2-oxoimidazolidine-1-carbonyl chloride

• ChemBase ID: 35129
• Molecular Formular: C4H5ClN2O2
• Molecular Mass: 148.5477
• Monoisotopic Mass: 148.00395509
• SMILES: N1(C(=O)NCC1)C(=O)Cl
• Canonical SMILES: ClC(=O)N1CCNC1=O
• InChI: InChI=1S/C4H5ClN2O2/c5-3(8)7-2-1-6-4(7)9/h1-2H2,(H,6,9)
• InChIKey: NXJZQSRAFBHNLI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-oxoimidazolidine-1-carbonyl chloride
• IUPAC Traditional name: 2-oxoimidazolidine-1-carbonyl chloride
• Synonyms: 2-Oxoimidazolidine-1-carbonyl chloride; Ethyleneallophanoyl chloride; 2-Oxo-1-imidazolidinecarbonyl chloride; N-Chlorocarbonyl-2-imidazolidinone; 2-氧-1-咪唑烷碳酰氯

Database IDs

• CAS Number: 13214-53-4
• EC Number: 236-185-1
• MDL Number: MFCD02683529
• PubChem SID: 160998436; 24874447
• PubChem CID: 83241

CALCULATED PROPERTIES

• Acid pKa: 10.998584
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -0.092673
• LogD (pH = 7.4): -0.09277983
• Log P: -0.09267164
• Molar Refractivity: 31.2459 cm^3
• Polarizability: 11.905419 Å^3
• Polar Surface Area: 49.41 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 147-151 °C(lit.)

Safety Information

• Storage Warning: IRRITANT
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• TSCA Listed: false
• 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: 96%
• Empirical Formula (Hill Notation): C4H5ClN2O2

DETAILS

Sigma Aldrich - 524832

Packaging
10 g in glass bottle
Application
Reactant for ytterbium metal promoted reactions1Reactant for synthesis of selenoesters by samarium diiodide induced reductive cleavage of Se-Se bonds2