5-methylimidazolidine-2,4-dione

• ChemBase ID: 107087
• Molecular Formular: C4H6N2O2
• Molecular Mass: 114.10264
• Monoisotopic Mass: 114.04292744
• SMILES: CC1NC(=O)NC1=O
• Canonical SMILES: O=C1NC(C(=O)N1)C
• InChI: InChI=1S/C4H6N2O2/c1-2-3(7)6-4(8)5-2/h2H,1H3,(H2,5,6,7,8)
• InChIKey: VMAQYKGITHDWKL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-methylimidazolidine-2,4-dione
• IUPAC Traditional name: methyl hydantoin
• Synonyms: 5-METHYLHYDANTOIN; 5-Methyl-2,4-imidazolidinedione; 5-Methylhydantoin; 5-methylimidazolidine-2,4-dione; 5-甲基乙内酰脲

Database IDs

• CAS Number: 616-03-5
• EC Number: 000-000-0
• MDL Number: MFCD00022398
• Beilstein Number: 81081
• PubChem SID: 162094539; 24877981
• PubChem CID: 69216

CALCULATED PROPERTIES

• Acid pKa: 9.938543
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -0.8814719
• LogD (pH = 7.4): -0.8826968
• Log P: -0.8814562
• Molar Refractivity: 25.54 cm^3
• Polarizability: 9.922667 Å^3
• Polar Surface Area: 58.2 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 100 - 102°C; 148-152 °C(lit.); 150-152°C
• Hydrophobicity(logP): -1.172

Safety Information

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

Product Information

• Purity: 95%; 97%; 98%
• Empirical Formula (Hill Notation): C4H6N2O2

DETAILS

Sigma Aldrich - 533653

Packaging
1 g in glass bottle
Application
Reactant for: Preparation of N-chlorohydantoins1 The Mitsunobu reaction2 Pseudomonas putida strain allowing conversion into L-amino acids3 D-hydantoinase from Agrobacteria tumefaceins4 Eznymatic racemization5