Isobutylidenediurea

Isobutylidenediurea
Names
Other names
Isodur; Diureidoisobutane; Isobutylenediurea; Isobutylidene biurea; 1,1-Diureidisobutane; Isobutylidendiharnstoff;1,1'-Isobutylidenedi-urea; 1,1'-Isobutylidenebisurea; N,N-(isobutylidene)diurea; N,N-(Isobutylidene)bisurea
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.025.505
EC Number 228-055-8
MeSH C014058
UNII
Properties
C6H14N4O2
Molar mass 174.20 g·mol−1
Appearance White solid
Low
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Isobutylidenediurea (abbreviated IBDU) is an organic compound with the formula (CH3)2CHCH{NHC(O)NH2}2. It is a derivative of urea (OC(NH2)2), which itself is highly soluble in water, but IBDU is not. It functions as a controlled-release fertiliser owing to its low solubility, which limits the rate of its hydrolysis to urea, which is a fast-acting fertiliser.[1]

It is produced by the condensation reaction of isobutyraldehyde and two equivalents of urea:

(CH3)2CHCHO + 2 OC(NH2)2 → (CH3)2CHCH{NHC(O)NH2}2 + H2O

The controlled-release process is the reverse of the above reaction, which only occurs after the IBDU dissolves.

References

  1. C. Nitschke, G. Scherr (2005), "Urea Derivatives", Ullmann's Encyclopedia of Industrial Chemistry, Weinheim: Wiley-VCH, doi:10.1002/14356007.o27_o04
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