5,5-Dimethylhydantoin CAS 77-71-4
5,5-Dimethylhydantoin Basic information
| Product Name: | 5,5-Dimethylhydantoin |
| Synonyms: | dantoindmh;DM Hydantoin;dmh[qr];dmhydantoin;Hydantoin, 5,5-dimethyl-;nsc8652;T10;t10[qr] |
| CAS: | 77-71-4 |
| MF: | C5H8N2O2 |
| MW: | 128.13 |
| EINECS: | 201-051-3 |
| Product Categories: | Resin additives;Building Blocks;Heterocyclic Building Blocks;Imidazolines/Imidazolidines;Miscellaneous Natural Products;Water treatment chemicals |
| Mol File: | 77-71-4.mol |
5,5-Dimethylhydantoin Chemical Properties
| Melting point | 174-177 °C (lit.) |
| Boiling point | 237.54°C (rough estimate) |
| density | 1.2864 (rough estimate) |
| refractive index | 1.4730 (estimate) |
| Fp | 193°C |
| storage temp. | Sealed in dry,Room Temperature |
| solubility | H2O: 0.1 g/mL hot, clear |
| pka | pKa 8.1 (Uncertain) |
| form | Crystalline Powder or Crystals |
| color | White to off-white |
| Water Solubility | soluble |
| BRN | 2827 |
| Cosmetics Ingredients Functions | HAIR CONDITIONING VISCOSITY CONTROLLING |
| InChI | 1S/C5H8N2O2/c1-5(2)3(8)6-4(9)7-5/h1-2H3,(H2,6,7,8,9) |
| InChIKey | YIROYDNZEPTFOL-UHFFFAOYSA-N |
| SMILES | CC1(C)NC(=O)NC1=O |
| LogP | -0.480 |
| CAS DataBase Reference | 77-71-4(CAS DataBase Reference) |
| NIST Chemistry Reference | 2,4-Imidazolidinedione, 5,5-dimethyl-(77-71-4) |
| EPA Substance Registry System | 5,5-Dimethylhydantoin (77-71-4) |
Safety Information
| Hazard Codes | Xi |
| Risk Statements | 36/37/38 |
| Safety Statements | 22-24/25-36/37-26 |
| WGK Germany | 2 |
| RTECS | MU0977000 |
| TSCA | TSCA listed |
| HS Code | 29332100 |
| Storage Class | 11 - Combustible Solids |
| Hazardous Substances Data | 77-71-4(Hazardous Substances Data) |
| Toxicity | LD50 oral in rabbit: 12660mg/kg |
| Chemical Properties | white to off-white crystals or crystalline powder |
| Uses | 5,5-Dimethylhydantoin is part of a group of hydantoin compounds that are being evaluated for their anticonvulsant and central nervous system antitumour properties. |
| Definition | ChEBI: 5,5-Dimethylhydantoin is an imidazolidine-2,4-dione. |
| Synthesis | a. Add 600-800 parts of ammonium bicarbonate and 500-700 parts of acetone cyanohydrin to water and stir to fully dissolve, and then seal it when heated to 10??; b. Then pass 30 to 50 parts of ammonia into the substance made by step a, slowly increase the temperature to 50 to 65 ??, constant temperature for 1 to 2 hours, and stirring; c. The substance made by step b was heated to 75??85??, induced air for 30??50 minutes, then cooled to room temperature and filtered, i.e., the crude dimethylhydantoin and the mother liquor were made; d, the dimethylhydantoin crude product 950 to 1150 parts produced by step c is put into 150 to 300 parts of water and 700 to 900 parts of mother liquor mixture, stirring while putting, heating to 80 to 98 ?? and then adding 3 to 8 parts of activated carbon, decoloration for 20 to 40 minutes, filtration to remove the activated carbon, and then cooled to crystallize, centrifugal filtration and drying, i.e., the finished product of dimethylhydantoin is produced. |
| Purification Methods | Crystallise the hydantoin from EtOH and sublime it in vacuo. [Beilstein 24 III/IV 1097.] |
5,5-Dimethylhydantoin Preparation Products And Raw materials
| Raw materials | Ammonium carbonate-->Acetone cyanohydrin |
| Preparation Products | 1,3-Dibromo-5,5-dimethylhydantoin-->1,3-DIIODO-5,5-DIMETHYLHYDANTOIN-->(4,4-dimethyl-2,5-dioxo-1-imidazolidinyl)acetic acid(SALTDATA: FREE) |
