octahydroimidazo[4,5-d]imidazolidine-2,5-dione

• ChemBase ID: 109278
• Molecular Formular: C4H6N4O2
• Molecular Mass: 142.11604
• Monoisotopic Mass: 142.04907545
• SMILES: O=C1NC2NC(=O)NC2N1
• Canonical SMILES: O=C1NC2C(N1)NC(=O)N2
• InChI: InChI=1S/C4H6N4O2/c9-3-5-1-2(7-3)8-4(10)6-1/h1-2H,(H2,5,7,9)(H2,6,8,10)
• InChIKey: VPVSTMAPERLKKM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: octahydroimidazo[4,5-d]imidazolidine-2,5-dione
• IUPAC Traditional name: acetylenediureine
• Synonyms: ACETYLENE DIUREIN; Acetylene carbamide; NSC 2765; Tetrahydroimidazo[4,5-d]imidazole-2,5-dione; Acetylenediurea; Glycoluril; Tetrahydroimidazo[4,5-d]imidazole-2,5(1H,3H)-dione; 乙炔脲; 甘脲

Database IDs

• CAS Number: 496-46-8
• EC Number: 207-821-5
• MDL Number: MFCD00005539
• Beilstein Number: 128826
• PubChem SID: 162094954; 24895300
• PubChem CID: 62347

CALCULATED PROPERTIES

• Acid pKa: 11.689792
• H Acceptors: 2
• H Donor: 4
• LogD (pH = 5.5): -1.6957823
• LogD (pH = 7.4): -1.6957954
• Log P: -1.6957822
• Molar Refractivity: 29.4402 cm^3
• Polarizability: 11.585383 Å^3
• Polar Surface Area: 82.26 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: >300 °C(lit.)

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 1
• Risk Statements: 22
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302

Product Information

• Purity: 95+%; 97%
• Empirical Formula (Hill Notation): C4H6N4O2

DETAILS

MP Biomedicals - 05210437

MP Biomedicals Rare Chemical collection

Sigma Aldrich - G7305

Packaging
100 g in poly bottle
5 g in glass bottle
Application
Reactant involved in synthesis of:
• Glycouril hexamers and monofunctionalized cucurbit[6]uril derivatives1,2,3
• N-chloro compounds from trichloroisocyanuric acid4
• Glycouril trimers5