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Tetrabutylammonium hydroxide

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Name

Tetrabutylammonium hydroxide

EINECS 218-147-6
CAS No. 2052-49-5 Density 0.995 g/cm3
PSA 23.06000 LogP 4.82680
Solubility Soluble in water, methanol. Melting Point 27-30 °C(lit.)
Formula C16H36N.OH Boiling Point 100 °C
Molecular Weight 259.476 Flash Point 7 °C
Transport Information UN 3267 8/PG 2 Appearance Aqueous solution
Safety 7-16-26-36/37/39-45-36/37-62-27 Risk Codes 34-36/38-23/24/25-11-67-39/23/24/25-36-65-63-38
Molecular Structure Molecular Structure of 2052-49-5 (Tetrabutylammonium hydroxide) Hazard Symbols ToxicT, FlammableF, CorrosiveC
Synonyms

1-Butanaminium,N,N,N-tributyl-, hydroxide (9CI);Ammonium, tetrabutyl-, hydroxide (8CI);Tetrabutylammonium hydroxide (6CI);Tetrabutylammonium hydroxide solution;

Article Data 25

Tetrabutylammonium hydroxide Synthetic route

1643-19-2

tetrabutylammomium bromide

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
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

429-41-4

tetrabutyl ammonium fluoride

A

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

2052-49-5

tetra(n-butyl)ammonium hydroxide

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 1h;A 71%
B n/a
311-28-4

tetra-(n-butyl)ammonium iodide

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

A

2052-49-5

tetra(n-butyl)ammonium hydroxide

B

791-31-1

triphenylhydroxysilane

Conditions
ConditionsYield
In acetonitrile at 25℃; Equilibrium constant;

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

A

90-01-7

salicylic alcohol

B

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

A

2052-49-5

tetra(n-butyl)ammonium hydroxide

B

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

A

90-01-7

salicylic alcohol

B

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

A

2052-49-5

tetra(n-butyl)ammonium hydroxide

B

120-80-9

benzene-1,2-diol

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

tetrabutyl-ammonium chloride

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
102-82-9

tributyl-amine

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

Tetrabutylammonium hydroxide Chemical Properties

IUPAC Name: Tetrabutylazanium hydroxide
Synonyms of Tetrabutylammonium hydroxide (CAS NO.2052-49-5): N,N,N-Tributyl-1-butanaminium hydroxide ; Tetra-n-butylammonium hydroxide ; Tetrabutylammonium hydroxide ;1-Butanaminium, N,N,N-tributyl-, hydroxide ;1-Butanaminium, N,N,N-tributyl-, hydroxide (1:1) ; Ammonium, tetrabutyl-, hydroxide
CAS NO: 2052-49-5
Molecular Formula: C16H36N.OH
Molecular Weight: 259.47
Molecular Structure:
H bond acceptors: 1
H bond donors: 0
Freely Rotating Bonds: 12
Polar Surface Area: 0 Å2
EINECS: 218-147-6
Melting point : 27-30 °C(lit.)
Boiling point : 100 °C 
Density: 0.995 
Refractive index: 1.4 
Flash Point: 7°C
Storage temp: 2-8°C
Appearance: Aqueous solution
Sensitive: Air Sensitive/Hygroscopic
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

Tetrabutylammonium hydroxide Uses

 Tetrabutylammonium hydroxide (CAS NO.2052-49-5) is commonly used as a base in organic chemistry.

Tetrabutylammonium hydroxide Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LDLo subcutaneous 19mg/kg (19mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 28, Pg. 367, 1926.

Tetrabutylammonium hydroxide Consensus Reports

Reported in EPA TSCA Inventory.

Tetrabutylammonium hydroxide Safety Profile

Safety Information about Tetrabutylammonium hydroxide (CAS NO.2052-49-5):
Hazard Codes: CorrosiveC,ToxicT,FlammableF
Risk Statements: 34-36/38-11-67-39/23/24/25-65-63
R34: Causes burns. 
R36/38: Irritating to eyes and skin. 
R11: Highly flammable. 
R67: Vapours may cause drowsiness and dizziness. 
R63: Possible risk of harm to the unborn child. 
R65: Harmful: may cause lung damage if swallowed.
R39/23/24/25: Toxic: danger of very serious irreversible effects through inhalation, in contact with skin and if swallowed
Safety Statements: 7-16-26-36/37/39-45-62-27 
S7: Keep container tightly closed. 
S16: Keep away from sources of ignition. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S27: Take off immediately all contaminated clothing. 
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 
S62: If swallowed, do not induce vomitting; seek medical advice immediately and show this container or label. 
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection.
RIDADR: UN 3267 8/PG 2
WGK Germany: 1
RTECS: BS5425000
F: 9-34
Hazard: Note Highly Flammable/Toxic/Corrosive/Air Sensitive/Hygroscopic
HazardClass: 3
PackingGroup: II

Tetrabutylammonium hydroxide Specification

General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.
Extinguishing Media: Use foam, dry chemical, or carbon dioxide. 
Handling: Avoid contact with eyes, skin, and clothing. Do not breathe dust, vapor, mist, or gas. Use only in a chemical fume hood.
Storage: Store in a cool, dry place. Store in a tightly closed container. Corrosives area.

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