Diazomethane

Diazomethane
Names
	IUPAC name Diazomethane
	Other names Azimethylene,; Azomethylene,;
Identifiers
CAS Number	334-88-3 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:73716 ;
ChemSpider	9176 ;
ECHA InfoCard	100.005.803
EC Number	206-382-7;
KEGG	C19387 ;
PubChem CID	9550;
UNII	60A625P70P ;
CompTox Dashboard (EPA)	DTXSID0024008 ;
	InChI InChI=1S/CH2N2/c1-3-2/h1H2 Key: YXHKONLOYHBTNS-UHFFFAOYSA-N ; InChI=1/CH2N2/c1-3-2/h1H2 Key: YXHKONLOYHBTNS-UHFFFAOYAZ;
	SMILES N#[N+]-[C-];
Properties
Chemical formula	CH2N2
Molar mass	42.04 g/mol
Appearance	Yellow gas
Odor	musty
Density	1.4 (air=1)
Melting point	−145 °C (−229 °F; 128 K)
Boiling point	−23 °C (−9 °F; 250 K)
Solubility in water	hydrolysis
Structure
Molecular shape	linear C=N=N
Dipole moment	polar
Hazards
	Occupational safety and health (OHS/OSH):
Main hazards	toxic and explosive
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H350
Precautionary statements	P201, P202, P281, P308+P313, P405, P501
NFPA 704 (fire diamond)	4 3 4
	Lethal dose or concentration (LD, LC):
LC50 (median concentration)	175 ppm (cat, 10 min)
	NIOSH (US health exposure limits):
PEL (Permissible)	TWA 0.2 ppm (0.4 mg/m3)
REL (Recommended)	TWA 0.2 ppm (0.4 mg/m3)
IDLH (Immediate danger)	2 ppm
Related compounds
Related functional groups;; compounds	R-N=N=N (azide),; R-N=N-R (azo);; R2CN2 R = Ph, tms, CF3
	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

Diazomethane is an organic chemical compound with the formula CH₂N₂, discovered by German chemist Hans von Pechmann in 1894. It is the simplest diazo compound. In the pure form at room temperature, it is an extremely sensitive explosive yellow gas; thus, it is almost universally used as a solution in diethyl ether. The compound is a popular methylating agent in the laboratory, but it is too hazardous to be employed on an industrial scale without special precautions. Use of diazomethane has been significantly reduced by the introduction of the safer and equivalent reagent trimethylsilyldiazomethane.

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