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118-52-5

Basic Information
CAS No.: 118-52-5
Name: 1,3-Dichloro-5,5-dimethylhydantoin
Article Data: 11
Molecular Structure:
Molecular Structure of 118-52-5 (1,3-Dichloro-5,5-dimethylhydantoin)
Formula: C5H6Cl2N2O2
Molecular Weight: 197.021
Synonyms: Hydantoin,1,3-dichloro-5,5-dimethyl- (6CI,8CI);1,3-Dichloro-5,5-dimethyl-2,4-imidazolidinedione;DCDMH;Dactin;Daktin;Dantochlor RW;Dantoin;Dichlorantin;Dichlorodimethylhydantoin;Halane;Hydan;Hydan (antiseptic);N,N'-Dichloro-5,5-dimethylhydantoin;N,N'-Dichlorodimethylhydantoin;NSC 33307;NSC 38630;
EINECS: 204-258-7
Density: 1.58 g/cm3
Melting Point: 131-136 °C
Boiling Point: 214.7 °C at 760 mmHg
Flash Point: 83.7 °C
Solubility: 0.21 g/100 mL (25 °C) in water
Appearance: White powder with a weak chlorine odor
Hazard Symbols: HarmfulXn,CorrosiveC,OxidizingO,DangerousN
Risk Codes: 22-36/37/38-34-8-50-43-31-20/21/22
Safety: 26-36-45-36/37/39-17-61
Transport Information: UN 1479 5.1/PG 2
PSA: 40.62000
LogP: 1.21260
Synthetic route
77-71-4

5,5-dimethyl-imidazolidine-2,4-dione

118-52-5

1,3-dichloro-5,5-dimethylhydantoin

Conditions
ConditionsYield
Stage #1: 5,5-dimethyl-imidazolidine-2,4-dione With sodium carbonate at 20℃; for 6h;
Stage #2: With chlorine In tetrahydrofuran; ethyl acetate at 100℃; for 7h; Concentration; Microwave irradiation;
98.72%
With trichloroisocyanuric acid In acetonitrile at 20℃; for 0.5h;87%
With water; chlorine at 8 - 10℃;
143-33-9

sodium cyanide

67-64-1

acetone

2CO3

2CO3

118-52-5

1,3-dichloro-5,5-dimethylhydantoin

Conditions
ConditionsYield
With water anschliessend mit wss. NaOH und Chlor;
With water anschliessend mit wss. KOH und Chlor;
77-71-4

5,5-dimethyl-imidazolidine-2,4-dione

aqueous Na2CO3

aqueous Na2CO3

118-52-5

1,3-dichloro-5,5-dimethylhydantoin

Conditions
ConditionsYield
With chlorine
79662-84-3

(1-Cyan-1-methylethyl)harnstoff

118-52-5

1,3-dichloro-5,5-dimethylhydantoin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrochloric acid
2: water; chlorine / 8 - 10 °C
View Scheme
119-65-3

isoquinoline

118-52-5

1,3-dichloro-5,5-dimethylhydantoin

73075-59-9

5,8-dichloroisoquinoline

Conditions
ConditionsYield
Stage #1: isoquinoline With sulfuric acid at 2 - 21℃; for 0.25h;
Stage #2: 1,3-dichloro-5,5-dimethylhydantoin at 10 - 55℃; for 18.5h; regioselective reaction;
98%
118-52-5

1,3-dichloro-5,5-dimethylhydantoin

104867-38-1

1,3-di(chlorothio)-5,5-dimethylhydantoin

Conditions
ConditionsYield
With tetraethylammonium bromide; sulfur In 1,2-dichloro-ethane 1.) 50 deg C, 1 hr., 2.) 80 deg C, 30 min.;92%
118-52-5

1,3-dichloro-5,5-dimethylhydantoin

104-76-7

2-Ethylhexyl alcohol

1390661-72-9

benzyl ester of 4-amino-3-chloro-5-fluoro-6-(4-chloro-2-fluoro-3-methoxyphenyl)pyridine-2-carboxylic acid

Conditions
ConditionsYield
With triethylamine84%
118-52-5

1,3-dichloro-5,5-dimethylhydantoin

methyl 3-(benzylthio)-4-cyclopropylbenzoate

methyl 3-(chlorosulfonyl)-4-cyclopropylbenzoate

Conditions
ConditionsYield
With acetic acid In water; acetonitrile at -10℃; for 3h;80%
118-52-5

1,3-dichloro-5,5-dimethylhydantoin

1613459-80-5

4-amino-5-fluoro-6-(4-fluorobenzyl)picolinaldehyde

1613459-88-3

4-amino-3-chloro-5-fluoro-6-(4-fluorobenzyl)picolinaldehyde

Conditions
ConditionsYield
In acetonitrile73.7%
118-52-5

1,3-dichloro-5,5-dimethylhydantoin

1613459-77-0

4-amino-6-(tert-butyl)-5-fluoropicolinaldehyde

1652602-09-9

4-amino-6-(tert-butyl)-3-chloro-5-fluoropicolinaldehyde

Conditions
ConditionsYield
In acetonitrile70.5%
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  • 1,3-Dichloro-5,5-dimethylhydantoin.CAS:	118-52-5

