Tetramethylammonium chloride

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 ;
3D model (JSmol)	Interactive image;
ChemSpider	6139 ;
ECHA InfoCard	100.000.801
PubChem CID	6379;
UNII	DCQ9S88703 ;
CompTox Dashboard (EPA)	DTXSID501030186 DTXSID6021749, DTXSID501030186 ;
	InChI InChI=1S/C4H12N.ClH/c1-5(2,3)4;/h1-4H3;1H/q+1;/p-1 Key: OKIZCWYLBDKLSU-UHFFFAOYSA-M ; 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). verify (what is ?) 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 and also as a low-residue bactericide in such processes as hydrofracking. 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.