Description

2,4-Imidazolidinedione, 5,5-dimethyl-1,3-bis(2-oxiranylmethyl)- (CAS No. 28906-98-1) is a high-purity specialty chemical with the molecular formula C₁₁H₁₆N₂O₄. This compound, also known by its IUPAC name 5,5-dimethyl-1,3-bis(oxiran-2-ylmethyl)imidazolidine-2,4-dione, features a unique imidazolidinedione core functionalized with two reactive oxiranylmethyl groups. Its well-defined structure makes it an excellent building block for advanced organic synthesis, particularly in the development of epoxy resins, crosslinking agents, and polymer modifiers. With a molecular weight of 240.26 g/mol, this compound is supplied as a white to off-white crystalline powder with ≥95% purity (HPLC). It is soluble in common organic solvents such as DMSO, acetone, and THF, but has limited solubility in water. Suitable for research and industrial applications, this product is rigorously tested for quality and consistency, ensuring reliable performance in synthetic workflows. Store in a cool, dry place away from light and moisture to maintain stability.

Properties

• CAS Number: 28906-98-1
• Complexity: 382
• IUPAC Name: 5,5-dimethyl-1,3-bis(oxiran-2-ylmethyl)imidazolidine-2,4-dione
• InChI: InChI=1S/C11H16N2O4/c1-11(2)9(14)12(3-7-5-16-7)10(15)13(11)4-8-6-17-8/h7-8H,3-6H2,1-2H3
• InChI Key: RZJKZTPKSRPUFJ-UHFFFAOYSA-N
• Exact Mass: 240.11100700
• Molecular Formula: C11H16N2O4
• Molecular Weight: 240.26
• SMILES: CC1(C(=O)N(C(=O)N1CC2CO2)CC3CO3)C
• Topological: 65.7
• Monoisotopic Mass: 240.11100700
• Synonyms: 2,4-Imidazolidinedione, 5,5-dimethyl-1,3-bis(oxiranylmethyl)-, DTXSID90884831, 2,4-Imidazolidinedione, 5,5-dimethyl-1,3-bis(2-oxiranylmethyl)-, DTXCID701024252, 15336-81-9, 5,5-Dimethyl-1,3-bis(oxiranylmethyl)imidazolidine-2,4-dione, 5,5-dimethyl-1,3-bis(oxiran-2-ylmethyl)imidazolidine-2,4-dione, N,N’-Diglycidyl-5,5-dimethylhydantoin, Diglycidyldimethylhydantoin, 5,5-dimethyl-1,3-bis[(oxiran-2-yl)methyl]imidazolidine-2,4-dione, 2,4-Imidazolidinedione, 5,5-dimethyl-1,3-bis(2-oxiranylmethyl)-, homopolymer, 28906-98-1, XB 2793, EINECS 239-365-8, BRN 0804500, 1,3-Bis(oxiranylmethyl)-5,5-dimethylhydantoin, 1,3-Bis(2,3-epoxypropyl)-5,5-dimethylhydantoin, 5,5-Dimethyl-1,3-bis(oxiranylmethyl)-2,4-imidazolidinedione, SCHEMBL261620, Hydantoin, 1,3-bis(2,3-epoxypropyl)-5,5-dimethyl-, diglycidyl-5,5-dimethylhydantoin, CL4563, MFCD01217505, CS-0172031, NS00051566

Application

This compound serves as a versatile intermediate in the synthesis of epoxy-based polymers and adhesives, where its dual oxirane functionality enables efficient crosslinking. Researchers utilize it to develop advanced thermosetting resins with enhanced mechanical and thermal properties for coatings and composites. It is also investigated in pharmaceutical research for its potential as a scaffold in drug discovery due to its imidazolidinedione core.

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