1,3-Dichloro-5,5-dimethyl hydantoin supplier

Name
1,3-Dichloro-5,5-dimethylhydantoin
EINECS 204-258-7
CAS No. 118-52-5
Article Data11
CAS DataBase
Density 1.58 g/cm³
Solubility 0.21 g/100 mL (25 °C) in water
Melting Point 131-136 °C
Formula C₅H₆Cl₂N₂O₂
Boiling Point 214.7 °C at 760 mmHg
Molecular Weight 197.021
Flash Point 83.7 °C
Transport Information UN 1479 5.1/PG 2
Appearance White powder with a weak chlorine odor
Safety 26-36-45-36/37/39-17-61
Risk Codes 22-36/37/38-34-8-50-43-31-20/21/22
Molecular Structure
Hazard Symbols Xn,C,O,N
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;
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

Conditions	Yield
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

Conditions	Yield
With water anschliessend mit wss. NaOH und Chlor;
With water anschliessend mit wss. KOH und Chlor;

...Expand

: 77-71-4
5,5-dimethyl-imidazolidine-2,4-dione

aqueous Na2CO3: aqueous Na2CO3

: 118-52-5
1,3-dichloro-5,5-dimethylhydantoin

Conditions

Conditions	Yield
With chlorine

: 79662-84-3
(1-Cyan-1-methylethyl)harnstoff

: 118-52-5
1,3-dichloro-5,5-dimethylhydantoin

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
With triethylamine	84%

: 118-52-5
1,3-dichloro-5,5-dimethylhydantoin

: methyl 3-(benzylthio)-4-cyclopropylbenzoate

: methyl 3-(chlorosulfonyl)-4-cyclopropylbenzoate

Conditions

Conditions	Yield
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

Conditions	Yield
In acetonitrile	73.7%

: 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

Conditions	Yield
In acetonitrile	70.5%

: 96-54-8
N-Methylpyrrole

: 118-52-5
1,3-dichloro-5,5-dimethylhydantoin

A: 3-(1-methyl-1H-pyrrol-2-yl)-5,5-dimethylhydantoin

B: 1,3-di-(1-methyl-1H-pyrrol-2-yl)-5,5-dimethylhydantoin

Conditions

Conditions	Yield
With sodium hydrogencarbonate In chloroform for 57h;	A 70% B 28%

...Expand

: 118-52-5
1,3-dichloro-5,5-dimethylhydantoin

: 100-52-7
benzaldehyde

: 1886-18-6
3-benzoyl-5,5-dimethylimidazolidine-2,4-dione

Conditions

Conditions	Yield
With iron(III) chloride; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate In water; acetonitrile at 35℃; for 2.5h; Sealed tube; Inert atmosphere;	70%

: 118-52-5
1,3-dichloro-5,5-dimethylhydantoin

: 1613459-81-6
4-amino-3-fluoro-6'-(trifluoromethyl)-[2,3'-bipyridine]-6-carbaldehyde

: 1613459-89-4
4-amino-5-chloro-3-fluoro-6'-(trifluoromethyl)-[2,3'-bipyridine]-6-carbaldehyde

Conditions

Conditions	Yield
In acetonitrile	69.8%

: 637-69-4
4-Methoxystyrene

: 118-52-5
1,3-dichloro-5,5-dimethylhydantoin

A: 4973-18-6
(+/-)-1-chloro-2-hydroxy-2-(p-methoxyphenyl)ethane

B: 1332928-55-8
1-chloro-3-(2-chloro-1-(4-methoxyphenyl)ethyl)-5,5-dimethylimidazolidine-2,4-dione

Conditions

Conditions	Yield
With (2S,3S)-3-hydroxy-2-(4-methylphenylsulfonamido)butanoic acid; water In acetone at 20℃; for 1h; regioselective reaction;	A 62% B 23%

...Expand

: 118-52-5
1,3-dichloro-5,5-dimethylhydantoin

: 100-51-6
benzyl alcohol

A: 100-52-7
benzaldehyde

B: 1886-18-6
3-benzoyl-5,5-dimethylimidazolidine-2,4-dione

Conditions

Conditions	Yield
With iron(III) chloride; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate In water; acetonitrile at 35℃; for 1h; Reagent/catalyst; Sealed tube; Inert atmosphere;	A 35% B 62%
With iron(III) chloride; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate In water; acetonitrile at 35℃; for 1h; Sealed tube; Inert atmosphere;	A 52% B 44%

