methanol
carbonic acid dimethyl ester
trimethylamine
tetramethyl ammoniumhydroxide
Conditions | Yield |
---|---|
Stage #1: methanol; carbonic acid dimethyl ester; trimethylamine In water at 140℃; under 11251.1 Torr; for 4h; Stage #2: With calcium hydroxide In methanol; water Heating / reflux; | 95.2% |
Conditions | Yield |
---|---|
With potassium hydroxide In dichloromethane at 20℃; for 10h; | 68% |
With water; silver(l) oxide die Salze entstehen; und Eindunsten des Filtrats Vakuum ueber Schwefelsaeure; | |
With potassium hydroxide In ethanol at 20℃; for 12h; |
Conditions | Yield |
---|---|
With ammonia die Salze entstehen; |
Conditions | Yield |
---|---|
With water Herstellung einer wss. Loesung mit Hilfe eines Anionenaustauschers; |
Conditions | Yield |
---|---|
With methanol; potassium hydroxide man filtriert vom ausgescheidenen Kaliumchlorid ab und engt unter Zuatz von Wasser im Vakuum bei 35grad ein; | |
With potassium hydroxide In methanol at 25℃; for 2h; | |
With sodium hydroxide In ethanol for 4h; |
Conditions | Yield |
---|---|
With methanol at 100℃; die Salze entstehen; |
Conditions | Yield |
---|---|
With methanol at 100℃; die Salze entstehen; |
Conditions | Yield |
---|---|
With methanol at 100℃; die Salze entstehen; |
Conditions | Yield |
---|---|
Kochen des erhaltenen Methylsulfats mit verd.H2SO4 und anschliessende Umsetzung mit Ba(OH)2; |
Conditions | Yield |
---|---|
With methanol at 100℃; die Salze entstehen; |
Conditions | Yield |
---|---|
With methanol at 100℃; die Salze entstehen; |
Conditions | Yield |
---|---|
With methanol at 100℃; die Salze entstehen; |
Conditions | Yield |
---|---|
With water at 105℃; unter Druck; |
Conditions | Yield |
---|---|
die Salze entstehen; |
Conditions | Yield |
---|---|
die Salze entstehen; |
trimethyl-vinylammonium cation
trimethylamine
tetramethyl ammoniumhydroxide
Conditions | Yield |
---|---|
With water at 110 - 120℃; |
Conditions | Yield |
---|---|
With ammonia; water die Salze entstehen; | |
With ethanol; ammonia die Salze entstehen; |
Tetramethylammonium hydrogen carbonate
tetramethyl ammoniumhydroxide
Conditions | Yield |
---|---|
With water for 12h; electrolysis (20V); | 626 g |
With hydrogenchloride; formic acid; sulfuric acid In water electrolysis; |
tetramethyl ammoniumhydroxide
Conditions | Yield |
---|---|
With water |
tetramethyl ammoniumhydroxide
Conditions | Yield |
---|---|
at 195 - 200℃; die Salze entstehen; |
Conditions | Yield |
---|---|
With methanol at 125 - 130℃; die Salze entstehen; |
Conditions | Yield |
---|---|
With ammonia die Salze entstehen; bei laengerem Stehen; | |
With ammonia die Salze entstehen; beim Erhitzen; |
Conditions | Yield |
---|---|
With ammonium chloride at 285℃; die Salze entstehen; |
tetramethyl ammoniumhydroxide
Conditions | Yield |
---|---|
With ambersep 900 OH In water Product distribution / selectivity; Alkaline conditions; | |
In sulfuric acid; water for 6h; Product distribution / selectivity; Electrolysis; |
tetramethyl ammoniumhydroxide
Conditions | Yield |
---|---|
With basic anion exchanger In water Product distribution / selectivity; |
Cyclohexanethiol
tetramethyl ammoniumhydroxide
Cyclohexanethiolatetetramethyl-ammonium;
Conditions | Yield |
---|---|
In benzene at 6 - 10℃; for 1h; | 100% |
bis-p-phenylene-34-crown-10-12,152-dicarboxylic acid
tetramethyl ammoniumhydroxide
Conditions | Yield |
---|---|
In methanol for 2h; | 100% |
Homotaurin
tetramethyl ammoniumhydroxide
acetic anhydride
tetramethylammonium N-acetylhomotaurinate
Conditions | Yield |
---|---|
Stage #1: Homotaurin; tetramethyl ammoniumhydroxide In water at 20℃; for 1h; Stage #2: acetic anhydride In water at 40℃; | 100% |
