1,3-Dichloro-5,5-dimethylhydantoin

Names

[ CAS No. ]:
118-52-5

[ Name ]:
1,3-Dichloro-5,5-dimethylhydantoin

[Synonym ]:
1,3-Dichloro-5,5-dimethyl-2,4-imidazolidinedione DCDMH
EINECS 204-258-7
1,3-Dichloro-5,5-dimethyl-2,4-imidazolidinedione
1,3-dichloro-5,5-dimethylhydantoin
2,4-Imidazolidinedione, 1,3-dichloro-5,5-dimethyl-
1,3-Dichloro-5,5-dimethyl hydantoin
MFCD00003190
1,3-dichloro-5,5-dimethylimidazolidine-2,4-dione

Chemical & Physical Properties

[ Density]:
1.6±0.1 g/cm3

[ Boiling Point ]:
214.7±23.0 °C at 760 mmHg

[ Melting Point ]:
132-134 °C(lit.)

[ Molecular Formula ]:
C₅H₆Cl₂N₂O₂

[ Molecular Weight ]:
197.019

[ Flash Point ]:
83.7±22.6 °C

[ Exact Mass ]:
195.980637

[ PSA ]:
40.62000

[ LogP ]:
1.36

[ Vapour Pressure ]:
0.2±0.4 mmHg at 25°C

[ Index of Refraction ]:
1.572

[ Water Solubility ]:
0.21 g/100 mL (25 ºC)

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: MU0700000

CHEMICAL NAME :: Hydantoin, 1,3-dichloro-5,5-dimethyl-

CAS REGISTRY NUMBER :: 118-52-5

BEILSTEIN REFERENCE NO. :: 0146013

LAST UPDATED :: 199712

DATA ITEMS CITED :: 37

MOLECULAR FORMULA :: C5-H6-Cl2-N2-O2

MOLECULAR WEIGHT :: 197.03

WISWESSER LINE NOTATION :: T5NVNV EHJ AG CG E1 E1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: Standard Draize test

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - rabbit

TYPE OF TEST :: Standard Draize test

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - rabbit

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 542 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LCLo - Lowest published lethal concentration

ROUTE OF EXPOSURE :: Inhalation

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 20 gm/m3/1H

TOXIC EFFECTS :: Behavioral - tremor Lungs, Thorax, or Respiration - respiratory stimulation Gastrointestinal - changes in structure or function of salivary glands

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Unreported

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 550 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: 1520 mg/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity) Behavioral - withdrawal Lungs, Thorax, or Respiration - dyspnea

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: >20 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - guinea pig

DOSE/DURATION :: 1350 mg/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity) Behavioral - withdrawal Lungs, Thorax, or Respiration - dyspnea

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Unreported

SPECIES OBSERVED :: Mammal - species unspecified

DOSE/DURATION :: 500 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 8784 mg/kg/28D-I

TOXIC EFFECTS :: Related to Chronic Data - death

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 634 mg/kg/30D-I

TOXIC EFFECTS :: Brain and Coverings - recordings from specific areas of CNS Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - true cholinesterase Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - transaminases

