5,5-dimethylimidazolidine-2,4-dione
5,5-Dimethylhydantoin
CAS: 77-71-4
Molecular Formula: C5H8N2O2
5,5-dimethylimidazolidine-2,4-dione - Names and Identifiers
| Name | 5,5-Dimethylhydantoin |
| Synonyms | T10 DMH t10[qr] dmh[qr] nsc8652 dantoindmh dmhydantoin DM Hydantoin Dimethylhydantoin 5,5-Dimethylhydantoin 5,5-Dimethylhydrantoin 5,5-Dimethyl hydantoin Hydantoin, 5,5-dimethyl- 5,5-Dimethyl-2,4-imidazolidinedione 5,5-dimethylimidazolidine-2,4-dione |
| CAS | 77-71-4 |
| EINECS | 201-051-3 |
| InChI | InChI=1/C5H8N2O2/c1-5(2)3(8)6-4(9)7-5/h1-2H3,(H2,6,7,8,9) |
5,5-dimethylimidazolidine-2,4-dione - Physico-chemical Properties
| Molecular Formula | C5H8N2O2 |
| Molar Mass | 128.13 |
| Density | 1.2864 (rough estimate) |
| Melting Point | 174-177 °C (lit.) |
| Boling Point | 237.54°C (rough estimate) |
| Flash Point | 193°C |
| Water Solubility | soluble |
| Solubility | H2O: 0.1g/mL hot, clear |
| Appearance | White crystal |
| Color | White to off-white |
| BRN | 2827 |
| pKa | pKa 8.1 (Uncertain) |
| Storage Condition | Sealed in dry,Room Temperature |
| Refractive Index | 1.4730 (estimate) |
| MDL | MFCD00005266 |
| Physical and Chemical Properties | White prismatic crystals or crystalline powders. Melting Point 175 °c. Soluble in water, hexanol, ethyl acetate, dimethyl ether, slightly soluble in isoacetone, acetone, methyl ethyl ketone, insoluble in aliphatic hydrocarbons, trichloroethylene. Odorless, sublimable, acidic. |
| Use | Mainly used as disinfectant, epoxy resin and amino acid raw materials |
5,5-dimethylimidazolidine-2,4-dione - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S22 - Do not breathe dust. S24/25 - Avoid contact with skin and eyes. S36/37 - Wear suitable protective clothing and gloves. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. |
| WGK Germany | 2 |
| RTECS | MU0977000 |
| TSCA | Yes |
| HS Code | 29332100 |
| Toxicity | LD50 oral in rabbit: 12660mg/kg |
5,5-dimethylimidazolidine-2,4-dione - Reference Information
| NIST chemical information | information provided by: webbook.nist.gov (external link) |
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| Introduction | 5, 5-dimethylhydantoin is an important organic synthesis intermediate with a wide range of uses, it is a heterocyclic compound with a certain rigid skeleton. A range of valuable derivatives can be prepared by substitution reactions. Such as: dibromohydantoin, dichlorohydantoin and other widely used in organic synthesis, medicine, plastics, food, cosmetics, pesticides and other production areas. |
| Application | 5, 5-dimethylhydantoin, also known as 5, 5-dimethylhydantoin, DMH, is a wide range of uses of organic synthesis intermediates, is a rigid heterocyclic compounds, can be prepared by substitution reaction of a series of valuable derivatives, such as: dibromohydantoin, dichlorohydantoin and other widely used in medicine, fine Chemicals in the production of pesticides, plastics and cosmetics. |
| preparation | a. Add 600-800 parts of ammonium bicarbonate and 500-700 parts of acetone cyanohydrin to water and stir to fully dissolve, sealed when heated to 10 ℃; B. 30-50 parts of ammonia gas is introduced into the material prepared by Step a, and heated slowly to 50-65 ℃ for 1-2 hours, and stirring; c, the material prepared by Step B is heated to 75~85 ℃, the air is drawn for 30~50 minutes, and then cooled to room temperature and filtered to obtain crude dimethyl hydantoin and mother liquor; d. 950~1150 parts of crude dimethyl hydantoin prepared by Step c is put into a mixture of 150~300 parts of water and 700~900 parts of mother liquor, after heating to 80~98 ° C., 3~8 parts of activated carbon is added, decolorization is carried out for 20~40 minutes, the activated carbon is removed by filtration, and then crystallization is cooled, centrifugal filtration and drying are carried out to obtain a dimethyl hydantoin finished product. |
| uses | for amino acid synthesis, but also as a special epoxy resin and water-soluble resin, fungicides, preservatives, etc. Its derivatives such as 1, 3-dichloro-5, 5-dimethylhydantoin can be used as chlorinating agent, Disinfection bactericide, 3-hydroxymethyl-5, 5-dimethylhydantoin is useful as a formaldehyde agent, a preservative, and the like. mainly used as disinfectant, epoxy resin and amino acid raw materials |
| production method | is obtained by reacting acetone cyanohydrin ([75-86-5]) with an aqueous ammonium carbonate solution at 50-80 °c. |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-09 21:21:28
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