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)

Flash point:

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

PH

4.4 (H2O)(HSDB)

Water Solubility 

0.21 g/100 mL (25 ºC)

Sensitive 

Moisture Sensitive

Sublimation 

100 ºC

Merck 

14,3065

BRN 

146013

Exposure limits

NIOSH 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.

InChIKey

KEQGZUUPPQEDPF-UHFFFAOYSA-N

LogP

-0.94

CAS DataBase Reference

118-52-5(CAS DataBase Reference)

EPA Substance Registry System

1,3-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

OEB

C

OEL

TWA: 0.2 mg/m3, STEL: 0.4 mg/m3

RIDADR 

UN 1479 5.1/PG 2

WGK Germany 

3

RTECS 

MU0700000

TSCA 

Yes

HazardClass 

5.1

PackingGroup 

II

HS Code 

29332100

Hazardous Substances Data

118-52-5(Hazardous Substances Data)

Toxicity

LD50 oral in rabbit: 1520mg/kg

IDLA

5 mg/m3

MSDS

• Language:English Provider:1,3-Dichloro-5,5-dimethylhydantoin
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

1,3-Dichloro-5,5-dimethylhydantoin Usage And Synthesis

Description

DCDMH is a combustible, white powder witha chlorine-like odor. Molecular weight=197.03; Freezing/Melting point=130℃; Flash point=175℃. HazardIdentification (based on NFPA-704 M Rating System):Health 3, Flammability 1, Reactivity 0 Oxidizer, . Waterreactive; slightly soluble; solubility=0.2%.

Chemical Properties

DCDMH is a combustible, white powder. Chlorine-like odor.

Physical properties

White powder or four-sided crystals from chloroform with a chlorine-like odor. Aqueous solutions are acidic.

Uses

Chlorinating agent; disinfectant; laundry bleach; in water treatment; intermediate for drugs; insecticides; polymerization catalyst

Uses

Dantoin(R) DCDMH is an industrial bleaching agent based on dimethyl hydantoin. This product finds application wherever solid bleach is desired.

Uses

Dantoin(R) DCDMH LD (low dust) is an industrial bleaching agent based on dimethyl hydantoin. This product finds application wherever solid bleach is desired.

Definition

Methionine hydroxy analog c. 90%.

General Description

White powder with a weak chlorine odor. Conflagrates at 414°F (turns brown). Chlorine gas evolves > 410°F.

Air & Water Reactions

Sensitive to exposure to light, air, and moisture. Reacts with water or steam to produce toxic and corrosive fumes.

Reactivity Profile

1,3-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 Hazard

1,3-Dichloro-5,5-dimethylhydantoin powder in contact with water yields hypochlorous acid, which is an irritant of the eyes and mucous membranes.

Fire Hazard

Flash point data for 1,3-Dichloro-5,5-dimethylhydantoin are not available. 1,3-Dichloro-5,5-dimethylhydantoin is probably combustible.

Safety Profile

Moderately 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 Exposure

It 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.

First aid

If this chemical gets into the eyes, remove anycontact lenses at once and irrigate immediately for at least15 min, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts the skin,remove contaminated clothing and wash immediately withsoap and water. Seek medical attention immediately. If thischemical has been inhaled, remove from exposure, beginrescue breathing (using universal precautions, includingresuscitation mask) if breathing has stopped and CPR if heartaction has stopped. Transfer promptly to a medical facility.When this chemical has been swallowed, get medical attention. Give large quantities of water and induce vomiting. Donot make an unconscious person vomit. Medical observationis recommended for 24-48 h after breathing overexposure,as pulmonary edema may be delayed. As first aid for pulmonary edema, a doctor or authorized paramedic may consideradministering a corticosteroid spray.

Environmental Fate

Chemical/Physical. Reacts with water (pH 7.0) releasing hypochlorous acid. At pH 9, nitrogen chloride is formed (Windholz et al., 1983).

storage

(1) Color Code—Yellow: Reactive Hazard; Storein a location separate from other materials, especially flammables and combustibles. (2) Color Code—White:Corrosive or Contact Hazard; Store separately in a corrosion-resistant location. Prior to working with this chemicalyou should be trained on its proper handling and storage.1,3-Dichloro-5,5-dimethyl-hydantoin must be stored toavoid contact with strong acids (such as sulfuric acid, nitricacid, or hydrochloric acid) and easily oxidized materials(such as ammonium salts and sulfides) since violent reactions occur and poisonous gases can be produced. Store intightly closed containers in a cool, well-ventilated area awayfrom water or steam. 1,3-Dichloro-5,5-dimethyl-hydantoindecomposes with formation of poisonous gases at201-210℃. If 1,3-dichloro-5,5-dimethyl-hydantoin contacts water or steam, it decomposes at lower temperaturesand produces poisonous gases, including chlorine. Sourcesof ignition, such as smoking and open flames, are prohibitedwhere 1,3-dichloro-5,5-dimethyl-hydantoin is used, handled,or stored in a manner that could create a potential fire orexplosion hazard.

Shipping

UN1479 Oxidizing solid, n.o.s., Hazard Class: 5.1; Labels: 5.1-Oxidizer, Technical Name Required

Purification Methods

Purify 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.]

Incompatibilities

A 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 Disposal

Incineration (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

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