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
Names
IUPAC name
Trimethylvinylammonium hydroxide
Other names
Vitaloid; N,N,N-Trimethylethenaminium hydroxide
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.006.678 Edit this at Wikidata
UNII
  • InChI=1S/C5H12N.H2O/c1-5-6(2,3)4;/h5H,1H2,2-4H3;1H2/q+1;/p-1 ☒N
    Key: NIPLIJLVGZCKMP-UHFFFAOYSA-M ☒N
  • InChI=1/C5H12N.H2O/c1-5-6(2,3)4;/h5H,1H2,2-4H3;1H2/q+1;/p-1
    Key: NIPLIJLVGZCKMP-REWHXWOFAL
  • C=C[N+](C)(C)C.[OH-]
Properties
C5H13NO
Molar mass 103.16
Appearance Syrupy liquid
Soluble
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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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.[1] Neurine is unstable and decomposes readily to form trimethylamine.

References

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  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.