...Expand

: 118-52-5
1,3-dichloro-5,5-dimethylhydantoin

: 1613459-79-2
4-amino-6-cyclobutyl-5-fluoropicolinaldehyde

: 1652602-11-3
4-amino-3-chloro-6-cyclobutyl-5-fluoropicolinaldehyde

Conditions

Conditions	Yield
In acetonitrile	45.7%

: 116689-10-2
3-(3,5-di-t-butyl-4-hydroxybenzoyl)pyrrole

: 118-52-5
1,3-dichloro-5,5-dimethylhydantoin

: 2-chloro-4-(3,5-di-t-butyl-4-hydroxybenzoyl)pyrrole

Conditions

Conditions	Yield
In hexane; dichloromethane; ethyl acetate; acetone	43%

: 118-52-5
1,3-dichloro-5,5-dimethylhydantoin

: 17061-62-0
N,N-bis(p-methoxybenzyl)amine

: 2-(3-(benzylthio)-4-fluorophenyl)ethanol

: 2-fluoro-5-(2-hydroxyethyl)-N,N-bis(4-methoxybenzyl)benzenesulfonamide

Conditions

Conditions	Yield
Stage #1: 1,3-dichloro-5,5-dimethylhydantoin; 2-(3-(benzylthio)-4-fluorophenyl)ethanol With acetic acid In water at -10℃; for 4h; Stage #2: N,N-bis(p-methoxybenzyl)amine With triethylamine In dichloromethane at 0 - 20℃; for 18h;	32%

...Expand

: 118-52-5
1,3-dichloro-5,5-dimethylhydantoin

: 3496-11-5
2,5-dioxopyrrolidin-1-yl (2S)-2-(((benzyloxy)carbonyl)amino)-3-methylbutanoate

: 4248-19-5
tert-butyl carbamate

: C15H19NO4

: C18H25N3O5

Conditions

Conditions	Yield
Stage #1: 1,3-dichloro-5,5-dimethylhydantoin; tert-butyl carbazate; C15H19NO4 With potassium osmate(VI) dihydrate; water; potassium carbonate; hydroquinidein 1,4-phthalazinediyl diether; sodium hydroxide; potassium hexacyanoferrate(III) In propan-1-ol at 20 - 25℃; for 16h; Stage #2: With palladium 10% on activated carbon; hydrogen In ethyl acetate at 40℃; under 2068.65 Torr; for 2h; Stage #3: 2,5-dioxopyrrolidin-1-yl (2S)-2-(((benzyloxy)carbonyl)amino)-3-methylbutanoate Further stages;	31%

Yield

Stage #1: 1,3-dichloro-5,5-dimethylhydantoin; tert-butyl carbazate; C15H19NO4 With potassium osmate(VI) dihydrate; water; potassium carbonate; hydroquinidein 1,4-phthalazinediyl diether; sodium hydroxide; potassium hexacyanoferrate(III) In propan-1-ol at 20 - 25℃; for 16h;
Stage #2: With palladium 10% on activated carbon; hydrogen In ethyl acetate at 40℃; under 2068.65 Torr; for 2h;
Stage #3: 2,5-dioxopyrrolidin-1-yl (2S)-2-(((benzyloxy)carbonyl)amino)-3-methylbutanoate Further stages;

