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| Section2 = {{Chembox Properties | | Section2 = {{Chembox Properties | ||
| Formula = C<sub>6</sub>H<sub>14</sub>N<sub>4</sub>O<sub>2</sub> | | Formula = C<sub>6</sub>H<sub>14</sub>N<sub>4</sub>O<sub>2</sub> | ||
| MolarMass = | | MolarMass = 174.20 | ||
| Appearance = white solid | | Appearance = white solid | ||
| Density = | | Density = | ||
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| Autoignition = }} | | Autoignition = }} | ||
}} | }} | ||
'''Isobutylidenediurea''' (abbreviated IBDU) is an ] with the formula (CH<sub>3</sub>)<sub>2</sub>CHCH |
'''Isobutylidenediurea''' (abbreviated IBDU) is an ] with the formula (CH<sub>3</sub>)<sub>2</sub>CHCH{NHC(O)NH<sub>2</sub>|<sub>2</sub>. It is a derivative of urea (OC(NH<sub>2</sub>)<sub>2</sub>), which itself is highly soluble in water, but IBDU is not. It functions as a ] owing to its low solubility, which occurs prior to its ] to urea.<ref name=Ullmann>{{ Ullmann | authors = C. Nitschke, G. Scherr | title = Urea Derivatives | year = 2012| doi = 10.1002/14356007.o27_o04}}</ref> | ||
It is produced by the ] of ] and two equivalents of urea: | It is produced by the ] of ] and two equivalents of urea: |
Revision as of 17:46, 12 March 2014
Names | |
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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 | |
CAS Number | |
ECHA InfoCard | 100.025.505 |
CompTox Dashboard (EPA) | |
Properties | |
Chemical formula | C6H14N4O2 |
Molar mass | 174.20 |
Appearance | white solid |
Solubility in water | low |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 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 occurs prior to its hydrolysis to urea.
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 slow release process is the reverse of the above reaction, which only occurs once the IBDU dissolves.
References
- "Urea Derivatives". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. 2012. doi:10.1002/14356007.o27_o04. ISBN 978-3527306732.
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