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]
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| Names | |
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| Preferred IUPAC name
Formohydrazide[1] | |
| Other names
Formic hydrazide
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| Identifiers | |
3D model (JSmol)
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| 635759 | |
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| ECHA InfoCard | 100.009.880 |
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CompTox Dashboard (EPA)
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| Properties | |
| CH4N2O | |
| Molar mass | 60.056 g·mol−1 |
| Melting point | 54 °C (129 °F; 327 K) |
| yes | |
| Solubility | ethanol |
| Hazards | |
| GHS labelling: | |
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| Warning | |
| H315, H319, H335, H336 | |
| 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
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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).
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This is also an isomer of urea in the sense of which the hydrogen atom on the amine group has transferred to the carbonyl group.
Formation
editFormylhydrazine can be produced by the acid hydrolysis of diazomethane. H2CN2 + H2O → HC(O)NHNH2.[4]
Properties
editFormylhydrazine 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.