31%

...Expand

: 118-52-5
1,3-dichloro-5,5-dimethylhydantoin

: 1613459-78-1
4-amino-6-(cyclopropylmethyl)-5-fluoropicolinaldehyde

: 1613459-87-2
4-amino-3-chloro-6-(cyclopropylmethyl)-5-fluoropicolinaldehyde

Conditions

Conditions	Yield
In acetonitrile	23.44%

: 118-52-5
1,3-dichloro-5,5-dimethylhydantoin

: 1613459-83-8
4-amino-5-fluoro-6-(tetrahydrofuran-2-yl)picolinaldehyde

: 1613459-90-7
4-amino-3-chloro-5-fluoro-6-(tetrahydrofuran-2-yl)picolinaldehyde

Conditions

Conditions	Yield
In acetonitrile	10.14%

: 56-23-5
tetrachloromethane

: 118-52-5
1,3-dichloro-5,5-dimethylhydantoin

: 60-80-0
antipyrine

: 94-36-0
dibenzoyl peroxide

: 43068-92-4
4-chloro-1,2-dihydro-1,5-dimethyl-2-phenyl-3H-pyrazol-3-one

...Expand

: 118-52-5
1,3-dichloro-5,5-dimethylhydantoin

: 60-80-0
antipyrine

: 43068-92-4
4-chloro-1,2-dihydro-1,5-dimethyl-2-phenyl-3H-pyrazol-3-one

Conditions

Conditions	Yield
With tetrachloromethane; dibenzoyl peroxide

: 118-52-5
1,3-dichloro-5,5-dimethylhydantoin

: 93-04-9
2-Methoxynaphthalene

: 13101-92-3
1-chloro-2-methoxynaphthalene

Conditions

Conditions	Yield
With tetrachloromethane

: 118-52-5
1,3-dichloro-5,5-dimethylhydantoin

: 93-18-5
2-ethoxynaphthalene

: 85972-71-0
ethyl-(1-chloro-[2]naphthyl)-ether

Conditions

Conditions	Yield
With tetrachloromethane

: 118-52-5
1,3-dichloro-5,5-dimethylhydantoin

: 24599-58-4
2,5-dimethoxy toluene

A: 3840-27-5
2,5-dimethoxybenzyl chloride

B: 2675-78-7
2-Chloro-5-methyl-1,4-dimethoxybenzene

Conditions

Conditions	Yield
With tetrachloromethane; dibenzoyl peroxide

...Expand

: 118-52-5
1,3-dichloro-5,5-dimethylhydantoin

: 575-36-0
1-acetamidonaphthalene

: 105789-74-0
N-(4-chloro-[1]naphthyl)-acetamide

Conditions

Conditions	Yield
With chloroform

: 118-52-5
1,3-dichloro-5,5-dimethylhydantoin

: 581-97-5
2-acetylaminonaphthalene

: 105789-95-5
1-chloro-2-acetylaminonaphthalene

Conditions

Conditions	Yield
With chloroform

: 118-52-5
1,3-dichloro-5,5-dimethylhydantoin

: 34184-82-2
pregna-4,9(11)-diene-3,20-dione-17-hydroxy-21-methyl

: 24916-89-0
9-chloro-11β,17-dihydroxy-pregn-4-ene-3,20-dione

: 118-52-5
1,3-dichloro-5,5-dimethylhydantoin

: 96709-11-4
16α-acetoxy-17-hydroxy-pregna-4,9(11)-diene-3,20-dione

: 96674-82-7
16α-acetoxy-9-chloro-11β,17-dihydroxy-pregn-4-ene-3,20-dione

: 118-52-5
1,3-dichloro-5,5-dimethylhydantoin

: 1022-22-6
1-chloro-2,2-bis(p-chlorophenyl)ethylene

: 64-19-7
acetic acid

: 79133-04-3
1-acetoxy-2,2-dichloro-1,1-bis-(4-chloro-phenyl)-ethane

...Expand

: 118-52-5
1,3-dichloro-5,5-dimethylhydantoin

: 100-66-3
methoxybenzene

: 623-12-1
4-chloromethoxybenzene

: 118-52-5
1,3-dichloro-5,5-dimethylhydantoin

: 91-59-8
naphthalen-2-ylamine

: 16452-11-2
1-chloro-2-aminonaphthalene

Conditions

Conditions	Yield
With tetrachloromethane

1,3-Dichloro-5,5-dimethyl hydantoin Consensus Reports

Reported in EPA TSCA Inventory.

1,3-Dichloro-5,5-dimethyl hydantoin 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

1,3-Dichloro-5,5-dimethyl hydantoin 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.

Product Name

1,3-Dichloro-5,5-dimethylhydantoin

Synthetic route

1,3-Dichloro-5,5-dimethyl hydantoin Consensus Reports

1,3-Dichloro-5,5-dimethyl hydantoin Standards and Recommendations

1,3-Dichloro-5,5-dimethyl hydantoin Specification

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