Structure via PubChem · Public domain (PubChem)
carbohydrazide
Sign in to saveAlso known as diaminourea, carbonodihydrazide, hydrazinecarboxamide, cabazide, N-aminohydrazinecarboxamide, N-aminohydrazine carboxamide, 4-aminosemicarbazide, hydrazide hydrazinecarboxylic acid
Carbohydrazide is the chemical compound with the formula OC(N2H3)2. It appears as a white solid that is soluble in water, but not in many organic solvents, such as ethanol, ether or benzene. It decomposes upon melting. A number of carbazides are known where one or more N-H groups are replaced by other substituents. They occur widely in the drugs, herbicides, plant growth regulators, and dyestuffs.
Chemical data
- Formula
- CH6N4O
- Molecular weight
- 90.09 g/mol
- IUPAC name
- 1,3-diaminourea
- SMILES
- C(=O)(NN)NN
- InChIKey
- XEVRDFDBXJMZFG-UHFFFAOYSA-N
- XLogP
- -1.6
- Polar surface area
- 93.2 Ų
- H-bond donors
- 4
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 90.054
Show 5 more facts
- melting point
- 156.0
- Commons category
- Carbohydrazide
- canonical SMILES
- C(=O)(NN)NN
- chemical formula
- CH₆N₄O
- isomeric SMILES
- C(=N\N)(\NN)/O
via Wikidata · CC0
~2 min read
Encyclopedic overview
5 sectionsContents
- Production
- Structure
- Industrial uses
- Hazards
- References
Carbohydrazide is the chemical compound with the formula OC(N2H3)2. It appears as a white solid that is soluble in water, but not in many organic solvents, such as ethanol, ether or benzene. It decomposes upon melting. A number of carbazides are known where one or more N-H groups are replaced by other substituents. They occur widely in the drugs, herbicides, plant growth regulators, and dyestuffs.
==Production== Industrially the compound is produced by treatment of urea with hydrazine: OC(NH2)2 + 2 N2H4 → OC(N2H3)2 + 2 NH3 It can also be prepared by reactions of other C1-precursors with hydrazine, such as carbonate esters. It can be prepared from phosgene, but this route cogenerates the hydrazinium salt [N2H5]Cl and results in some diformylation. Carbazic acid is also a suitable precursor: N2NH3CO2H + N2H4 → OC(N2H3)2 + H2O
Excerpted from Wikipedia’s “carbohydrazide” article, available under the CC BY-SA 4.0 licence.