BCDMH
4072963
216631728
2008-06-02T14:44:53Z
ChemNerd
2246483
Quick-adding category "Hydantoins" (using [[WP:HOTCAT|HotCat]])
{{Chembox new
| Name = BCDMH
| ImageFile = BCDMH.png
<!-- | ImageSize = 150px -->
| ImageName = BCDMH
| IUPACName = 3-bromo-1-chloro-5,5-dimethyl
imidazolidine-2,4-dione
| OtherNames = bromochloro-5,5-dimethylhydantoin, BCDMH, agribrom, aquabrom, aquabrome, bromicide, di-halo, halogene T30, nylate, photobrome, slimicide 78P
| Section1 = {{Chembox Identifiers
| CASNo = 126-06-7
}}
| Section2 = {{Chembox Properties
| Formula = C<sub>5</sub>H<sub>6</sub>BrClN<sub>2</sub>O<sub>2</sub>
| MolarMass = 241.49 g/mol
| Appearance = White solid
| Density = 1.9 g/cm<sup>3</sup>
| Solubility = 0.25 g/100 ml (25 °C)
| MeltingPt = 158 °C - 165 °C
| BoilingPt =
}}
| Section7 = {{Chembox Hazards
| ExternalMSDS = [http://physchem.ox.ac.uk/MSDS/BR/1-bromo-3-chloro-5,5-dimethyl-2,4-imidazolidinedione.html External MSDS]
| MainHazards = Flamability, Inhalation
| NFPA-H = 3
| NFPA-R = 1
| NFPA-F = 1
| FlashPt = Decomposes at 160°C
| RSPhrases = {{S8}}, {{S17}}, {{S26}}, {{S36}}, {{S37}}, {{S39}}, {{S41}}, {{S45}}
}}
}}
'''1-Bromo-3-chloro-5,5-dimethylhydantoin''' ('''BCDMH''') is a chemical structurally related to [[hydantoin]]. It is a white crystalline compound with a slight [[bromine]] and [[acetone]] odor and is insoluble in water, but soluble in [[acetone]].
BCDMH is an excellent source of both chlorine and bromine as it reacts slowly with water releasing [[hypochlorous acid]] and [[hypobromous acid]]. It used as a chemical [[disinfectant]] used for recreational water and drinking [[water purification]]. BCDMH works in the following manner:
The initial BCDMH reacts with water (R = Dimethylhydantoin):
: BrClR + 2 H<sub>2</sub>O → [[hypobromous acid|HOBr]] + [[hypochlorous acid|HOCl]] + RH<sub>2</sub>
Hypobromous acid partially dissociates in water:
: HOBr → H<sup>+</sup> + OBr<sup>-</sup>
Hypobromous acid oxidizes the substrate, itself being reduced to bromide:
: HOBr + Live pathogens → Br<sup>-</sup> + Dead pathogens
The bromide ions are oxidized with the hypochlorous acid that was formed from the initial BCDMH:
: Br<sup>-</sup> + HOCl → HOBr + Cl<sup>-</sup>
This produces more hypobromous acid. However, it should be noted that the hypochlorous acid itself does act directly as a disinfectant in the process.
==References==
{{Citationstyle|date=September 2007}}
<references/>
* [http://www.chemjiheng.com/bcdmh/bcdmh.htm ]
* [http://www.e1.greatlakes.com/common/msdspdf/00255.pdf ]
* [http://www.dh.sa.gov.au/pehs/publications/code-bromine.pdf ]
[[Category:Disinfectants]]
[[Category:Organobromides]]
[[Category:Organochlorides]]
[[Category:Hydantoins]]