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Tetramethylammonium chloride information


Tetramethylammonium chloride

Tetramethylammonium ion. Blue: nitrogen, black: carbon, white: hydrogen
Names
Preferred IUPAC name
N,N,N-Trimethylmethanaminium chloride
Other names
Tetramethylammonium chloride
Tetramethylazanium chloride
Identifiers
CAS Number
  • 75-57-0 checkY
3D model (JSmol)
  • Interactive image
ChemSpider
  • 6139 ☒N
ECHA InfoCard 100.000.801 Edit this at Wikidata
PubChem CID
  • 6379
UNII
  • DCQ9S88703 checkY
CompTox Dashboard (EPA)
  • DTXSID501030186 DTXSID6021749, DTXSID501030186 Edit this at Wikidata
InChI
  • InChI=1S/C4H12N.ClH/c1-5(2,3)4;/h1-4H3;1H/q+1;/p-1 ☒N
    Key: OKIZCWYLBDKLSU-UHFFFAOYSA-M ☒N
  • InChI=1/C4H12N.ClH/c1-5(2,3)4;/h1-4H3;1H/q+1;/p-1
    Key: OKIZCWYLBDKLSU-REWHXWOFAY
SMILES
  • C[N+](C)(C)C.[Cl-]
Properties
Chemical formula
C4H12NCl
Molar mass 109.60 g/mol
Appearance White crystals
Density 1.17 g/cm3
Melting point 425 °C (797 °F; 698 K) (decomposes)
Solubility Soluble in water and methanol. Slightly soluble in ethanol. Insoluble in ether, benzene, chloroform.
Hazards
Safety data sheet (SDS) External MSDS
Related compounds
Other anions
tetramethylammonium hydroxide
Other cations
tetraethylammonium chloride
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Tetramethylammonium chloride is one of the simplest quaternary ammonium salts, with four methyl groups tetrahedrally attached to the central N. The chemical formula (CH3)4N+Cl is often abbreviated further as Me4N+Cl. It is a hygroscopic colourless solid that is soluble in water and polar organic solvents. Tetramethylammonium chloride is a major industrial chemical, being used widely as a chemical reagent[1] and also as a low-residue bactericide in such processes as hydrofracking.[2] In the laboratory, it has fewer synthetic chemical applications than quaternary ammonium salts containing longer N-alkyl substituents, which are used extensively as phase-transfer catalysts.

  1. ^ "Tetramethylammonium chloride - National Library of Medicine HSDB Database". Archived from the original on 2015-12-22. Retrieved 2012-09-24.
  2. ^ "What Chemicals Are Used | FracFocus Chemical Disclosure Registry". Archived from the original on 2013-08-14. Retrieved 2012-10-30.

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Tetramethylammonium chloride

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Tetramethylammonium chloride is one of the simplest quaternary ammonium salts, with four methyl groups tetrahedrally attached to the central N. The chemical...

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Tetramethylammonium hydroxide

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metathesis reaction of tetramethylammonium chloride and potassium hydroxide in dry methanol, in which TMAH is soluble, but potassium chloride is not: NMe4+Cl−...

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Tetramethylammonium

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counter-ion. Common salts include tetramethylammonium chloride and tetramethylammonium hydroxide. Tetramethylammonium salts are used in chemical synthesis...

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Methylation

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such as iodomethane, dimethyl sulfate, dimethyl carbonate, or tetramethylammonium chloride. Less common but more powerful (and more dangerous) methylating...

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Tetraethylammonium chloride

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tetraethylammonium, tetramethylammonium, and N,N-dimethyl-pyrrolidinium fluoride monohydrates, tetraethylammonium chloride monohydrate, and tetramethylammonium hydroxide...

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Carbanion

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of the corresponding organosodium reagent with tetramethylammonium chloride. Since tetramethylammonium cations cannot form a chemical bond to the carbanionic...

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Hypertension

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War, the most popular and reasonably effective of which were tetramethylammonium chloride, hexamethonium, hydralazine, and reserpine (derived from the...

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Quaternary ammonium cation

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latter is indicated by the stability of the hydroxide salts such as tetramethylammonium hydroxide and tetrabutylammonium hydroxide even at elevated temperatures...

