Choline

Choline (/ˈkln/ KOH-leen) is a cation with the chemical formula [(CH3)3NCH2CH2OH]+. Choline forms various salts, for example choline chloride and choline bitartrate.

Choline
Names
IUPAC name
2-Hydroxyethyl(trimethyl)azanium
Preferred IUPAC name
2-Hydroxy-N,N,N-trimethylethan-1-aminium
Other names
  • Bilineurine
  • (2-Hydroxyethyl)trimethylammonium
  • 2-Hydroxy-N,N,N-trimethylethanaminium
Identifiers
3D model (JSmol)
1736748
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.000.487
EC Number
  • 200-535-1
324597
KEGG
UNII
  • InChI=1S/C5H14NO/c1-6(2,3)4-5-7/h7H,4-5H2,1-3H3/q+1 Y
    Key: OEYIOHPDSNJKLS-UHFFFAOYSA-N Y
  • C[N+](C)(C)CCO
Properties
[(CH3)3NCH2CH2OH]+
Molar mass 104.173 g·mol−1
Appearance Viscous colorless deliquescent liquid (choline hydroxide)
Very soluble (choline hydroxide)
Solubility soluble in ethanol, insoluble in diethylether and chloroform (choline hydroxide)
Structure
Tetrahedral at the nitrogen atom
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Corrosive
GHS labelling:
Danger
H314
P260, P264, P280, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P310, P321, P363, P405, P501
NFPA 704 (fire diamond)
Lethal dose or concentration (LD, LC):
3–6 g/kg (rat, oral)
Safety data sheet (SDS) 4
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
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