1,3-Dichloro-5,5-dimethylhydantoin

197.015

197.02

204-258-7

70H8B2WWTU

38630|33307

1479

DTXSID4024985

Four-sided, pointed prisms from chloroform|White powder

29332100

40.6

1.1

1,3-dichloro-5,5-dimethylhydantoin is a white powder with a weak chlorine odor. Conflagrates at 414°F (turns brown). Chlorine gas evolves at temperatures > 410°F. (NTP, 1992)

1.5 g/cm³ @ Temp: 20 °C

132 °C

212° (sublimes)

346°F

1.5720 (estimate)

water: soluble 0.21% at 25°C(lit.)

Safe Storage of Pesticides. Always store pesticides in their original containers, complete with labels that list ingredients, directions for use, and first aid steps in case of accidental poisoning. Never store pesticides in cabinets with or near food, animal feed, or medical supplies. Do not store pesticides in places where flooding is possible or in places where they might spill or leak into wells, drains, ground water, or surface water.

2.4X10-5 mm Hg at 25 deg C (est)

6.8

LD50 oral in rabbit: 1520mg/kg

Combustible Solid

Chlorine-like odor

pH of aqueous soln about 4.4

Henry's Law constant = 1.0X10-6 atm-cu m/mole at 25 °C (est)

Sublimes at 100 °C; turns brown and conflagrates at 212 °C (after melting at 132 °C); on contact with water and especially hot water hypochlorous acid is liberated, at pH 9 nitrogen chloride is formed|At pH 9 it decomposes completely|Hydroxy radical reaction rate constant = 3.1X10-12 cu cm/molec-sec at 25 °C (est)

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

Acyl Halides, Sulfonyl Halides, and Chloroformates

Strong Oxidizing Agent

1,3-DICHLORO-5,5-DIMETHYLHYDANTOIN reacts violently with xylene. It is incompatible with strong acids, easily oxidized materials, ammonia salts and sulfides. It will react with water or steam to produce toxic and corrosive fumes. At a pH of 9, it decomposes completely. (NTP, 1992)

Combustible Solid

PRESUMABLY LESS CORROSIVE THAN HYPOCHLORITE SOLUTIONS WITH SAME CONCN OF AVAILABLE CHLORINE

II

5.1

UN1479 Oxidizing solid, n.o.s., Hazard Class: 5.1; Labels: 5.1-Oxidizer, Technical Name RequiredUN 1479 5.1/PG 2

3

R8;R22;R34

26-36-45-36/37/39-17-61

MU0700000

Xn,C,O,N

Stable, but a strong oxidizer - contact with combustible material may lead to fire. Incompatible with reducing agents, acids, strong bases. Moisture sensitive.

P220-P261-P273-P280-P305 + P351 + P338-P310

H272-H302-H314-H334-H400

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.|Safe Disposal of Pesticides. The best way to dispose of small amounts of excess pesticides is to use them - apply them - according to the directions on the label. If you cannot use them, ask your neighbors whether they have a similar pest control problem and can use them. If all of the remaining pesticide cannot be properly used, check with your local solid waste management authority, environmental agency, or health department to find out whether your community has a household hazardous waste collection program or a similar program for getting rid of unwanted, leftover pesticides. These authorities can also inform you of any local requirements for pesticide waste disposal.|Safe Disposal of Pesticides. An empty pesticide container can be as hazardous as a full one because of residues left inside. Never reuse such a container. When empty, a pesticide container should be rinsed carefully three times and the rinsewater thoroughly drained back onto the sprayer or the container previously used to mix the pesticide. Use the rinsewater as a pesticide, following label directions. Replace the cap or closure securely. Dispose of the container according to label instructions. Do not puncture or burn a pressurized container like an aerosol - it could explode. Do cut or puncture other empty pesticide containers made of metal or plastic to prevent someone from reusing them. Wrap the empty container and put it in the trash after you have rinsed it.

Water, strong acids, easily oxidized materials such as ammonia salts & sulfides.|An attempt to chlorinate xylene with the "dichlorohydantoin" caused a violent explosion. The haloimide undergoes immediate self accelerating decomposition in presence of solvents. Safe conditions (including lower temperatures and progressive addition of reagent to match its consumption) can be developed for its use. /Dichlorohydantoin/|On contact with water and especially hot water hypochlorous acid is liberated. At pH 9 nitrogen chloride is formed.