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    Product Name: 1,3-Dichloro-5,5-dimethylhydantoin CAS: 118-52-5 MF: C5H6Cl2N2O2 MW: 197.02 EINECS: 204-258-7 Mol File: 118-52-5.mol 1,3-Dichloro-5,5-dimethylhydantoin Structure 1,3-Dichloro-5,5-dimethylhydantoin Chemical Properties

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  • 1,3-Dichloro 5,5-DimethylhydantoinCAS NO.: 118-52-5

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    1,3-Dichloro 5,5-DimethylhydantoinCAS NO.: 118-52-5

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    DCDMH

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    1,3-Dichloro-5,5-dimethylhydantoin

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Consensus Reports

Reported in EPA TSCA Inventory.

Standards and Recommendations

OSHA PEL: TWA 0.2 mg/m3; STEL 0.4 mg/m3
ACGIH TLV: TWA 0.2 mg/m3; STEL 0.4 mg/m3

Specification

The IUPAC name of 1,3-Dichloro-5,5-dimethyl hydantoin is 1,3-dichloro-5,5-dimethylimidazolidine-2,4-dione. With the CAS registry number 118-52-5, it is also named as 2,4-Imidazolidinedione, 1,3-dichloro-5,5-dimethyl-; Hydantoin, 1,3-dichloro-5,5-dimethyl-. The product's categories are miscellaneous, water treatment chemicals, imidazolines / imidazolidines building blocks, halogenated heterocycles and heterocyclic building blocks. It is white powder with a weak chlorine odor which is stable, but a strong oxidizer - contact with combustible material may lead to fire.

The 1,3-Dichloro-5,5-dimethyl hydantoin reacts violently with xylene. At a pH of 9, this chemical decomposes completely. It is incompatible with strong acids, easily oxidized materials, ammonia salts and sulfides. And it will react with water or steam to produce toxic and corrosive fumes.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 1.36; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.36; (4)ACD/LogD (pH 7.4): 1.36; (5)ACD/BCF (pH 5.5): 6.31; (6)ACD/BCF (pH 7.4): 6.31; (7)ACD/KOC (pH 5.5): 130.07; (8)#H bond acceptors: 4; (9)#H bond donors: 0; (10)#Freely Rotating Bonds: 0; (11)Index of Refraction: 1.572; (12)Molar Refractivity: 40.81 cm3; (13)Molar Volume: 124 cm3; (14)Polarizability: 16.18×10-24 cm3; (15)Surface Tension: 55 dyne/cm; (16)Enthalpy of Vaporization: 45.11 kJ/mol; (17)Vapour Pressure: 0.153 mmHg at 25°C.

Uses of 1,3-Dichloro-5,5-dimethyl hydantoin: it is mainly used as disinfectant and algae killer, killing germ, fungus, virus, algae, liver inflame virus etc.,with high stabilization, high content, bland and light odor, slow release. It is widely used for sterilization for swimming pool, tap water, aquaculture, industrial water, environment for hotel, hospital and other public places.

When you are using this chemical, please be cautious about it as the following:
It is harmful by inhalation, in contact with skin and if swallowed. And it is irritating to eyes, respiratory system and skin. In addition, it is very toxic to aquatic organisms. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 

People can use the following data to convert to the molecule structure.
1. SMILES: O=C1N(Cl)C(=O)N(Cl)C1(C)C;
2. InChI: InChI=1/C5H6Cl2N2O2/c1-5(2)3(10)8(6)4(11)9(5)7/h1-2H3.

The following are the toxicity data which has been tested.

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 oral 1350mg/kg (1350mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: WITHDRAWAL

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 47(6), Pg. 76, 1982.
mammal (species unspecified) LD50 unreported 500mg/kg (500mg/kg)   German Offenlegungsschrift Patent Document. Vol. #2550828,
rabbit LD50 oral 1520mg/kg (1520mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: WITHDRAWAL

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 47(6), Pg. 76, 1982.
rabbit LD50 skin > 20gm/kg (20000mg/kg)   United States Environmental Protection Agency, Office of Pesticides and Toxic Substances. Vol. 8EHQ-0281-0382,
rat LCLo inhalation 20gm/m3/1H (20000mg/m3) BEHAVIORAL: TREMOR

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS
United States Environmental Protection Agency, Office of Pesticides and Toxic Substances. Vol. 8EHQ-0281-0382,
rat LD50 oral 542mg/kg (542mg/kg)   "Documentation of the Threshold Limit Values and Biological Exposure Indices," 5th ed., Cincinnati, OH, American Conference of Governmental Industrial Hygienists, Inc., 1986Vol. 5, Pg. 183, 1986.
rat LD50 unreported 550mg/kg (550mg/kg)   Bromatologia i Chemia Toksykologiczna. Vol. 19, Pg. 52, 1986.