1-[2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)phenyl]-2,5-dihydro-1H-pyrrole-2,5-dione

• ChemBase ID: 112715
• Molecular Formular: C14H8N2O4
• Molecular Mass: 268.22432
• Monoisotopic Mass: 268.04840675
• SMILES: O=C1C=CC(=O)N1c1ccccc1N1C(=O)C=CC1=O
• Canonical SMILES: O=C1C=CC(=O)N1c1ccccc1N1C(=O)C=CC1=O
• InChI: InChI=1S/C14H8N2O4/c17-11-5-6-12(18)15(11)9-3-1-2-4-10(9)16-13(19)7-8-14(16)20/h1-8H
• InChIKey: UFFVWIGGYXLXPC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)phenyl]-2,5-dihydro-1H-pyrrole-2,5-dione
• IUPAC Traditional name: 1-[2-(2,5-dioxopyrrol-1-yl)phenyl]pyrrole-2,5-dione
• Synonyms: o-PHENYLENE DIMALEIMIDE; 1,2-Dimaleimidobenzene; N,N′-(o-Phenylene)dimaleimide; 1,2-PDM; N,N'-o-(1,2-Phenylene)dimaleimide; N,N'-o-Phenylenedimaleimide; NSC 13693; Equorin; 1,2-Phenylene Bismaleimide; 1,1'-(1,2-Phenylene)bis[1H-pyrrole-2,5-dione]; 1,2-Phenylene-bis-maleimide; N,N′-(邻亚苯基)二马来酰亚胺

Database IDs

• CAS Number: 13118-04-2
• EC Number: 236-046-5
• MDL Number: MFCD00005503
• Beilstein Number: 249426
• PubChem SID: 162097478; 24887313; 24846652
• PubChem CID: 83156

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 0.518216
• LogD (pH = 7.4): 0.5182173
• Log P: 0.5182174
• Molar Refractivity: 69.9934 cm^3
• Polarizability: 25.717638 Å^3
• Polar Surface Area: 74.76 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Warm Acetone; Warm Acetonitrile
• Apperance: Off-White Solid
• Melting Point: 245-247 °C (dec.)(lit.); 250-252 °C; 250-252°C

Safety Information

• Storage Condition: -20°C Freezer
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥98.0% (HPLC); 99%
• Empirical Formula (Hill Notation): C14H8N2O4

DETAILS

MP Biomedicals - 05225473

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 104590

Packaging
5 g in glass bottle

Sigma Aldrich - 78483

Application
Bifunctional thiol reagent

Toronto Research Chemicals - P319800

A short, sulfhydryl reactive homobifunctional crosslinking reagent for protein crosslinking.

REFERENCES

• Knight, P., et al.: Biochemistry, 19, 4682 (1980)