Choline chloride
![]() | |
![]() | |
Names | |
---|---|
IUPAC name
2-Hydroxy-N,N,N-trimethylethanaminium chloride OR (2-hydroxyethyl)trimethylammonium chloride
| |
Other names
hepacholine, biocolina and lipotril.
| |
Identifiers | |
3D model (JSmol)
|
|
ChEBI | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.000.596 |
E number | E1001(iii) (additional chemicals) |
PubChem CID
|
|
UNII | |
CompTox Dashboard (EPA)
|
|
| |
| |
Properties | |
C5H14ClNO | |
Molar mass | 139.62 g·mol−1 |
Appearance | White or deliquescent crystals |
Melting point | 302 °C (576 °F; 575 K) (decomposes) |
very soluble (>650 g/l)[1] | |
Hazards | |
NFPA 704 (fire diamond) | |
Safety data sheet (SDS) | External MSDS |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
|
Choline chloride is an organic compound with the formula (CH3)3NCH2CH2OH]Cl. It is bifunctional, containing both quaternary ammonium salt and an alcohol. The cation is choline, which occurs naturally. It is a white, water-soluble salt used mainly in animal feed.[2]
Synthesis
In the laboratory, choline can be prepared by methylation of dimethylethanolamine with methyl chloride.
Choline chloride is mass-produced with world production estimated at 160 000 tons in 1999.[2] Industrially, it is produce by the reaction of ethylene oxide, hydrogen chloride, and trimethylamine,[3] or from the pre-formed salt:[4]
Applications
It is an important additive in feed especially for chickens where it accelerates growth. It forms a deep eutectic solvent with urea, ethylene glycol, glycerol, and many other compounds.
It is also used as a clay control additive in fluids used for hydraulic fracturing.[5]
Related salts
Other commercial choline salts are choline hydroxide and choline bitartrate. In foodstuffs, the compound is often present as phosphatidylcholine.
References
- ^ "Chemical Safety Information from Intergovernmental Organizations - Choline Chloride" (PDF). Archived from the original (PDF) on 2017-07-12.
- ^ a b "Ethanolamines and Propanolamines". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. 2002. doi:10.1002/14356007.a10_001.
{{cite encyclopedia}}
: Unknown parameter|authors=
ignored (help) - ^ |title= Johnson Matthey Process Technology - Choline chloride licensed process
- ^ "Choline chloride" (PDF). Screening Information Data Set (SIDS) for High Production Volume Chemicals. IPCS INCHEM. Archived from the original (PDF) on 2017-07-12. Retrieved 2009-11-10.
- ^ "What Chemicals Are Used". FracFocus. Retrieved 19 September 2014.