1,3-Dichloro-5,5-dimethylhydantoin

1,3-Dichloro-5,5-dimethylhydantoin Basic information
Product Name:1,3-Dichloro-5,5-dimethylhydantoin
Synonyms:DCDMH;DANTOIN;DACTIN;DICHLORO-DIMETHYL-HYDANTOINE;1,3-DICHLORO-5,5-DIMETHYL-2,4-IMIDAZOLIDINEDIONE;1,3-DICHLORO-5,5-DIMETHYLHYDANTOIN;1,3-DICHLORO-5,5-DIMETHYLHYDANTOINE;1,3-dichloro-5,5’-methylhydantoin
CAS:118-52-5
MF:C5H6Cl2N2O2
MW:197.02
EINECS:204-258-7
Product Categories:Water Ttreatment Chemicals;Imidazolines/ImidazolidinesBuilding Blocks;Water treatment chemicals;Halogenated Heterocycles;Heterocyclic Building Blocks;Imidazolines/Imidazolidines;Miscellaneous;water treatment;Pyridines
Mol File:118-52-5.mol
1,3-Dichloro-5,5-dimethylhydantoin Structure
1,3-Dichloro-5,5-dimethylhydantoin Chemical Properties
Melting point 132-134 °C (lit.)
Boiling point 214.7±23.0 °C(Predicted)
density 1,5 g/cm3
vapor pressure 0.003Pa
refractive index 1.5720 (estimate)
Fp 171 °C
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility water: soluble0.21% at 25°C(lit.)
form Crystalline Powder
pka-3.44±0.40(Predicted)
color White
PH4.4 (H2O)(HSDB)
Water Solubility 0.21 g/100 mL (25 ºC)
Sensitive Moisture Sensitive
Merck 14,3065
Sublimation 100 ºC
BRN 146013
Exposure limitsNIOSH REL: TWA 0.2, STEL 0.4, IDLH 5; OSHA PEL: TWA 0.2, STEL/C 0.4 (adopted).
Stability:Stable, but a strong oxidizer - contact with combustible material may lead to fire. Incompatible with reducing agents, acids, strong bases. Moisture sensitive.
InChIKeyKEQGZUUPPQEDPF-UHFFFAOYSA-N
LogP-0.94
CAS DataBase Reference118-52-5(CAS DataBase Reference)
EPA Substance Registry System1,3-Dichloro-5,5-dimethylhydantoin (118-52-5)
Safety Information
Hazard Codes Xn,C,O,N
Risk Statements 22-36/37/38-34-8-50-43-31-20/21/22
Safety Statements 26-36-45-36/37/39-17-61
RIDADR UN 1479 5.1/PG 2
WGK Germany 3
RTECS MU0700000
TSCA Yes
HazardClass 5.1
PackingGroup II
HS Code 29332100
Hazardous Substances Data118-52-5(Hazardous Substances Data)
ToxicityLD50 oral in rabbit: 1520mg/kg
IDLA5 mg/m3
MSDS Information
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1,3-Dichloro-5,5-dimethylhydantoin English
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1,3-Dichloro-5,5-dimethylhydantoin Usage And Synthesis
Chemical PropertiesDCDMH is a combustible, white powder. Chlorine-like odor.
Physical propertiesWhite powder or four-sided crystals from chloroform with a chlorine-like odor. Aqueous solutions are acidic.
UsesChlorinating agent; disinfectant; laundry bleach; in water treatment; intermediate for drugs; insecticides; polymerization catalyst
UsesDantoin(R) DCDMH is an industrial bleaching agent based on dimethyl hydantoin. This product finds application wherever solid bleach is desired.
UsesDantoin(R) DCDMH LD (low dust) is an industrial bleaching agent based on dimethyl hydantoin. This product finds application wherever solid bleach is desired.
DefinitionMethionine hydroxy analog c. 90%.
General DescriptionWhite powder with a weak chlorine odor. Conflagrates at 414°F (turns brown). Chlorine gas evolves > 410°F.
Air & Water ReactionsSensitive to exposure to light, air, and moisture. Reacts with water or steam to produce toxic and corrosive fumes.
