Carbodihydrazide

Structural formula
General
Surname	Carbodihydrazide
other names	1,3-diaminourea
Molecular formula	CH 6 N 4 O
Brief description	white crystalline powder
External identifiers / databases
CAS number 497-18-7 EC number 207-837-2 ECHA InfoCard 100.007.126 PubChem 73948 ChemSpider 66578 Wikidata Q5037885
properties
Molar mass	90.08 g mol −1
Physical state	firmly
Melting point	153–154 ° C (decomposition)
solubility	soluble in water
safety instructions
GHS labeling of hazardous substances Caution H and P phrases H: 302-315-317-411 EUH: 044 P: 273-280
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Carbodihydrazide [CO (NHNH ₂ ) ₂ ] is a chemical compound from the group of hydrazides . The compound is a flammable, water-soluble solid. When heated, carbodihydrazide becomes explosive.

history

Although August Wilhelm von Hofmann already synthesized sym- diphenylhydrazine in 1863 and Emil Fischer began his work on phenylhydrazines in 1875 , the parent compound hydrazine was not known until 1887 through Theodor Curtius . T. Curtius described in 1894 and - in more detail - in 1895, carbodihydrazide, which he had obtained by hydrazinolysis of diethyl carbonate and characterized by conversion into suitable derivatives.

Extraction and presentation

Carbodihydrazide can by

• Hydrazinolysis of carbonic acid esters :

${\displaystyle \mathrm {(C_{2}H_{5}O)_{2}CO+2\ N_{2}H_{4}\cdot H_{2}0\longrightarrow NH_{2}NHCONHNH_{2}+2\ C_{2}H_{5}OH+2\ H_{2}O} }$

• Hydrazinolysis of phosgene :

${\displaystyle \mathrm {ClCOCl+NH_{2}NH_{2}\longrightarrow NH_{2}NHCOCl+HCl} }$

${\displaystyle \mathrm {NH_{2}NHCOCl+NH_{2}NH_{2}\longrightarrow NH_{2}NHCONHNH_{2}+HCl} }$

• Hydrazinolysis of Carbasic Acid :

${\displaystyle \mathrm {NH_{2}NHCOOH\cdot NH2NH2\longrightarrow NH_{2}NHCONHNH_{2}+H_{2}O} }$

be won.

use

Carbodihydrazide is used as an oxygen scavenger in boiler water. Like hydrazine , carbodihydrazide protects and passivates metal surfaces.

Derivatives

• Thiocarbonohydrazide

Individual evidence

1. ↑ ^{a b c d e} Entry on carbodihydrazide in the GESTIS substance database of the IFA , accessed on July 23, 2016(JavaScript required) .
2. ↑ ^{a b} Elizabeth B. Mohr et al .: Carbohydrazide . In: JC Bailar, Jr. (Ed.): Inorganic Syntheses . tape 4 . McGraw-Hill, Inc., 1953, pp. 32-35 (English).
3. ^ ^{A b} Frederick Kurzer, Michael Wilkinson: Chemistry of carbohydrazide and thiocarbohydrazide . In: Chemical Reviews . tape 70 , no. 1 , February 1970, p. 111-149 , doi : 10.1021 / cr60263a004 .
4. ↑ Karmina: Carbohydrazide