Flash point data for this chemical are not available. It is probably combustible. (NTP, 1992)

|Danger|H272 (52.34%): May intensify fire; oxidizer [Danger Oxidizing liquids; Oxidizing solids]|P210, P220, P221, P260, P261, P264, P270, P271, P272, P273, P280, P285, P301+P312, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P304+P341, P305+P351+P338, P310, P312, P321, P330, P332+P313, P333+P313, P337+P313, P342+P311, P362, P363, P370+P378, P391, P403+P233, P405, and P501|Aggregated GHS information provided by 128 companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|Warning|H302: Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P312, P321, P330, P332+P313, P362, P403+P233, P405, and P501|P261, P264, P270, P271, P272, P273, P280, P301+P312, P302+P352, P304+P340, P312, P321, P330, P333+P313, P363, P391, P403+P233, P405, and P501

Fires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)

Excerpt from ERG Guide 140 [Oxidizers]: As an immediate precautionary measure, isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids. LARGE SPILL: Consider initial downwind evacuation for at least 100 meters (330 feet). FIRE: If tank, rail car or tank truck is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2016)

SMALL SPILLS AND LEAKAGE: Should a spill occur while you are handling this chemical, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with 60-70% ethanol and transfer the dampened material to a suitable container. Use absorbent paper dampened with 60-70% ethanol to pick up any remaining material. Seal the absorbent paper, and any of your clothes, which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with 60-70% ethanol followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned. STORAGE PRECAUTIONS: You should protect this chemical from exposure to light. Keep the container tightly closed under an inert atmosphere, and store under refrigerated temperatures. (NTP, 1992)

Skin: Wear appropriate personal protective clothing to prevent skin contact. Eyes: Wear appropriate eye protection to prevent eye contact. Wash skin: The worker should immediately wash the skin when it becomes contaminated. Remove: Work clothing that becomes wet or significantly contaminated should be removed and replaced. Change: Workers whose clothing may have become contaminated should change into uncontaminated clothing before leaving the work premise. Provide: Eyewash fountains should be provided in areas where there is any possibility that workers could be exposed to the substance; this is irrespective of the recommendation involving the wearing of eye protection. (NIOSH, 2016)|Wear appropriate personal protective clothing to prevent skin contact.|Wear appropriate eye protection to prevent eye contact.|Eyewash fountains should be provided in areas where there is any possibility that workers could be exposed to the substance; this is irrespective of the recommendation involving the wearing of eye protection.|Respirator Recommendations: Up to 2 mg/cu m: (Assigned Protection Factor = 10) Any supplied-air respirator.|For more Personal Protective Equipment (PPE) (Complete) data for 1,3-DICHLORO-5,5-DIMETHYLHYDANTOIN (8 total), please visit the HSDB record page.|(See protection codes)

... /It is/ combustible with evolution of chlorine at 210 °C.

Absorb the spills with paper towels or the like materials. Place in hood to evaporate. Dispose by burning the towel.|If a spill occurs, clean it up promptly. Don't wash it away. Instead, sprinkle the spill with sawdust, vermiculite, or kitty litter. Sweep it into a plastic garbage bag, and dispose of it as directed on the pesticide product label.|After Applying a Pesticide, Indoors or Outdoors. To remove pesticide residues, use a bucket to rinse tools or equipment three times, including any containers or utensils that you used when mixing the pesticide. Then pour the rinsewater into the pesticide sprayer and reuse the solution by applying it according to the pesticide product label directions. After applying any pesticide wash your hands and any other parts of your body that may have come in contact with the pesticide..To prevent tracking pesticides inside, remove or rinse your boots or shoes before entering your home. Wash any clothes that have been exposed to a lot of pesticide separately from your regular wash.

SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protectionequipment should be worn even when contact lenses are in place.|The worker should immediately wash the skin when it becomes contaminated.|Work clothing that becomes wet or significantly contaminated should be removed and replaced.|Workers whose clothing may have become contaminated should change into uncontaminated clothing before leaving the work premises.|For more Preventive Measures (Complete) data for 1,3-DICHLORO-5,5-DIMETHYLHYDANTOIN (9 total), please visit the HSDB record page.

Potential symptoms of overexposure are irritation of eyes, mucous membranes and respiratory system.

Permissible Exposure Limit: Table Z-1 8-hr Time Weighted Avg: 0.2 mg/cu m.|Vacated 1989 OSHA PEL TWA 0.2 mg/cu m; STEL 0.4 mg/cu m is still enforced in some states.

Recommended Exposure Limit: 10 Hr Time-Weighted Avg: 0.2 mg/cu m.|Recommended Exposure Limit: 15 Min Short-Term Exposure Limit: 0.4 mg/cu m.

LD50 Guinea pig oral 1350 mg/kg|LD50 Rabbit oral 1520 mg/kg|LD50 Rat oral 542 mg/kg

1,3-Dichloro-5,5-dimethylhydantoin's production and use as a chlorinating agent, disinfectant, industrial deodorant, active ingredient in laundry bleaches, intermediate for drug, amino acid and insecticide synthesis as well as a stabilizer and catalyst for polymers(1) may result in its release to the environment through various waste streams(SRC). Its use in water treatment(1) will result in its direct release to the environment(SRC).

