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Dimethyloldimethyl hydantoin

1,3-bis(hydroxymethyl)-5,5-dimethylimidazolidine-2,4-dione

CAS: 6440-58-0

Molecular Formula: C7H12N2O4

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Dimethyloldimethyl hydantoin - Names and Identifiers

Name 1,3-bis(hydroxymethyl)-5,5-dimethylimidazolidine-2,4-dione
Synonyms DMDMH
Mackgard DM
DMDM HYDANTOIN
Nipaguard DMDMH
Dimethyloldimethyl Hydantoin
Dimethyloldimethyl hydantoin
dimethylol-5,5-dimethylhydantoin
1,3-Dimethylol-5,5-dimethylhydantoin
1,3-dimethylol-5,5-dimethyl hydantoin
Bis(hydroxymethyl)-5,5-dimethylhydantoin
1,3-Dihydroxymethyl-5,5-Dimethylhydantoin
1,3-DIHYDROXYLMETHYL-5,5-DIMETHYLHYDANTOIN
1,3-BIS(HYDROXYMETHYL)-5,5-DIMETHYLHYDANTOIN
1,3-bis(hydroxymethyl)-5,5-dimethyl Hydantoin
bis(hydroxymethyl)-5,5-dimethyl-2,4-imidazolidinedione
1,3-Bis(hydroxymethyl)-5,5-dimethyl-2,4-imidazolidinedione
1,3-bis(hydroxymethyl)-5,5-dimethylimidazolidine-2,4-dione
CAS 6440-58-0
EINECS 229-222-8
InChI InChI=1/C7H12N2O4/c1-7(2)5(12)8(3-10)6(13)9(7)4-11/h10-11H,3-4H2,1-2H3

Dimethyloldimethyl hydantoin - Physico-chemical Properties

Molecular FormulaC7H12N2O4
Molar Mass188.18
Density1.349±0.06 g/cm3(Predicted)
Melting Point1.00-2.5 °C
Boling Point303.7±52.0 °C(Predicted)
Flash Point137.5°C
Water Solubility140g/L at 20℃
Solubility DMSO (Sparingly), Methanol (Sparingly)
Vapor Presure0Pa at 25℃
AppearanceSolid
ColorWhite to Off-White
pKa13.41±0.10(Predicted)
Storage ConditionSealed in dry,Room Temperature
StabilityUnstable in DMSO solution
Refractive Index1.529
Physical and Chemical PropertiesColorless transparent liquid, with a slight aldehyde flavor, in the ambient temperature below 15 ℃ when the precipitation of crystals, is a kind of formaldehyde release, soluble in water and alcohol, good heat resistance.
UseFor shampoo, hair conditioner, cosmetics as antiseptic

Dimethyloldimethyl hydantoin - Risk and Safety

Risk CodesR22 - Harmful if swallowed
R36 - Irritating to the eyes
R43 - May cause sensitization by skin contact
Safety DescriptionS26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37 - Wear suitable protective clothing and gloves.
HS Code29339900

Dimethyloldimethyl hydantoin - Reference Information

LogP-2.9 at 20℃
EPA chemical substance information information provided by: ofmpeb.epa.gov (external link)
Use 1,3 dimethylol -5,5 dimethylhydantoin, also known as DMDM hydantoin, English abbreviation DMDMH,DMDMH is a broad-spectrum, efficient antibacterial preservative, through the release of formaldehyde to resist Gram-positive bacteria, gram-negative bacteria, mold, yeast, etc., with a variety of emulsifiers, surfactants, good compatibility. Durable and renewable antimicrobial fabrics are prepared in a chemical finishing process by innovative chemical techniques using the precursor biocide dimethyloldimethylhydantoin (DMDMH).
used in shampoo, hair conditioner, cosmetics as antiseptic
shampoo, hair conditioner, cosmetic antiseptic.
Use range in a wide range of pH value and temperature has been stable, DMDMH is not negative, cationic and nonionic surfactants are used in the recommended temperature range of pH = 3 to 10 and less than 60 °c. DMDMH is relatively mild, safe and non-toxic in use concentration, and has no irritation to skin and eye mucosa. MDMH has a wide range of applications, including industrial products such as liquid detergents, water-based surfactants, soft soaps, water-based coatings, fabric softeners, indoor deodorants, air fresheners, polymer emulsions, fabric protective coatings, architectural coatings, water-based gels, sealants and caulking adhesives, paper emulsion coatings, water-based inks, wood preservatives, etc. Can also include personal care products, a variety of high-grade skin care cosmetics, creams, wet towels, shampoos, gels, body wash, detergents and other daily chemicals antiseptic, dosage of 0.1% ~ 0.6%. Usually used in conjunction with the fungicide in order to achieve the desired effect of anti-corrosion and anti-mildew. The unique protection performance of the tank space makes it have special use value. The water-soluble product may be added directly.
preparation A preparation method of antifreeze DMDM hydantoin, a 2L three-necked round bottom flask is equipped with a stirrer, temperature regulator. 7.4g of formaldehyde was placed in the flask and the pH was adjusted to with aqueous sodium hydroxide. 500g of hydantoin was added to the flask, a severe exotherm was observed, the temperature increased, and most of the hydantoin dissolved. The pH was adjusted to 8.3 with aqueous sodium hydroxide and the reaction mixture was stirred at 55 °c for a further 1 hour. 175g of water was added and then cooled to room temperature. 10.5g of NH4Cl was added and stirred evenly. The pH was adjusted to 7.0. The above product is an antifreeze DMDM hydantoin.
Application broad-spectrum antibacterial, high activity, gram-positive bacteria, negative bacteria have a good inhibitory effect, it has a certain inhibitory effect on yeast and mold. It is widely used in shampoo, conditioner, cream, body wash and other liquid cosmetics. It is safe and effective for wash-off and resident products.
toxic substance data information provided by: pubchem.ncbi.nlm.nih.gov (external link)
Last Update:2024-04-10 22:29:15
Dimethyloldimethyl hydantoin
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