methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate

• ChemBase ID: 132339
• Molecular Formular: C6H5NO4
• Molecular Mass: 155.1082
• Monoisotopic Mass: 155.02185765
• SMILES: COC(=O)N1C(=O)C=CC1=O
• Canonical SMILES: COC(=O)N1C(=O)C=CC1=O
• InChI: InChI=1S/C6H5NO4/c1-11-6(10)7-4(8)2-3-5(7)9/h2-3H,1H3
• InChIKey: LLAZQXZGAVBLRX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate
• IUPAC Traditional name: methyl 2,5-dioxopyrrole-1-carboxylate
• Synonyms: N-Methoxycarbonylmaleimide; N-(Carbomethoxy)maleimide; 2,5-Dihydro-2,5-dioxo-1H-pyrrole-1-carboxylic Acid Methyl Ester; N-(Methoxycarbonyl) Maleimide; N-甲氧基羰基顺丁烯二酰亚胺

Database IDs

• CAS Number: 55750-48-6
• EC Number: 259-792-3
• MDL Number: MFCD00042755
• Beilstein Number: 1450638
• PubChem SID: 24883650; 162226616; 24897313
• PubChem CID: 580610

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): -0.028003484
• LogD (pH = 7.4): -0.028003484
• Log P: -0.028003484
• Molar Refractivity: 34.5409 cm^3
• Polarizability: 13.060513 Å^3
• Polar Surface Area: 63.68 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Ethyl Acetate
• Apperance: Off-White Cyrstalline Solid
• Melting Point: 62-63°C; 63-67 °C

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97.0% (N)
• Empirical Formula (Hill Notation): C6H5NO4

DETAILS

Sigma Aldrich - 64940

Other Notes
For the introduction of the maleimide group in peptides, amino acids and amines1
Packaging
1, 5 g in glass bottle