Neurine

Neurine
Names
	IUPAC name Trimethylvinylammonium hydroxide
	Other names Vitaloid; N,N,N-Trimethylethenaminium hydroxide
Identifiers
CAS Number	463-88-7 ;
3D model (JSmol)	Interactive image;
ChemSpider	9647 ;
PubChem CID	10042;
UNII	G6RL36OO0J ;
	InChI InChI=1S/C5H12N.H2O/c1-5-6(2,3)4;/h5H,1H2,2-4H3;1H2/q+1;/p-1 Key: NIPLIJLVGZCKMP-UHFFFAOYSA-M ; InChI=1/C5H12N.H2O/c1-5-6(2,3)4;/h5H,1H2,2-4H3;1H2/q+1;/p-1 Key: NIPLIJLVGZCKMP-REWHXWOFAL;
	SMILES C=C[N+](C)(C)C.[OH-];
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 [77 °F], 100 kPa).
	verify (what is ?)
	Infobox references

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.^[1] Neurine is unstable and decomposes readily to form trimethylamine.

References

↑ 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" (in en). Journal of the Chemical Society (Resumed): 789–792. doi:10.1039/JR9490000789. ISSN 0368-1769. https://pubs.rsc.org/en/content/articlelanding/1949/jr/jr9490000789.

Merck Index, 11th Edition, 6393.

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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" (in en). Journal of the Chemical Society (Resumed): 789–792. doi:10.1039/JR9490000789. ISSN 0368-1769. https://pubs.rsc.org/en/content/articlelanding/1949/jr/jr9490000789.

[1]

Names

IUPAC name Trimethylvinylammonium hydroxide
Other names Vitaloid; N,N,N-Trimethylethenaminium hydroxide
Identifiers
CAS Number	463-88-7^Y
3D model (JSmol)	Interactive image
ChemSpider	9647^N
PubChem CID	10042
UNII	G6RL36OO0J^Y
InChI 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
SMILES C=C[N+](C)(C)C.[OH-]
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 [77 °F], 100 kPa).
N verify (what is ^YN ?)
Infobox references

Neurine

Topic: Chemistry

References