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 140(SRC), determined from a water solubility of 500 mg/L(2) and a regression-derived equation(3), indicates that 1,3-dichloro-5,5-dimethylhydantoin is expected to have high mobility in soil(SRC). Volatilization of 1,3-dichloro-5,5-dimethylhydantoin from moist soil surfaces may be an important fate process(SRC) given an estimated Henry's Law constant of 1.0X10-6 atm-cu m/mole(SRC), using a fragment constant estimation method(4). 1,3-Dichloro-5,5-dimethylhydantoin is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 2.4X10-5 mm Hg(SRC), determined from a fragment constant method(5). Biodegradation data were not available(SRC, 2006).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 140(SRC), determined from a water solubility of 500 mg/L(2) and a regression derived equation(3), indicates that 1,3-dichloro-5,5-dimethylhydantoin is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 1.0X10-6 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 50 and 370 days, respectively(SRC). According to a classification scheme(5), an estimated BCF of 19(SRC), from its water solubility(2)and a regression-derived equation(3), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Upon exposure to water 1,3-dichloro-5,5-dimethylhydantoin will slowly release hypochlorous acid. At pH 9 nitrogen chloride is formed from 1,3-dichloro-5,5-dimethylhydantoin solutions(6). Biodegradation data were not available(SRC, 2006).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 1,3-dichloro-5,5-dimethylhydantoin, which has an estimated vapor pressure of 2.4X10-5 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase 1,3-dichloro-5,5-dimethylhydantoin is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 5 days(SRC), calculated from its rate constant of 3.1X10-12 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Particulate-phase 1,3-dichloro-5,5-dimethylhydantoin may be removed from the air by wet or dry deposition(SRC). 1,3-Dichloro-5,5-dimethylhydantoin does not contain chromophores that absorb at wavelengths >290 nm and therefore is not expected to be susceptible to direct photolysis by sunlight(SRC).

The rate constant for the vapor-phase reaction of 1,3-dichloro-5,5-dimethylhydantoin with photochemically-produced hydroxyl radicals has been estimated as 3.1X10-12 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 5 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). Upon exposure to water, 1,3-dichloro-5,5- dimethylhydantoin will slowly release hypochlorous acid. At pH 9, nitrogen chloride is formed from 1,3-dichloro-5,5-dimethylhydantoin solutions(2). 1,3-Dichloro-5,5-dimethylhydantoin does not contain chromophores that absorb at wavelengths >290 nm and therefore is not expected to be susceptible to direct photolysis by sunlight(SRC).

An estimated BCF of 19 was calculated for 1,3-dichloro-5,5-dimethylhydantoin(SRC), using water solubility of 500 mg/L(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low.

The Koc of 1,3-dichloro-5,5-dimethylhydantoin is estimated as 140(SRC) using a water solubility of 500 mg/L(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that 1,3-dichloro-5,5-dimethylhydantoin is expected to have high mobility in soil.

The Henry's Law constant for 1,3-dichloro-5,5-dimethylhydantoin is estimated as 1.0X10-6 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that 1,3-dichloro-5,5-dimethylhydantoin is expected to volatilize from water surfaces(2). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec)(2) is estimated as 50 days(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(2) is estimated as 370 days(SRC). 1,3-Dichloro-5,5-dimethylhydantoin's Henry's Law constant indicates that volatilization from moist soil surfaces may occur(SRC). 1,3-Dichloro-5,5-dimethylhydantoin is not expected to volatilize from dry soil surfaces(SRC) based upon a an estimated vapor pressure of 2.4X10-5 mm Hg(SRC), determined from a fragment constant method(3).

Occupational exposure to 1,3-dichloro-5,5-dimethylhydantoin may occur through dermal contact with this compound at workplaces where 1,3-dichloro-5,5-dimethylhydantoin is produced or used. The most likely pathway by which the general public is exposed to 1,3-dichloro-5,5-dimethylhydantoin is by dermal contact with bleaches containing this substance or in swimming pools that use this substance as a chlorinating agent. (SRC)

Exposure Routes: inhalation, ingestion, skin and/or eye contact Symptoms: Irritation eyes, mucous membrane, respiratory system Target Organs: Eyes, respiratory system (NIOSH, 2016)

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment. INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing. INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)|(See procedures)

/SIGNS AND SYMPTOMS/ Local tissue injury is the only recognized toxic action.|/CASE REPORTS/ An operator at a reactor station of a chemical company, who was exposed at a concentration of DCDMH exceeding a time weighted average of 0.2 mg/cu m, experienced cough and chest discomfort.

1,3-dichloro-5,5-dimethylhydantoin

inhalation, ingestion, skin and/or eye contact

irritation eyes, mucous membrane, respiratory system

Eyes, respiratory system

Grades: Technical

Soap, cleaning compound, and toilet preparation manufacturing|2,4-Imidazolidinedione, 1,3-dichloro-5,5-dimethyl-: ACTIVE|.../Contains/ a minimum of 66% "available chlorine" by weight.|... A maximal level of 10 ppm has been recommended for its use as a sanitizing agent in swimming pools. This limit is based on accidental swallowing of 100 to 200 mL of pool water.|Agent for keeping cut flowers fresh in vases.|Serves as a mild bleach by slowly releasing active chlorine.