BCDMH
BCDMH
Names
Preferred IUPAC name
1-Bromo-3-chloro-5,5-dimethylimidazolidine-2,4-dione
Other names
bromochloro-5,5-dimethylhydantoin, BCDMH, agribrom, aquabrom, aquabrome, bromicide, bromochlorodimethylhydantoin, di-halo, halogene T30, HarvestCide, nylate, photobrome,
slimicide 78P
Identifiers
ChEMBL
ChemSpider
ECHA InfoCard 100.004.334
EC Number
UNII
InChI=1S/C5H6BrClN2O2/c1-5(2)3(10)8(6)4(11)9(5)7/h1-2H3
Y Key:
PQRDTUFVDILINV-UHFFFAOYSA-N
Y InChI=1/C5H6BrClN2O2/c1-5(2)3(10)8(6)4(11)9(5)7/h1-2H3
Key: PQRDTUFVDILINV-UHFFFAOYAT
O=C1N(Br)C(=O)N(Cl)C1(C)C
Properties
C5 H6 BrClN2 O2
Molar mass 241.47 g/mol
Appearance
White solid
Density 1.9 g/cm3
Melting point 159 to 163 °C (318 to 325 °F; 432 to 436 K)
0.15 g/100 ml (25 °C)
Hazards
Occupational safety and health
Main hazards
Flamability, Inhalation
GHS labelling
Danger
H272 , H302 , H312 , H314 , H317 , H332 , H400
P210 , P220 , P221 , P260 , P264 , P270 , P271 , P272 , P273 , P280 , P301+P312 , P301+P330+P331 , P302+P352 , P303+P361+P353 , P304+P312 , P304+P340 , P305+P351+P338 , P310 , P312 , P321 , P322 , P330 , P333+P313 , P363 , P370+P378 , P391 , P405 , P501
NFPA 704 diamond)
Flash point Decomposes at 160°C
Safety data sheet (SDS)External MSDS
Except where otherwise noted, data are given for materials in their
standard state (at 25
°C [77
°F], 100
kPa).
Chemical compound
1-Bromo-3-chloro-5,5-dimethylhydantoin (BCDMH or bromochlorodimethylhydantoin ) 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 for recreational water sanitation and drinking water purification .[ 1] [ 2]
The initial BCDMH reacts with water (R = Dimethylhydantoin):
BrClR + 2 H2 O → HOBr + HOCl + RH2 Hypobromous acid partially dissociates in water:
HOBr → H+ + OBr− Hypobromous acid oxidizes the substrate, itself being reduced to bromide:
HOBr + Live pathogens → Br− + Dead pathogens The bromide ions are oxidized with the hypochlorous acid that was formed from the initial BCDMH:
Br− + HOCl → HOBr + Cl− This produces more hypobromous acid; the hypochlorous acid itself act directly as a disinfectant in the process.
