444][EHEHP]), was prepared and used in the extraction of lithium ion from aqueous solution. The factors affecting the extraction efficiencies, such as aqueous acidity, extractant concentration and temperature, were optimized. The mechanism involved in the extraction system was analyzed by slope analysis and FT-IR data. According to the Van't Hoff equation, the thermodynamic functions of the extraction reaction in ionic liquid system were obtained. Liquid/liquid extraction tests indicated that the ionic liquid system exhibited better selectivity towards lithium ions in the solution containing alkali metal ions. In addition, the quantitative stripping of lithium ions from the loaded ionic liquid phase was carried out and the effect of hydrochloric acid concentration on stripping rate was investigated in detail.

Hydrates of Organic Compounds. X. The Formation of Clathrate Hydrates of Tetrabutylammonium Alkanesulfonates

Nakayama, Haruo,Usui, Hideyuki

, p. 833 - 838 (1986)

The solid-liquid phase diagrams of binary mixtures of water with tetrabutylammonium alkanesulfonate (n-C4H9)4NO3SR(R=CH3-C5H11) and with tetrabutylammonium benzenesulfonate were examined in order to confirm the formation of clathrate-like hydrates.It has been found that (1) all the sulfonates examined can form clathrate-like hydrates with hydration numbers either around 30 or around 39; (2) these hydrates can be classified into three groups I, II, and III on the basis of the hydration numbers and melting points just as in the case of a series of tetrabutylammonium carboxylate hydrates; and (3) generally, the melting points of these sulfonate hydrates are lower than those of tetrabutylammonium carboxylate hydrates.The formation of clathrate-like hydrates of tetrabutylammonium hydrogensulfite and of tetrabutylammoniumsulfite has also been reported and is discussed in an appendix.

Tartrate-based ionic liquids: Unified synthesis and characterisation

Rouch, Anne,Castellan, Tessa,Fabing, Isabelle,Saffon, Nathalie,Rodriguez, Jean,Constantieux, Thierry,Plaquevent, Jean-Christophe,Genisson, Yves

, p. 413 - 426 (2013)

A convenient and general preparative approach for tartrate-derived organic salts with bulky non-coordinating cations is described. This route is based on neutralisation of tartaric acid with cation hydroxides in aqueous solution. A series of 24 tartrate salts was prepared by systematic variation of the hemi- or bis-tartrate anion and the nature of the organic cation. Chirality of the anion was also explored as a vector for structural modification. Complete characterisation, including X-ray crystallography, was carried out. This comparative study of the physicochemical properties of these salts led to the identification of several informative trends useful for designing proper tartrate-based chiral ionic liquids.

Preparation and application of highly efficient and reusable TBAPIL@Si(CH2)3@nano-silica-based nano-catalyst for preparation of benzoxanthene derivatives

Agrwal, Akansha,Kumar, Vipin,Kasana, Virendra

, p. 2583 - 2595 (2021/02/26)

Tetrabutylammonium prolinate ionic liquid (TBAPIL) was prepared, and mesoporous silica nanoparticles (NPs) were synthesized. Both of these were linked through propyltriethoxysilane to prepare a reusable catalyst TBAPIL@Si(CH2)3@silica NPs (TBAPILS). The formation of TBAPIL was checked through Fourier-transform infrared spectroscopy (FT-IR) and nuclear magnetic resonance (NMR) analysis. X-ray diffraction analysis confirmed the structure of silica NPs and linking of TBPAIL on it. Transmission electron microscopy proved the flourishing development of silica NPs. Scanning electron microscopy graphs exposed the altering in morphology of silica NPs and TBAPILS. FT-IR analysis also confirmed the formation of TBAPILS catalyst. Moreover, the effectiveness of the TBAPILS was also checked for the synthesis of various derivatives of tetrahydrobenzoxanthenes-11-ones. The formation and structure of obtained compounds were confirmed by FT-IR, elemental analysis, 1HNMR and 13C NMR spectral analysis. The catalyst TBAPILS was found to be used successfully up to five cycles without significant loss of activity.

