1-(4-isocyanatophenyl)-2,5-dihydro-1H-pyrrole-2,5-dione

• ChemBase ID: 155985
• Molecular Formular: C11H6N2O3
• Molecular Mass: 214.17694
• Monoisotopic Mass: 214.03784206
• SMILES: c1cc(ccc1N=C=O)N1C(=O)C=CC1=O
• Canonical SMILES: O=C=Nc1ccc(cc1)N1C(=O)C=CC1=O
• InChI: InChI=1S/C11H6N2O3/c14-7-12-8-1-3-9(4-2-8)13-10(15)5-6-11(13)16/h1-6H
• InChIKey: OJQSISYVGFJJBY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(4-isocyanatophenyl)-2,5-dihydro-1H-pyrrole-2,5-dione
• IUPAC Traditional name: 1-(4-isocyanatophenyl)pyrrole-2,5-dione
• Synonyms: N-(4-Isocyanatophenyl)maleimide; PMPI; 4-(Maleinimido)phenyl isocyanate

Database IDs

• CAS Number: 123457-83-0
• MDL Number: MFCD00270900
• PubChem SID: 24873077; 162250123
• PubChem CID: 129975

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 1.1552864
• LogD (pH = 7.4): 1.1552873
• Log P: 1.1552873
• Molar Refractivity: 57.0977 cm^3
• Polarizability: 20.35585 Å^3
• Polar Surface Area: 66.81 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 120-125 °C

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22-36/37/38-42
• Safety Statements: 22-36/37-45
• GHS Pictograms: GHS07; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H302-H312-H315-H317-H319-H332-H334-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338-P342 + P311
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Product Information

• Purity: ≥97.0% (CHN)
• Grade: purum
• Empirical Formula (Hill Notation): C11H6N2O3

DETAILS

Sigma Aldrich - 49667

Other Notes
A novel heterobifunctional linker for hydroxyl-to-thiol coupling1,2