Conditions | Yield |
---|---|
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
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
B
tetra(n-butyl)ammonium hydroxide
Conditions | Yield |
---|---|
In tetrahydrofuran at 20℃; for 1h; | A 71% B n/a |
Conditions | Yield |
---|---|
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℃; |
Conditions | Yield |
---|---|
In acetonitrile at 25℃; Equilibrium constant; |
Conditions | Yield |
---|---|
With water; boric acid In dimethylsulfoxide-d6 at 30℃; Equilibrium constant; |
Conditions | Yield |
---|---|
With water; boric acid In dimethylsulfoxide-d6 at 30℃; Equilibrium constant; |
Conditions | Yield |
---|---|
With water; boric acid In dimethylsulfoxide-d6 at 30℃; Equilibrium constant; |
Conditions | Yield |
---|---|
With water; boric acid In dimethylsulfoxide-d6 at 30℃; Equilibrium constant; |
Conditions | Yield |
---|---|
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 |
Conditions | Yield |
---|---|
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
tetra(n-butyl)ammonium hydroxide
tetra(n-butyl)ammonium formate
Conditions | Yield |
---|---|
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
(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;
Conditions | Yield |
---|---|
In methanol Ambient temperature; | 100% |
tetra(n-butyl)ammonium hydroxide
Conditions | Yield |
---|---|
In methanol; water Heating; | 100% |
Conditions | Yield |
---|---|
In water; acetone at 20℃; | 100% |
In water; acetone at 20℃; | 100% |
99% |
tetra(n-butyl)ammonium hydroxide
Conditions | Yield |
---|---|
In dichloromethane; water at 20℃; for 0.333333h; | 100% |
In dichloromethane; water at 20℃; | 80% |
tetra(n-butyl)ammonium hydroxide
benzyl 2-cyanoethyl 3,7,11,15-tetramethylhexadecylphosphate
Conditions | Yield |
---|---|
In dichloromethane; water for 1h; | 100% |
tetra(n-butyl)ammonium hydroxide
Conditions | Yield |
---|---|
In ethanol | 100% |
tetra(n-butyl)ammonium hydroxide
5-methoxycarbonyl-m-xylylene bisphosphonic acid tetramethyl ester
Conditions | Yield |
---|---|
In water for 168h; Heating; | 100% |
tetra(n-butyl)ammonium hydroxide
5-nitro-m-xylylene bisphosphonic acid tetramethyl ester
Conditions | Yield |
---|---|
In water for 168h; Heating; | 100% |
tetra(n-butyl)ammonium hydroxide
5-methoxy-m-xylylene bisphosphonic acid tetramethyl ester
Conditions | Yield |
---|---|
In water for 168h; Heating; | 100% |
Conditions | Yield |
---|---|
In methanol at 0 - 20℃; for 3h; Inert atmosphere; | 100% |
In methanol | 97% |
In water at 20℃; for 2h; | 95% |
tetra(n-butyl)ammonium hydroxide
Conditions | Yield |
---|---|
In dichloromethane; water for 0.5h; | 100% |
In dichloromethane; water at 20℃; for 0.0166667h; |
tetra(n-butyl)ammonium hydroxide
4-acetylphenylboronic acid
Conditions | Yield |
---|---|
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
Conditions | Yield |
---|---|
In dichloromethane; water for 1h; | 100% |
tetra(n-butyl)ammonium hydroxide
Conditions | Yield |
---|---|
In water for 480h; Heating; | 100% |
1,4,5,8-tetrahydro-1,4:5,8-dimethanoanthracene-9,10-bis(phenylphosphonic acid ester)
tetra(n-butyl)ammonium hydroxide
Conditions | Yield |
---|---|
In dichloromethane; water at 20℃; for 2h; | 100% |
tetra(n-butyl)ammonium hydroxide
1,4,5,8-tetrahydro-1,4:5,8-dimethanoanthracene-9,10-bis(methylphosphonic acid ester)
Conditions | Yield |
---|---|
In dichloromethane; water at 20℃; for 2h; | 100% |
tetra(n-butyl)ammonium hydroxide
Conditions | Yield |
---|---|
In water for 0.0833333h; cooling; | 100% |
tetra(n-butyl)ammonium hydroxide
2,5-di-tert-butyl-6-hydroxyphenalenone
Conditions | Yield |
---|---|
In tetrahydrofuran; water at 20℃; for 0.833333h; | 100% |
Conditions | Yield |
---|---|
In water at 20℃; for 0.5h; Product distribution / selectivity; | 100% |
Conditions | Yield |
---|---|
With boric acid In water at 100℃; for 0.25h; Heating / reflux; | 100% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
In methanol; water at 20℃; | 100% |
In methanol; water at 20℃; | |
In methanol at 20℃; for 2h; |
tetra(n-butyl)ammonium hydroxide
Conditions | Yield |
---|---|
In dichloromethane; water for 0.5h; | 100% |
tetra(n-butyl)ammonium hydroxide
Conditions | Yield |
---|---|
In dichloromethane; water for 0.5h; | 100% |
tetra(n-butyl)ammonium hydroxide
Conditions | Yield |
---|---|
In dichloromethane; water for 0.5h; | 100% |
C31H34NO9P
tetra(n-butyl)ammonium hydroxide
C16H36N(1+)*C28H30O9P(1-)
Conditions | Yield |
---|---|
In dichloromethane; water at 20℃; | 100% |
C22H30NO9P
tetra(n-butyl)ammonium hydroxide
C16H36N(1+)*C19H26O9P(1-)
Conditions | Yield |
---|---|
In dichloromethane; water at 20℃; | 100% |
C38H42NO9P
tetra(n-butyl)ammonium hydroxide
C16H36N(1+)*C35H38O9P(1-)
Conditions | Yield |
---|---|
In dichloromethane; water at 20℃; | 100% |
C18H22O8S2
tetra(n-butyl)ammonium hydroxide
Conditions | Yield |
---|---|
In methanol at 20℃; for 0.25h; | 100% |
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 (CAS NO.2052-49-5) is commonly used as a base in organic chemistry.
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. |
Reported in EPA TSCA Inventory.
Safety Information about Tetrabutylammonium hydroxide (CAS NO.2052-49-5):
Hazard Codes: C,T,F
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
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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