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Neurine

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Neurine
Names
IUPAC name Trimethylvinylammonium hydroxide
Other names Vitaloid; N,N,N-Trimethylethenaminium hydroxide
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.006.678 Edit this at Wikidata
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C5H12N.H2O/c1-5-6(2,3)4;/h5H,1H2,2-4H3;1H2/q+1;/p-1Key: NIPLIJLVGZCKMP-UHFFFAOYSA-M
  • InChI=1/C5H12N.H2O/c1-5-6(2,3)4;/h5H,1H2,2-4H3;1H2/q+1;/p-1Key: NIPLIJLVGZCKMP-REWHXWOFAL
SMILES
  • C=C(C)(C)C.
Properties
Chemical formula C5H13NO
Molar mass 103.16
Appearance Syrupy liquid
Solubility in water Soluble
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

Neurine is an alkaloid found in egg yolk, brain, bile and in cadavers. It is formed during putrefaction of biological tissues by the dehydration of choline. It is a poisonous, syrupy liquid with a fishy odor.

Neurine is a quaternary ammonium salt with three methyl groups and one vinyl group attached to the nitrogen atom. Synthetically, neurine can be prepared by the reaction of acetylene with trimethylamine. Neurine is unstable and decomposes readily to form trimethylamine.

References

  1. Gardner, C.; Kerrigan, V.; Rose, J. D.; Weedon, B. C. L. (1949-01-01). "169. Acetylene reactions. Part IV. Formation of trimethylvinyl- and tetramethyl-ammonium hydroxide from acetylene and aqueous trimethylamine". Journal of the Chemical Society (Resumed): 789–792. doi:10.1039/JR9490000789. ISSN 0368-1769.
  • Merck Index, 11th Edition, 6393.
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