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

• ChemBase ID: 130661
• Molecular Formular: C17H11NO3
• Molecular Mass: 277.27414
• Monoisotopic Mass: 277.07389322
• SMILES: c1ccc(cc1)C(=O)c1ccc(cc1)N1C(=O)C=CC1=O
• Canonical SMILES: O=C1C=CC(=O)N1c1ccc(cc1)C(=O)c1ccccc1
• InChI: InChI=1S/C17H11NO3/c19-15-10-11-16(20)18(15)14-8-6-13(7-9-14)17(21)12-4-2-1-3-5-12/h1-11H
• InChIKey: OZIZEXQRIOURIJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(4-benzoylphenyl)-2,5-dihydro-1H-pyrrole-2,5-dione
• IUPAC Traditional name: 1-(4-benzoylphenyl)pyrrole-2,5-dione
• Synonyms: 4-(N-Maleimido)benzophenone; 1-(4-Benzoylphenyl)-1H-pyrrole-2,5-dione; N-(4-Benzoylphenyl)maleimide; 4-(Maleimido)benzophenone; 二苯甲酮-4-马来酰亚胺; 4-(N-马来酰亚胺)二苯甲酮

Database IDs

• CAS Number: 92944-71-3
• MDL Number: MFCD00079465
• PubChem SID: 24897368; 162224939
• PubChem CID: 146390

CALCULATED PROPERTIES

• Rotatable Bonds: 3
• Lipinski's Rule of Five: true
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 2.7050838
• LogD (pH = 7.4): 2.7050846
• Log P: 2.7050846
• Molar Refractivity: 78.6012 cm^3
• Polarizability: 29.632542 Å^3
• Polar Surface Area: 54.45 Å^2

PROPERTIES

Physical Property

• Solubility: Chloroform; chloroform: soluble50 mg/mL; DMF; DMF: soluble; DMSO
• Apperance: Light Beige Solid
• Melting Point: 154-156°C

Safety Information

• Storage Condition: -20°C Freezer
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• 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
• Storage Temperature: 2-8°C

DETAILS

Sigma Aldrich - M9775

Application
含巯基特异性基团和光敏基团的双异官能化交联剂。通常，初始反应在 pH 为 6.8 (6.5-7.0) 时通过硫醚偶联至含游离巯基的分子。紫外光 (250nm) 照射的过程中通过双自由基激发态发生二次键合。二苯甲酮对 C-H 插入表现出更大的特异性并且在水中比类似试剂更稳定。一般说来，它们附接更有效，因为可对其反复照射；然而可能需要更强的照射。与类似试剂相比，二苯甲酮对还原反应不敏感。
包装
100 mg in poly bottle

Toronto Research Chemicals - M133000

Maleimide-containing benzophenone as photoinitiator.

REFERENCES

• Tao, T., et al.: Biohys. J., 45, 261 (1984)
• Leszyk, J., et al.: Biochemistry, 27, 6983 (1984)
• Agarwal, R., et al.: J. Biol. Chem., 266, 2272 (1991)