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1-Bromo-3-chloro-5,5-dimethylhydantoin
[CAS# 32718-18-6]

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Identification
Classification API >> Synthetic anti-infective drugs >> Disinfectant antiseptic
Name 1-Bromo-3-chloro-5,5-dimethylhydantoin
Synonyms 1-Bromo-3-chloro-5,5-dimethylimidazolidine-2,4-dione; BCDMH
Molecular Structure CAS # 32718-18-6, 1-Bromo-3-chloro-5,5-dimethylhydantoin, 1-Bromo-3-chloro-5,5-dimethylimidazolidine-2,4-dione, BCDMH
Molecular Formula C5H6BrClN2O2
Molecular Weight 241.47
CAS Registry Number 32718-18-6
EC Number 251-171-5
SMILES C(C1(C(=O)NC(=O)N1)CBr)Cl
Properties
Solubility 8264 mg/L (25 ºC water)
Density 1.9±0.1 g/cm3, Calc.*
Index of Refraction 1.611, Calc.*
Melting point 138.82 ºC
Boiling Point 232.7±23.0 ºC (760 mmHg), Calc.*, 356.44 ºC
Flash Point 94.5±22.6 ºC, Calc.*
* Calculated using Advanced Chemistry Development (ACD/Labs) Software.
Safety Data
Hazard Symbols symbol symbol symbol symbol   GHS03;GHS05;GHS07;GHS09 Danger    Details
Hazard Statements H272-H302-H314-H317-H318-H400-H410    Details
Precautionary Statements P210-P220-P260-P261-P264-P264+P265-P270-P272-P273-P280-P301+P317-P301+P330+P331-P302+P352-P302+P361+P354-P304+P340-P305+P354+P338-P316-P317-P321-P330-P333+P317-P362+P364-P363-P370+P378-P391-P405-P501    Details
Hazard Classification
up    Details
HazardClassCategory CodeHazard Statement
Acute hazardous to the aquatic environmentAquatic Acute1H400
Acute toxicityAcute Tox.4H302
Skin corrosionSkin Corr.1BH314
Skin sensitizationSkin Sens.1H317
Serious eye damageEye Dam.1H318
Oxidising solidsOx. Sol.3H272
Chronic hazardous to the aquatic environmentAquatic Chronic1H410
Skin corrosionSkin Corr.1CH314
Specific target organ toxicity - single exposureSTOT SE3H335
Oxidising liquidsOx. Liq.3H272
Skin irritationSkin Irrit.2H315
Eye irritationEye Irrit.2H319
Oxidising solidsOx. Sol.2H272
Oxidising gasesOx. Gas1H270
Acute toxicityAcute Tox.4H332
Skin corrosionSkin Corr.1AH314
up Discovory and Applicatios
1-Bromo-3-chloro-5,5-dimethylhydantoin (BCDMH) is an organic halogenated hydantoin compound, with the chemical formula C5H6BrClN2O2. It is commonly used as a biocide, particularly in water treatment applications. The compound is known for its ability to release both bromine and chlorine, which are effective disinfecting agents.

The discovery of 1-bromo-3-chloro-5,5-dimethylhydantoin is attributed to the development of halogenated hydantoin derivatives as alternatives to traditional chlorine and bromine compounds. The aim was to create a stable compound that could efficiently release halogens in a controlled manner, thereby enhancing its disinfecting and microbiocidal properties. Hydantoins, including BCDMH, are derived from the hydantoin structure, which consists of a five-membered ring containing both nitrogen and carbon, with various substituents added to enhance stability and reactivity.

BCDMH is primarily used as a disinfectant and algaecide in water treatment, where it plays a significant role in controlling microbial growth in swimming pools, spas, and industrial water systems. Its ability to release both chlorine and bromine upon contact with water makes it an effective sanitizer, as both of these halogens are known for their ability to kill bacteria, viruses, and algae. BCDMH is particularly useful in situations where controlled and sustained disinfection is required, as it decomposes slowly, providing long-lasting efficacy compared to traditional chlorine or bromine treatments.

In addition to its use in water treatment, 1-bromo-3-chloro-5,5-dimethylhydantoin is also employed in the preservation of materials such as textiles, paper, and leather. Its biocidal properties help to prevent the growth of fungi and bacteria on these materials, ensuring their longevity and quality. BCDMH is also found in formulations for disinfecting industrial cooling systems, which can harbor microbial growth that leads to corrosion and system inefficiency.

BCDMH has gained popularity in industrial and residential pool sanitation due to its stability and efficiency in providing continuous disinfection. The compound is particularly favored for its ability to be incorporated into slow-release tablets or granules, ensuring a steady release of halogens over time without the need for frequent reapplication.

In summary, 1-bromo-3-chloro-5,5-dimethylhydantoin is an important halogenated hydantoin compound used mainly as a biocide in water treatment and material preservation. Its ability to release both chlorine and bromine makes it highly effective as a disinfectant, and its controlled release properties have made it valuable in maintaining clean and safe water systems.
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