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carbohydrazide

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Also 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.

Wikidata facts

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
Sources (3)

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Encyclopedic overview

5 sections
Contents
  • 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.