Stage #1: Homotaurin; tetramethyl ammoniumhydroxide In water at 20℃; for 1h; Stage #2: acetic anhydride In water at 40℃; | 100% |
Stage #1: Homotaurin; tetramethyl ammoniumhydroxide In water at 20℃; for 1h; Stage #2: acetic anhydride In water at 40℃; | 100% |
Conditions | Yield |
---|---|
In methanol; dichloromethane at -78℃; | 100% |
Conditions | Yield |
---|---|
With water In ethanol at 0 - 20℃; for 0.0833333h; | 100% |
In methanol at 45℃; for 4h; | 75% |
In methanol |
Conditions | Yield |
---|---|
In water at 40℃; | 100% |
Conditions | Yield |
---|---|
In methanol; water at 20℃; Cooling with ice; Inert atmosphere; | 100% |
In methanol; water at 20℃; for 24h; Inert atmosphere; | 97% |
In methanol; water at 20℃; for 24h; Cooling with ice; | 97% |
Conditions | Yield |
---|---|
With [D]-sodium hydroxide; sodium acetate In water-d2 for 2h; pD >11; | 100% |
1,2-benzisothiazolin-3-one
tetramethyl ammoniumhydroxide
tetramethylammonium 1,2-benzisothiazol-3-one
Conditions | Yield |
---|---|
In water pH=9.58; | 100% |
In water pH=9.0; |
Conditions | Yield |
---|---|
Stage #1: tetramethyl ammoniumhydroxide; phenol In water for 0.0166667h; Stage #2: at 70℃; for 72h; | 100% |
In water at 25℃; for 0.166667h; | 96% |
In ethanol; water at 20℃; for 24h; Inert atmosphere; |
tetramethyl ammoniumhydroxide
p-N,N-dimethylaminobenzoic acid
tetramethylammonium 4-(dimethylamino)benzoate
Conditions | Yield |
---|---|
With water In ethanol at 0 - 20℃; for 0.0833333h; | 100% |
In ethanol; water for 1h; |
Conditions | Yield |
---|---|
In methanol at 0 - 20℃; for 2h; | 100% |
Conditions | Yield |
---|---|
In methanol at 20℃; for 15h; Inert atmosphere; | 100% |
In methanol for 16h; Inert atmosphere; | 99% |
Conditions | Yield |
---|---|
With water In ethanol at 0 - 20℃; for 0.0833333h; | 100% |
Conditions | Yield |
---|---|
With water In ethanol at 0 - 20℃; for 0.0833333h; | 100% |
Conditions | Yield |
---|---|
With water In ethanol at 0 - 20℃; for 0.0833333h; | 100% |
Conditions | Yield |
---|---|
With water In ethanol at 0 - 20℃; for 0.0833333h; | 100% |
Conditions | Yield |
---|---|
With water In ethanol at 0 - 20℃; for 0.0833333h; | 100% |
Conditions | Yield |
---|---|
With water In ethanol at 0 - 20℃; for 0.0833333h; | 100% |
Conditions | Yield |
---|---|
With water In ethanol at 0 - 20℃; for 0.0833333h; | 100% |
Conditions | Yield |
---|---|
With water In ethanol at 0 - 20℃; for 0.0833333h; | 100% |
In methanol at 20℃; for 16h; Inert atmosphere; Glovebox; | 82% |
Conditions | Yield |
---|---|
With water In ethanol at 0 - 20℃; for 0.0833333h; | 100% |
Conditions | Yield |
---|---|
With water In ethanol at 0 - 20℃; for 0.0833333h; | 100% |
Conditions | Yield |
---|---|
With water In ethanol at 0 - 20℃; for 0.0833333h; | 100% |
tetramethyl ammoniumhydroxide
4-methoxybenzoic acid
tetramethylammonium 4-methoxybenzoate
Conditions | Yield |
---|---|
With water In ethanol at 0 - 20℃; for 0.0833333h; | 100% |
Conditions | Yield |
---|---|
With water In ethanol at 0 - 20℃; for 0.0833333h; | 100% |
Conditions | Yield |
---|---|
With water In ethanol at 0 - 20℃; for 0.0833333h; | 100% |
Conditions | Yield |
---|---|
In ethanol; water at 20℃; for 24h; | 100% |
tetramethyl ammoniumhydroxide
N,N,N',N'-Tetramethylphosphorodiamidic chloride
A
tetramethylammonium bis(dimethylamino)phosphate
B
tetramethlyammonium chloride
Conditions | Yield |
---|---|
In water for 3h; | A 99.5% B n/a |
tetramethyl ammoniumhydroxide
5-methyl-dihydro-furan-2-one
tetramethylammonium 4-hydroxyvalerate
Conditions | Yield |
---|---|
In water for 1h; | 99.5% |
Reported in EPA TSCA Inventory.