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History of hypertension

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War, the most popular and reasonably effective of which were tetramethylammonium chloride and its derivative hexamethonium. Also used in the post-war period...

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Trimethylamine

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and carnitine. Trimethylamine is used in the synthesis of choline, tetramethylammonium hydroxide, plant growth regulators, herbicides, strongly basic anion...

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Tetranitratoborate

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the periodic table, aluminium instead of boron ([Al(NO3)4]−). Tetramethylammonium chloride reacts with BCl3 to make [N(CH3)4]+[BCl4]−. Then the tetrachloroborate...

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Tetraethylammonium cyanide

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prepared similarly. The salt is highly toxic. Tetraethylammonium Tetramethylammonium chloride Entley, William R.; Treadway, Christopher R.; Wilson, Scott R...

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Hexanitratoaluminate

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hexanitratoaluminate K3[Al(NO3)6]. Tetramethylammonium hexanitratoaluminate can be formed from tetramethylammonium chloride, aluminium chloride and dinitrogen tetroxide...

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Neptunea antiqua

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to living undamaged mussels. N. antiqua contains tetramethylammonium salts (most likely the chloride) in its tissues, and has been the source of non-lethal...

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Potassium superoxide

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bromides to alcohols and acyl chlorides to diacyl peroxides. Ion exchange with tetramethylammonium hydroxide gives tetramethylammonium superoxide, a yellow solid...

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List of inorganic compounds

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dioxido(dioxo)molybdenum – H8MoN2O4 Diammonium phosphate – [NH4]2HPO4 Tetramethylammonium perchlorate – [N(CH3)4]ClO4 Antimony hydride (stybine) – SbH3 Antimony...

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Specific ion interaction theory

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fitting protonation constants of carboxylic acids in aqueous tetramethylammonium chloride at various ionic strengths". Journal of Solution Chemistry. 26...

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Oxalate chloride

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An oxalate chloride or oxalato chloride is a mixed anion compound contains both oxalate and chloride anions. Related compounds include oxalate fluorides...

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Gold compounds

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(CsAu), for example, crystallizes in the caesium chloride motif; rubidium, potassium, and tetramethylammonium aurides are also known. Gold has the highest...

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Phosphonium iodide

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Peyton. (July 1914). "The Dissociation Pressures of Ammonium- and Tetramethylammonium Halides and of Phosphonium Iodide and Phosphorus Pentachloride"....

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Methyl fluoroacetate

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[(CH3(CH2)3)4N]+Cl−, tetrabutylammonium bromide [(CH3(CH2)3)4N]+Br−, or tetramethylammonium chloride [(CH3)4N]+Cl−. The mass ratio of the potassium fluoride and the...

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List of compounds with carbon number 4

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143481-65-6 C4H12ClN tetramethylammonium chloride 75-57-0 C4H12GeO4 tetramethoxygermanium 992-91-6 C4H12IN tetramethylammonium iodide 75-58-1 C4H12N2...

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Isopropyl alcohol

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of monocrystalline silicon, such as with potassium hydroxide or tetramethylammonium hydroxide. This process is used in texturing of silicon solar cells...

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Transition metal chloride complex

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transition metal chloride complex is a coordination complex that consists of a transition metal coordinated to one or more chloride ligand. The class...

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Bromley equation

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fitting protonation constants of carboxylic acids in aqueous tetramethylammonium chloride at various ionic strengths". J. Solution Chem. 26 (6): 631–648...

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Tetrabutylammonium bromide

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an additional Br2 unit Tetrabutylammonium fluoride Tetrabutylammonium chloride Tetrabutylammonium iodide Applied Catalysis A: General 241 (2003) 227–233...

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Oxygen storage

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oxygen, and 0.38 kg of oxygen is generated per kg of superoxide. Tetramethylammonium ozonide ((CH3)4NO3) is proposed as a source of oxygen for generators...

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Tetrasulfur tetranitride

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N2 A related cation is also known, i.e. [S4N5]+. Treatment with tetramethylammonium azide produces the heterocycle [S3N3]−: 8 S4N4 + 8 [(CH3)4N]+[N3]−...

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Caesium

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be reacted with a caesium-specific ion exchange resin to produce tetramethylammonium auride. The analogous platinum compound, red caesium platinide (Cs2Pt)...

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