1,5,5-trimethylimidazolidine-2,4-dione

• ChemBase ID: 151305
• Molecular Formular: C6H10N2O2
• Molecular Mass: 142.1558
• Monoisotopic Mass: 142.07422757
• SMILES: CC1(C(=O)NC(=O)N1C)C
• Canonical SMILES: O=C1NC(=O)C(N1C)(C)C
• InChI: InChI=1S/C6H10N2O2/c1-6(2)4(9)7-5(10)8(6)3/h1-3H3,(H,7,9,10)
• InChIKey: ZNYIPTYJBRGSSL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,5,5-trimethylimidazolidine-2,4-dione
• IUPAC Traditional name: 1,5,5-trimethylimidazolidine-2,4-dione
• Synonyms: 1,5,5-Trimethyl-2,4-imidazolidinedione; 3,4,4-Trimethyl-2,5-dioxoimidazolidine; 1,5,5-Trimethylhydantoin; 1,5,5-trimethylimidazolidine-2,4-dione; 1,5,5-三甲基海因; 1,5,5-三甲基乙内酰脲

Database IDs

• CAS Number: 6851-81-6
• EC Number: 229-945-9
• MDL Number: MFCD00040439
• PubChem SID: 162245461; 24871615
• PubChem CID: 81295

CALCULATED PROPERTIES

• Acid pKa: 9.467496
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -0.22506054
• LogD (pH = 7.4): -0.22867388
• Log P: -0.22501427
• Molar Refractivity: 35.15 cm^3
• Polarizability: 13.547892 Å^3
• Polar Surface Area: 49.41 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 161-164 °C(lit.); 161-164°C

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 98%
• Empirical Formula (Hill Notation): C6H10N2O2

DETAILS

Sigma Aldrich - 479403

Packaging
10 g in glass bottle
Application
Reactant for: Z-selective hydroamidation of terminal alkynes with secondary amides and imides1 Selective inhibitors of hepatitis C virus NS3 serine protease2 Stereoselective addition of imides to alkynes3 Reactant for synthesis of: Selective angiotensin II AT2 receptor agonists with reduced CYP 450 inhibition4 N-chlorohydantoins5 P2X7 receptor antagonists6