Tetramethylammonium hydroxide, with the CAS registry number 75-59-2, is also known as TMAH. It belongs to the product categories of Quarternary Ammonium Bases; Ammonium Hydroxides (Quaternary); Ion Pair Reagents; Ion Pair Reagents - Anionic Concentrate. Its EINECS number is 200-882-9. This chemical's molecular formula is C4H13NO and molecular weight is 91.15. Its IUPAC name is called tetramethylammonium hydroxide.It is a colourless to yellow liquid with a strong ammonia-like odor which is stable,flammable,incompatible with strong oxidizing agents,strong acids.
Properties of Tetramethylammonium hydroxide:
(1)H-Bond Donor: 1; (2)H-Bond Acceptor: 1; (3)Rotatable Bond Count: 0; (4)Exact Mass: 91.099714; (5)MonoIsotopic Mass: 91.099714; (6)Topological Polar Surface Area: 1; (7)Heavy Atom Count: 6; (8)Formal Charge: 0; (9)Complexity: 19.1; (10)Isotope Atom Count: 0; (11)Defined Atom StereoCenter Count: 0; (12)Undefined Atom StereoCenter Count: 0; (13)Defined Bond StereoCenter Count: 0; (14)Undefined Bond StereoCenter Count: 0; (15)Covalently-Bonded Unit Count: 2.
Structure Descriptors of Tetramethylammonium hydroxide:
(1)Canonical SMILES: C[N+](C)(C)C.[OH-]
(2)InChI: InChI=1S/C4H12N.H2O/c1-5(2,3)4;/h1-4H3;1H2/q+1;/p-1
(3)InChIKey: WGTYBPLFGIVFAS-UHFFFAOYSA-M
Toxicity of Tetramethylammonium hydroxide is as follows :
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
frog | LDLo | parenteral | 5mg/kg (5mg/kg) | VASCULAR: BP ELEVATION NOT CHARACTERIZED IN AUTONOMIC SECTION | "Structure et Activite Pharmacodyanmique des Medicaments du Systeme Nerveux Vegetatif," Bovet, D., and F. Bovet-Nitti, New York, S. Karger, 1948Vol. -, Pg. 688, 1948. |
frog | LDLo | unreported | 1515ug/kg (1.515mg/kg) | "Structure et Activite Pharmacodyanmique des Medicaments du Systeme Nerveux Vegetatif," Bovet, D., and F. Bovet-Nitti, New York, S. Karger, 1948Vol. -, Pg. 681, 1948. | |
guinea pig | LD50 | skin | 25mg/kg (25mg/kg) | SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" | National Technical Information Service. Vol. OTS0570994, |
mouse | LDLo | subcutaneous | 19mg/kg (19mg/kg) | Journal of Pharmacology and Experimental Therapeutics. Vol. 28, Pg. 367, 1926. | |
rabbit | LDLo | intravenous | 1mg/kg (1mg/kg) | "Structure et Activite Pharmacodyanmique des Medicaments du Systeme Nerveux Vegetatif," Bovet, D., and F. Bovet-Nitti, New York, S. Karger, 1948Vol. -, Pg. 688, 1948. |
Tetramethylammonium hydroxide is used as an anisotropic etchant of silicon. It is also used as a basic solvent in the development of acidic photoresist in the photolithography process. Since it is a phase transfer catalyst, it is highly effective in stripping photoresist. It is also used as a surfactant in the synthesis of ferrofluid, to prevent agglomeration.
Safety information of Tetramethylammonium hydroxide:
When you are using Tetramethylammonium hydroxide, please be cautious about it as the following:Tetramethylammonium hydroxide may destroy living tissue on contact and may cause burns. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell seek medical advice immediately (show the label where possible).
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