Tetramethylammonium hydroxide

Base Information

• Chemical Name: Tetramethylammonium hydroxide
• CAS No.: 75-59-2
• Deprecated CAS: 104422-11-9,105468-35-7,129654-61-1,154636-59-6,78017-87-5,93615-68-0,123626-97-1,129653-91-4,143549-79-5,195460-17-4,1239135-84-2,950683-29-1,117277-88-0,2094630-69-8,105468-35-7,117277-88-0,123626-97-1,129653-91-4,129654-61-1,143549-79-5,154636-59-6,195460-17-4,78017-87-5,93615-68-0,950683-29-1
• Molecular Formula: C4H13NO
• Molecular Weight: 91.1533
• Hs Code.: 29239000
• European Community (EC) Number: 200-882-9
• UN Number: 1835
• UNII: 5GKP7317Q2
• DSSTox Substance ID: DTXSID3029108
• Wikipedia: Tetramethylammonium_hydroxide
• Wikidata: Q420868
• ChEMBL ID: CHEMBL3187523
• Mol file: 75-59-2.mol

Synonyms:tetraamethylammonium acetate;tetramethylammonium;tetramethylammonium bromide;tetramethylammonium chloride;tetramethylammonium fluoride;tetramethylammonium hydrogen dichloride;tetramethylammonium hydroxide;tetramethylammonium hydroxide pentahydrate;tetramethylammonium iodide;tetramethylammonium nitrate;tetramethylammonium perchlorate;tetramethylammonium sulfate (2:1);tetramethylammonium tribromide;tetramethylammonium triiodide;trimethylaminomethane

Chemical Property of Tetramethylammonium hydroxide

Chemical Property:

• Appearance/Colour: colourless to yellow liquid
• Vapor Pressure: 17.5 mm Hg ( 20 °C)
• Melting Point: °C
• Refractive Index: n20/D 1.384
• Boiling Point: 110 °C
• Flash Point: 80 °F
• PSA: 23.06000
• Density: 0.866 g/mL at 25 °C
• LogP: 0.14560
• Storage Temp.: 2-8°C
• Sensitive.: Air Sensitive
• Water Solubility.: Soluble in water.
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 91.099714038
• Heavy Atom Count: 6
• Complexity: 19.1
• Transport DOT Label: Corrosive

Purity/Quality:

99% ^*data from raw suppliers

TetramethylammoniumHydroxide(25%w/wsolutioninWater) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C,F,T
• Hazard Codes: C,T,F,T+,Xn
• Statements: 24/25-34-20/21/22-39/23/24/25-23/24/25-10-21/22-25-21-11-67-36-52-48/24-27/28-23-35-36/38
• Safety Statements: 45-36/37/39-26-16-36/37-28

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Bases
• Canonical SMILES: C[N+](C)(C)C.[OH-]
• Description: Tetramethylammonium hydroxide is a solid in the hydrated form or a colorless liquid with a strong ammonia-like odor. It is soluble in water, and corrosive to metals and tissue.
• Uses: ▼▲ Industry Application Role/benefit Organic silicon Production of dimethyl silicone oil, organic silicon resin, silicon rubber, etc. Catalyst/removed easily; no pollution to the products Chemical analysis Polarography experiment Polarographic reagent Thermochemolysis to study fungal degradation of wood Analytical reagent Chemical purification Removal of metal elements Ash free alkali/source of base; make the metal elements precipitated Electron Production of computer silicon chip Brightening agent; anisotropic etching agent; cleaning agent; photoresist developer Printing of circuit board Cleaning agent Semiconductor manufacturing Chemical stripper Others Synthesis of ferrofluid Surfactant/ inhibit nanoparticle aggregation Synthesis of zeolite Structure directing agent Tetramethylammonium hydroxide is used to produce tetramethyl-ammonium azide. It is used as an anisotropic etchant of silicon, basic solvent in the development of acidic photoresist in photolithography process, as surfactant in the synthesis of ferrofluid and as a polarographic reagent. It finds application in the production of organic silicon, where it is used for computer silicon wafer surface brightener and cleaning agent. It is also involved in the purification of some metallic elements. Tetramethylammonium hydroxide solution (25 wt.% solution in water) may be used as a base for pH adjustment to obtain hexagonal mesoporous aluminophosphate (TAP).

Technology Process of Tetramethylammonium hydroxide

There total 28 articles about Tetramethylammonium hydroxide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.2%

methanol (67-56-1) + carbonic acid dimethyl ester (616-38-6) + trimethylamine (75-50-3) → tetramethyl ammoniumhydroxide (75-59-2,104422-11-9,123626-97-1,154636-59-6,195460-17-4,78017-87-5,93615-68-0,129654-61-1)

Guidance literature:

methanol; carbonic acid dimethyl ester; trimethylamine; In water; at 140 ℃; for 4h; under 11251.1 Torr;

With calcium hydroxide; In methanol; water; Heating / reflux;

Reference yield: 68.0%

tetramethylammonium bromide (64-20-0) → tetramethyl ammoniumhydroxide (75-59-2,104422-11-9,123626-97-1,154636-59-6,195460-17-4,78017-87-5,93615-68-0,129654-61-1)

Guidance literature:

With potassium hydroxide; In dichloromethane; at 20 ℃; for 10h;

DOI:10.1021/jp108003x DOI:10.1021/jp3015386

Reference yield:

tetramethlyammonium chloride (75-57-0) → tetramethyl ammoniumhydroxide (75-59-2,104422-11-9,123626-97-1,154636-59-6,195460-17-4,78017-87-5,93615-68-0,129654-61-1)

Guidance literature:

With methanol; potassium hydroxide; man filtriert vom ausgescheidenen Kaliumchlorid ab und engt unter Zuatz von Wasser im Vakuum bei 35grad ein;

upstream raw materials:

methanol

methyl nitrate

tertamethylammonium iodide

tetramethylammonium bromide

Downstream raw materials:

trans-azoxybenzene

formic acid

methanol

ethanol

Refernces

• 1、 Cao, Yongsong,Li, Jianqiang,Niu, Junfan,Tang, Gang,Tang, Jingyue,Tang, Rong,Yang, Jiale,Zhang, Wenbing,Zhou, Zhiyuan. "Preparation of Acifluorfen-Based Ionic Liquids with Fluorescent Properties for Enhancing Biological Activities and Reducing the Risk to the Aquatic Environment". . p. 6048 - 6057. Retrieved 2020/06/26.
• 2、 Kavitha,Attri, Pankaj,Venkatesu, Pannuru,Devi, R. S. Rama,Hofman. "Influence of alkyl chain length and temperature on thermophysical properties of ammonium-based ionic liquids with molecular solvent". experimental part. p. 4561 - 4574. Retrieved 2012/07/02.