Synthesis method of N-hydroxymethyl acrylamide

-

Paragraph 0038-0040, (2021/06/12)

The invention relates to a synthesis method of N-hydroxymethyl acrylamide. By taking solid acrylamide and paraformaldehyde as raw materials, adopting a supported quaternary ammonium base catalyst, and selectively activating an amino group in the acrylamide by controlling the size of a hydrocarbyl group connected with quaternary ammonium base and utilizing the steric effect of hydrocarbyl, the self-polymerization behavior in the production process of the N-hydroxymethyl acrylamide is reduced, and the N-hydroxymethyl acrylamide monomer is efficiently obtained. The supported quaternary ammonium alkali is used as the catalyst, the reaction condition is mild, the selectivity is high, system polymerization caused by the traditional inorganic alkali liquor reaction is effectively avoided, and the reaction system can realize high-efficiency conversion of raw materials without adding a large amount of water as a reaction solvent, so that the yield is improved; and the supported quaternary ammonium base catalyst has the characteristics of large specific surface area, high reaction activity and the like, greatly reduces the use amount of solvent water in the reaction process, is convenient to remove in the post-treatment process, and reduces sewage discharge.

Preparation of Acifluorfen-Based Ionic Liquids with Fluorescent Properties for Enhancing Biological Activities and Reducing the Risk to the Aquatic Environment

Cao, Yongsong,Li, Jianqiang,Niu, Junfan,Tang, Gang,Tang, Jingyue,Tang, Rong,Yang, Jiale,Zhang, Wenbing,Zhou, Zhiyuan

, p. 6048 - 6057 (2020/06/26)

In this work, 12 novel herbicidal ionic liquids (HILs) based on acifluorfen were prepared by pairing with the fluorescent hydrazides or different alkyl chains for increasing activities and reducing negative impacts on the aquatic environment. The results showed that the fluorescence of coumarin hydrazide in the HILs was applied as the internal and supplementary light source to meet the requirement of light wavelength range of acifluorfen, which improved the phytotoxicity of acifluorfen to weeds by enhancing singlet oxygen generation with increased sunlight utilization. The herbicidal activities of HILs were related positively with the length of chain of cation under high light intensity and depended mainly on the fluorescence characteristic of the cation under low light intensity, and the double salt IL forms of acifluorfen containing coumarin hydrazide and n-hexadecyltrimethylammonium had enhanced efficacies against broadleaf weeds in the field. Compared with acifluorfen sodium, HILs had lower water solubility, better surface activity, weaker mobility in soils, and higher decomposition temperature. These results demonstrated that HILs containing different cations provided a wider scope for fine-tuning of the physicochemical and biological properties of herbicides and established a promising way for the development of environmentally friendly herbicidal formulations.

Ionic Liquid Stabilized Niobium Oxoclusters Catalyzing Oxidation of Sulfides with Exceptional Activity

Zhou, Qingqing,Ye, Man,Ma, Wenbao,Li, Difan,Ding, Bingjie,Chen, Manyu,Yao, Yefeng,Gong, Xueqing,Hou, Zhenshan

, p. 4206 - 4217 (2019/03/26)

We present here a new class of niobium oxoclusters that are stabilized effectively by carboxylate ionic liquids. These functionalized ILs are designated as [TBA][LA], [TBA][PA], and [TBA][HPA] in this work, in which TBA represents tetrabutylammonium and LA, PA, and HPA refer to lactate, propionate, 3-hydroxypropionate anions, respectively. The as-synthesized Nb oxoclusters have been characterized by use of elemental analysis, NMR, IR, XRD, TGA, HRTEM. It was found that [TBA][LA]-stabilized Nb oxoclusters (Nb?OC@[TBA][LA]) are uniformly dispersed with an average particle size of 2–3 nm and afforded exceptionally high catalytic activity for the selective oxidation of various thioethers. The turnover number with Nb?OC@[TBA][LA] catalyst was over 56 000 at catalyst loading as low as 0.0033 mol % (1 ppm). Meantime, the catalyst also showed the high activity for the epoxidation of olefins and allylic alcohols by using only 0.065 mol % of catalyst (50 ppm). The characterization of 93Nb NMR spectra revealed that the Nb oxoclusters underwent structural transformation in the presence of H2O2 but regenerated to their initial state at the end of the reaction. In particular, the highly dispersed Nb oxoclusters can absorb a large amount of polar organic solvents and thus were swollen greatly, which exhibited “pseudo” liquid phase behavior, and enabled the substrate molecules to be highly accessible to the catalytic center of Nb oxocluster units.

