Formylhydrazine

Formylhydrazine
Names
	Preferred IUPAC name Formohydrazide
	Other names Formic hydrazide
Identifiers
CAS Number	624-84-0;
3D model (JSmol)	Interactive image;
Beilstein Reference	635759
ChemSpider	11728;
ECHA InfoCard	100.009.880
EC Number	210-867-9;
PubChem CID	12229;
RTECS number	LQ8615000;
UNII	V1D8X13QFN;
CompTox Dashboard (EPA)	DTXSID6020642 ;
	InChI InChI=1S/CH4N2O/c2-3-1-4/h1H,2H2,(H,3,4) Key: XZBIXDPGRMLSTC-UHFFFAOYSA-N;
	SMILES C(=O)NN;
Properties
Chemical formula	CH4N2O
Molar mass	60.056 g·mol−1
Melting point	54 °C (129 °F; 327 K)
Solubility in water	yes
Solubility	ethanol
Hazards
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H315, H319, H335, H336
Precautionary statements	P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
Related compounds
Related compounds	acetyl hydrazine, benzoyl hydrazine, diformyl hydrazine, N-methyl-N-formylhydrazine
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Formylhydrazine is a chemical compound with the molecular formula CH₄N₂O and it has a mass of 60 g/mol. It is also known as formic acid hydrazide, hydrazinecarboxaldehyde, formohydrazide, or formic hydrazide. It is one of the simplest compounds in the hydrazide class. Formylhydrazine can act as a bidentate ligand with cobalt, zinc,^[2] or cadmium.^[3]

Formation[edit]

Formylhydrazine can be produced by the acid hydrolysis of diazomethane. H₂CN₂ + H₂O → HC(O)NHNH₂.^[4]

Properties[edit]

Formylhydrazine causes lung cancer in mice.^[5]

References[edit]

^ International Union of Pure and Applied Chemistry (2014). Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013. The Royal Society of Chemistry. p. 872. doi:10.1039/9781849733069. ISBN 978-0-85404-182-4.
^ Srinivasan, Krishnan; Govindarajan, Subbaiah; Harrison, William T.A. (July 2009). "Divalent metal complexes of formylhydrazine: Syntheses and crystal structures of M(CH₄N₂O)₂(H₂O)₂·2NO₃ (M=Zn, Co)". Inorganic Chemistry Communications. 12 (7): 619–621. doi:10.1016/j.inoche.2009.05.002.
^ Kharitonov, Yu Ya; Machkhoshvili, R. I.; Metreveli, D. P.; Pirtshalava, N. I. (1977). "Complex compounds of nitrates and thiocyanates of metals with formyl hydrazine". Koordinatsionnaya Khimiya (in Russian). 3 (6): 897–901.
^ Müller, Eugen (2013). Neuere Anschauungen der Organischen Chemie: Organische Chemie für Fortgeschrittene (in German). Springer-Verlag. p. 453. ISBN 978-3-642-87591-5.
^ Arcos, Joseph C.; Woo, Yin-Tak; Argus, Mary F. (2013). Aliphatic Carcinogens: Structural Bases and Biological Mechanisms. Elsevier. p. 367. ISBN 978-1-4832-6372-4.

[1] International Union of Pure and Applied Chemistry (2014). Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013. The Royal Society of Chemistry. p. 872. doi:10.1039/9781849733069. ISBN 978-0-85404-182-4.

[2] Srinivasan, Krishnan; Govindarajan, Subbaiah; Harrison, William T.A. (July 2009). "Divalent metal complexes of formylhydrazine: Syntheses and crystal structures of M(CH₄N₂O)₂(H₂O)₂·2NO₃ (M=Zn, Co)". Inorganic Chemistry Communications. 12 (7): 619–621. doi:10.1016/j.inoche.2009.05.002.

[3] Kharitonov, Yu Ya; Machkhoshvili, R. I.; Metreveli, D. P.; Pirtshalava, N. I. (1977). "Complex compounds of nitrates and thiocyanates of metals with formyl hydrazine". Koordinatsionnaya Khimiya (in Russian). 3 (6): 897–901.

[4] Müller, Eugen (2013). Neuere Anschauungen der Organischen Chemie: Organische Chemie für Fortgeschrittene (in German). Springer-Verlag. p. 453. ISBN 978-3-642-87591-5.

[5] Arcos, Joseph C.; Woo, Yin-Tak; Argus, Mary F. (2013). Aliphatic Carcinogens: Structural Bases and Biological Mechanisms. Elsevier. p. 367. ISBN 978-1-4832-6372-4.

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