Reactivity Profile1,3-Dichloro-5,5-dimethylhydantoin reacts violently with xylene. 1,3-Dichloro-5,5-dimethylhydantoin is incompatible with strong acids, easily oxidized materials, ammonia salts and sulfides. 1,3-Dichloro-5,5-dimethylhydantoin will react with water or steam to produce toxic and corrosive fumes. At a pH of 9, 1,3-Dichloro-5,5-dimethylhydantoin decomposes completely.
Health Hazard1,3-Dichloro-5,5-dimethylhydantoin powder in contact with water yields hypochlorous acid, which is an irritant of the eyes and mucous membranes.
Fire HazardFlash point data for 1,3-Dichloro-5,5-dimethylhydantoin are not available. 1,3-Dichloro-5,5-dimethylhydantoin is probably combustible.
Safety ProfileModerately toxic by ingestion. Mildly toxic by inhalation. A severe slun irritant. Mutation data reported. Avoid excessive contact because of effects of active chlorine on skin. Some of the hydantoins are central nervous system depressants. Mixtures with xylene may explode. Wdl react with water or steam to produce toxic and corrosive fumes. When heated to decomposition it emits toxic fumes of Cl and NOx. See also CHLORIDES.
Potential ExposureIt is used as a chlorinating agent, disinfectant, biocide, and laundry bleach. It is also used as a polymerization catalyst in making vinyl chloride; and in drug and pesticide synthesis.
Environmental fateChemical/Physical. Reacts with water (pH 7.0) releasing hypochlorous acid. At pH 9, nitrogen chloride is formed (Windholz et al., 1983).
ShippingUN1479 Oxidizing solid, n.o.s., Hazard Class: 5.1; Labels: 5.1-Oxidizer, Technical Name Required
Purification MethodsPurify it by dissolving in conc H2SO4 and diluting with ice H2O, collect the solid, dry it in a vacuum and recrystallise it from CHCl3. It sublimes at 100o in a vacuum. It exhibits time-dependent hydrolysis at pH 9. [Petterson & Grzeskowiak J Org Chem 24 1414 1959, Beilstein 24 III/IV 1100.]
IncompatibilitiesA strong oxidizer. Contact with water forms poisonous and corrosive gases. Mixtures with xylene may explode. Not compatible with moisture (especially hot water, steam), strong acids; easily oxidized materials (such as ammonia salts; sulfides, etc.); reducing agents; strong bases; ammonium salts; sulfides. Compounds of the carboxyl group react with all bases, both inorganic and organic (i.e., amines) releasing substantial heat, water and a salt that may be harmful. Incompatible with arsenic compounds (releases hydrogen cyanide gas), diazo compounds, dithiocarbamates, isocyanates, mercaptans, nitrides, and sulfides (releasing heat, toxic and possibly flammable gases), thiosulfates and dithionites (releasing hydrogen sulfate and oxides of sulfur)
Waste DisposalIncineration (815.5C/816C, 0.5 second for primary combustion; 104.4C/220F, 1.0 second for secondary combustion). The formation of elemental chlorine can be prevented by injection of steam or methane into the combustion process. Any nitrogen oxides may be abated by the use of thermal or catalytic devices
1,3-Dichloro-5,5-dimethylhydantoin Preparation Products And Raw materials
Raw materialsHydrochloric acid-->Sodium hypochlorite
Preparation Productsflorpyrauxifen-benzyl
H-ALA-NHME HCL Ethylurea DIMETHYL UREA 1,2-Diaminopropane chloramide 1,3-Dichloro-5,5-dimethylhydantoin Ethylenediamine dihydrochloride 2-AMINO-2-METHYLPROPANE HYDROCHLORIDE 5,5-Dimethylhydantoin TERT-BUTYLUREA Dichloroacetic acid Urea 1-ethyl-3-methyl-urea BCDMH Iprodione Dichloro-5-ethyl-5-methylhydantoin 1,3-Dibromo-5,5-dimethylhydantoin UREA HYDROCHLORIDE

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