Isobutylidenediurea

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Isobutylidenediurea
IBDU.png
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[edit]

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