Chemistry:Isobutylidenediurea
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| Names | |
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| Preferred IUPAC name
N,N′′-(2-Methylpropane-1,1-diyl)diurea | |
| 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
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| Identifiers | |
3D model (JSmol)
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| ChemSpider | |
| EC Number |
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| MeSH | C014058 |
PubChem CID
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| Properties | |
| C6H14N4O2 | |
| Molar mass | 174.204 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.
Related materials
A number of CRF's have been developed based on urea. Related to IBDU is crotonylidene diurea (Crotodur). Simpler are various urea-formaldehyde materials such as ureaform, which consists of methylene diurea and dimethylene triurea.[2]
References
- ↑ C. Nitschke; G. Scherr (2012). "Ullmann's Encyclopedia of Industrial Chemistry". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.o27_o04.
- ↑ Dittmar, Heinrich; Drach, Manfred; Vosskamp, Ralf; Trenkel, Martin E.; Gutser, Reinhold; Steffens, Günter (2009). "Ullmann's Encyclopedia of Industrial Chemistry". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.n10_n01.
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