Methyldiazonium

Methyldiazonium
Names
	IUPAC name Methyldiazynium
Identifiers
CAS Number	20404-06-2;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:176914;
ChEMBL	ChEMBL2419248;
ChemSpider	103148;
KEGG	C20302;
PubChem CID	115287;
UNII	4MD529UV3B;
CompTox Dashboard (EPA)	DTXSID40174355 ;
	InChI InChI=1S/CH3N2/c1-3-2/h1H3/q+1 Key: RRJZCACJJKZDNV-UHFFFAOYSA-N;
	SMILES C[N+]#N;
Properties
Chemical formula	CH3N2+
Molar mass	43.048 g·mol−1
Acidity (pKa)	<10
Conjugate base	Diazomethane
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Methyldiazonium is an organic compound consisting of a methyl group attached to a diazo group. This cation is the conjugate acid of diazomethane, with an estimated pK_a<10.^[1]

Quick Facts Names, Identifiers ...

It is an intermediate in methylation reactions of diazomethane with acidic hydroxyl compounds, such as conversion of carboxylic acids to methyl esters and phenols to methyl ethers.^[2]

It has been implicated as the metabolite of N-nitrosodimethylamine responsible for the observed carcinogenicity of that compound.^[3]

References