Tetramethylazanium;chloride

Base Information

• Chemical Name: Tetramethylazanium;chloride
• CAS No.: 75-57-0
• Molecular Formula: C4H12NCl
• Molecular Weight: 109.599
• Hs Code.: 29239000
• Mol file: 75-57-0.mol

Synonyms:tetramethylazanium;chloride

Chemical Property of Tetramethylazanium;chloride

Chemical Property:

• Appearance/Colour: white crystals
• Vapor Pressure: 3965.255mmHg at 25°C
• Melting Point: >300 °C(lit.)
• Refractive Index: 1.5320 (estimate)
• Boiling Point: 165.26°C (rough estimate)
• PSA: 0.00000
• Density: 1.17 g/cm³
• LogP: -2.67360
• Storage Temp.: Store at RT.
• Sensitive.: Hygroscopic
• Solubility.: methanol: 0.1 g/mL, clear, colorless
• Water Solubility.: >60 g/100 mL (20 ºC)
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 109.0658271
• Heavy Atom Count: 6
• Complexity: 23

Purity/Quality:

99% ^*data from raw suppliers

Tetramethylammonium Chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T, Xn
• Hazard Codes: T,Xn
• Statements: 21-25-36/37/38-20/21/22
• Safety Statements: 26-36/37-45-37/39-28A-28-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C[N+](C)(C)C.[Cl-]
• Uses: 1. It can be used as polarographic analysis reagents which is widely used in the electronics industry. 2. Tetramethylammonium chloride is the phase transfer catalyst in organic synthesis with its catalytic activity being stronger than triphenylphosphine and triethylamine. At room temperature, it is a white crystalline powder, and is volatile, irritant, and easy to absorb moisture. It is easily soluble in methanol, soluble in water and hot ethanol but insoluble in ether and chloroform. Being heated to above 230 °C causes its decomposition into trimethylamine and methyl chloride. Median lethal dose (mice, intraperitoneal) is around 25mg/kg. It is also used for the synthesis of liquid crystal epoxy compound, and Pope and polarographic analysis, as well as electronic industry. Chemical intermediate, catalyst, inhibitor. Tetramethylammonium chloride along with N-hydroxyphthalimide and xanthone may be used as an efficient chloride catalytic system for the aerobic oxidation of hydrocarbons to form the corresponding oxygenated compounds. It may also be used as a phase transfer catalyst for the synthesis of aryl fluorides via selective chloride/fluoride exchange reaction of activated aryl chlorides with potassium fluoride in solid-liquid phase. TMAC may be used in ion-exchange procedures to show the increase of pH in understanding the chemical behaviour of catalyst [CTA]Si-MCM-41 using Knoevenagel condensation model.

Technology Process of Tetramethylazanium;chloride

There total 57 articles about Tetramethylazanium;chloride 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: 99.5%

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) + N,N,N',N'-Tetramethylphosphorodiamidic chloride (1605-65-8) → tetramethylammonium bis(dimethylamino)phosphate (93048-79-4) + tetramethlyammonium chloride (75-57-0)

Guidance literature:

In water; for 3h;

Reference yield: 99.0%

trimethylamine hydrochloride (593-81-7) + carbonic acid dimethyl ester (616-38-6) → tetramethlyammonium chloride (75-57-0)

Guidance literature:

With 1-ethyl-3-methylimidazolium bromide; at 169.84 ℃; for 8h;

DOI:10.1039/b601343k

Reference yield: 96.0%

carbonic acid dimethyl ester (616-38-6) → tetramethlyammonium chloride (75-57-0)

Guidance literature:

With ammonium chloride; at 169.84 ℃; for 8h;

DOI:10.1039/b601343k

upstream raw materials:

methanol

trimethylvinyl ammonium chloride

methylene chloride

dimethyl amine

Downstream raw materials:

tetramethylammonium pentacyanopropenide

trimethylamine

tetramethyl ammoniumhydroxide

methylene chloride

Refernces

Development of a general copper-catalyzed vinylic Finkelstein reaction—application to the synthesis of the C1–C9 fragment of laingolide B

10.1016/j.tet.2016.07.018

The study presents a novel and efficient copper-catalyzed vinylic Finkelstein reaction for the synthesis of various halogenated alkenes, which are important structural elements in pharmaceuticals, agrochemicals, and natural products. The researchers developed a method to convert alkenyl iodides and bromides into their chlorinated and brominated counterparts with high yields and full retention of double bond geometry. This method's broad applicability and mild reaction conditions make it suitable for a range of functionalized substrates. The study demonstrates the potential of this reaction in total synthesis and medicinal chemistry by using it to synthesize the C1–C9 fragment of laingolide B and for the late-stage modification of drug-like molecules. The researchers also explored the extension of this halogen exchange to acetylenic and allenic Finkelstein reactions.