TYPE OF TEST :: Sex chromosome loss and nondisjunction

MUTATION DATA

TYPE OF TEST :: Morphological transformation

TEST SYSTEM :: Rodent - rat Embryo

REFERENCE :: JJATDK JAT, Journal of Applied Toxicology. (John Wiley & Sons Ltd., Baffins Lane, Chichester, W. Sussex PO19 1UD, UK) V.1- 1981- Volume(issue)/page/year: 1,190,1981 *** REVIEWS *** ACGIH TLV-STEL 0.4 mg/m3 DTLVS* The Threshold Limit Values (TLVs) and Biological Exposure Indices (BEIs) booklet issues by American Conference of Governmental Industrial Hygienists (ACGIH), Cincinnati, OH, 1996 Volume(issue)/page/year: TLV/BEI,1997 ACGIH TLV-TWA 0.2 mg/m3 DTLVS* The Threshold Limit Values (TLVs) and Biological Exposure Indices (BEIs) booklet issues by American Conference of Governmental Industrial Hygienists (ACGIH), Cincinnati, OH, 1996 Volume(issue)/page/year: TLV/BEI,1997 *** U.S. STANDARDS AND REGULATIONS *** EPA FIFRA 1988 PESTICIDE SUBJECT TO REGISTRATION OR RE-REGISTRATION FEREAC Federal Register. (U.S. Government Printing Office, Supt. of Documents, Washington, DC 20402) V.1- 1936- Volume(issue)/page/year: 54,7740,1989 MSHA STANDARD-air:TWA 0.2 mg/m3 DTLVS* The Threshold Limit Values (TLVs) and Biological Exposure Indices (BEIs) booklet issues by American Conference of Governmental Industrial Hygienists (ACGIH), Cincinnati, OH, 1996 Volume(issue)/page/year: 3,78,1971 OSHA PEL (Gen Indu):8H TWA 0.2 mg/m3 CFRGBR Code of Federal Regulations. (U.S. Government Printing Office, Supt. of Documents, Washington, DC 20402) Volume(issue)/page/year: 29,1910.1000,1994 OSHA PEL (Construc):8H TWA 0.2 mg/m3 CFRGBR Code of Federal Regulations. (U.S. Government Printing Office, Supt. of Documents, Washington, DC 20402) Volume(issue)/page/year: 29,1926.55,1994 OSHA PEL (Shipyard):8H TWA 0.2 mg/m3 CFRGBR Code of Federal Regulations. (U.S. Government Printing Office, Supt. of Documents, Washington, DC 20402) Volume(issue)/page/year: 29,1915.1000,1993 OSHA PEL (Fed Cont):8H TWA 0.2 mg/m3 CFRGBR Code of Federal Regulations. (U.S. Government Printing Office, Supt. of Documents, Washington, DC 20402) Volume(issue)/page/year: 41,50-204.50,1994 *** OCCUPATIONAL EXPOSURE LIMITS *** OEL-AUSTRALIA:TWA 0.2 mg/m3;STEL 0.4 mg/m3 JAN 1993 OEL-BELGIUM:TWA 0.2 mg/m3;STEL 0.4 mg/m3 JAN 1993 OEL-DENMARK:TWA 0.2 mg/m3 JAN 1993 OEL-FINLAND:TWA 0.2 mg/m3;STEL 0.6 mg/m3 JAN 1993 OEL-FRANCE:TWA 0.2 mg/m3 JAN 1993 OEL-THE NETHERLANDS:TWA 0.2 mg/m3 JAN 1993 OEL-THE PHILIPPINES:TWA 0.2 mg/m3 JAN 1993 OEL-SWITZERLAND:TWA 0.2 mg/m3 JAN 1993 OEL-UNITED KINGDOM:TWA 0.2 mg/m3;STEL 0.4 mg/m3 JAN 1993 OEL IN BULGARIA, COLOMBIA, JORDAN, KOREA check ACGIH TLV OEL IN NEW ZEALAND, SINGAPORE, VIETNAM check ACGIH TLV *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH RECOMMENDED EXPOSURE LEVEL (REL) : NIOSH REL TO THE CHEMICAL-air:10H TWA 0.2 mg/m3;STEL 0.4 mg/m3 REFERENCE : NIOSH* National Institute for Occupational Safety and Health, U.S. Dept. of Health, Education, and Welfare, Reports and Memoranda. Volume(issue)/page/year: DHHS #92-100,1992 NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - 24100 No. of Facilities: 729 (estimated) No. of Industries: 5 No. of Occupations: 6 No. of Employees: 2224 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - 24100 No. of Facilities: 436 (estimated) No. of Industries: 9 No. of Occupations: 10 No. of Employees: 3502 (estimated) No. of Female Employees: 1780 (estimated)

Safety Information

[ Symbol ]:

GHS03, GHS05, GHS07, GHS08, GHS09

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H272-H302-H314-H334-H400

[ Supplemental HS ]:
Contact with acids liberates toxic gas.

[ Precautionary Statements ]:
P220-P261-P273-P280-P305 + P351 + P338-P310

[ Personal Protective Equipment ]:
Eyeshields;Faceshields;full-face particle respirator type N100 (US);Gloves;respirator cartridge type N100 (US);type P1 (EN143) respirator filter;type P3 (EN 143) respirator cartridges

[ Hazard Codes ]:
C:Corrosive

[ Risk Phrases ]:
R8;R22;R34

[ Safety Phrases ]:
S26-S36-S45-S36/37/39-S17-S61

[ RIDADR ]:
UN 1479 5.1/PG 2

[ WGK Germany ]:
3

[ RTECS ]:
MU0700000

[ Packaging Group ]:
II

[ Hazard Class ]:
5.1

[ HS Code ]:
29332100

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2933990090

[ Summary ]:
2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

a-Chlorination of Acetophenones Using 1, 3-Dichloro-5, 5-Dimethylhydantoin. Xu Z, et al.

Synth. Commun. 36(2) , 255-8, (2006)

Oxidation of urazoles with 1, 3-dihalo-5, 5-dimethylhydantoin, both in solution and under solvent-free conditions. Zolfigol MA, et al.

Synlett 5 , 761-4, (2005)

Introduction of 3'-terminal nucleosides having a silyl-type linker into polymer supports without base protection.

J. Org. Chem. 74(7) , 2817-23, (2009)

New 3'-terminal deoxyribonucleoside-loading reagents having a silyl-type linker were developed. They were effectively introduced into polymer supports under the conditions of Huisgen [3 + 2] cycloaddi...