Preparation and characterization of new ionic liquid forms of 2,4-DP herbicide

Niemczak, Micha?,Biedziak, Agnieszka,Czerniak, Kamil,Marcinkowska, Katarzyna

, p. 7315 - 7325 (2017/11/27)

In this study, a series of new 2-(2,4-dichlorophenoxy)propionate-based herbicidal ionic liquids (HILs), incorporating well-known, commercially available tetraalkylammonium cations, were synthesized in high yield (≥89%) via a simple two-step procedure. Generally, at room temperature, the products comprising at least one long alkyl substituent in the cation were viscous liquids. All the synthesized salts maintained biological activity against the selected dicotyledonous weeds (common lambsquarters and cornflower). Among the tested salts, the HILs with dodecyltrimethylammonium, trimethyl(tetradecyl)ammonium and trimethyl(octadecyl)ammonium cations were characterized by the highest herbicidal efficacy against both plants. The spray solutions of the prepared HILs revealed their good surface-activation and wetting properties (contact angle = 43–63° and surface tension = 27–29 mN m?1), justifying an enhancement of the biological activity caused by the facilitated penetration of the active substance into the interior of the plant. The values of the octanol–water partition coefficient of the new salts indicate their low potential for bioaccumulation in the soil.

Method of manufacturing tetrabuthyl ammonium acetate (by machine translation)

-

, (2017/02/23)

PROBLEM TO BE SOLVED: use raw material, and the solvent through the proper selection of a simple and easy process suitable for the manufacture of solubility of cellulose tet love chill ammonium acetate. SOLUTION: and a starting material by tributylamine, tributylamine in polar aprotic organic solvent and by the reaction of halogenated butyl tetrabuthyl ammonium halide and a process for obtaining, in tetrabuthyl ammonium halide vopo and [...] by the reaction of an alkali metal hydroxide and a process for obtaining, in [...] vopo tetrabuthyl ammonium acetate and acetic acid tetrabuthyl by reaction of the process and to obtain. Selected drawing: fig. 1 (by machine translation)

BIOCATALYST SOLVENT USING IONIC LIQUID, AND BIOCATALYST SOLUTION CONTAINING THE SOLVENT AND BIOCATALYST

-

Paragraph 0142; 0143, (2016/10/10)

PROBLEM TO BE SOLVED: To provide: a biocatalyst solvent that can be stored for a long period of time and that can dissolve a high concentration of a biocatalyst from low temperatures to high temperatures while retaining the activity of the biocatalyst; and a biocatalyst solution using the biocatalyst solvent. SOLUTION: The biocatalyst solvent is composed of an ionic liquid containing anions and quaternary ammonium cations represented by the following formula (1), where each Ra independently represents: a hydroxyalkyl group which has at least one hydroxyl group, in which the alkyl moiety is in a C1-10 straight-chained or branched state, and in which the alkyl moiety may contain an oxygen atom; a carboxyalkyl group which has at least one carboxy group, in which the alkyl moiety is in a C1-10 straight-chained or branched state, and in which the alkyl moiety may contain an oxygen atom; or a hydroxy-carboxyalkyl group which has at least one each of a hydroxyl group and a carboxy group, in which the alkyl moiety is in a C1-10 straight-chained or branched state, and in which the alkyl moiety may contain an oxygen atom and where each Rb independently represents a hydrogen atom or a C1-5 straight-chained or branched alkyl group. n represents an integer of 1-4. SELECTED DRAWING: None COPYRIGHT: (C)2016,JPOandINPIT

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