neurine

{{chembox

| Verifiedfields = changed

| Watchedfields = changed

| verifiedrevid = 427065934

| ImageFile = Neurine Structural Formula V1.svg

| ImageSize = 150px

| IUPACName = Trimethylvinylammonium hydroxide

| OtherNames = Vitaloid; N,N,N-Trimethylethenaminium hydroxide

|Section1={{Chembox Identifiers

| CASNo_Ref = {{cascite|correct|??}}

| CASNo = 463-88-7

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = G6RL36OO0J

| PubChem = 10042

| SMILES = C=C[N+](C)(C)C.[OH-]

| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}

| ChemSpiderID = 9647

| InChI = 1/C5H12N.H2O/c1-5-6(2,3)4;/h5H,1H2,2-4H3;1H2/q+1;/p-1

| InChIKey = NIPLIJLVGZCKMP-REWHXWOFAL

| StdInChI_Ref = {{stdinchicite|changed|chemspider}}

| StdInChI = 1S/C5H12N.H2O/c1-5-6(2,3)4;/h5H,1H2,2-4H3;1H2/q+1;/p-1

| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}

| StdInChIKey = NIPLIJLVGZCKMP-UHFFFAOYSA-M

}}

|Section2={{Chembox Properties

| Formula = C₅H₁₃NO

| MolarMass = 103.16

| Appearance = Syrupy liquid

| Density =

| MeltingPt =

| BoilingPt =

| Solubility = Soluble

}}

|Section3={{Chembox Hazards

| MainHazards =

| FlashPt =

| AutoignitionPt =

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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.{{Cite journal|last1=Gardner|first1=C.|last2=Kerrigan|first2=V.|last3=Rose|first3=J. D.|last4=Weedon|first4=B. C. L.|date=1949-01-01|title=169. Acetylene reactions. Part IV. Formation of trimethylvinyl- and tetramethyl-ammonium hydroxide from acetylene and aqueous trimethylamine|url=https://pubs.rsc.org/en/content/articlelanding/1949/jr/jr9490000789|journal=Journal of the Chemical Society (Resumed)|language=en|pages=789–792|doi=10.1039/JR9490000789|issn=0368-1769}} Neurine is unstable and decomposes readily to form trimethylamine.