bis(2,5-dioxopyrrolidin-1-yl) oxalate

• ChemBase ID: 146931
• Molecular Formular: C10H8N2O8
• Molecular Mass: 284.17912
• Monoisotopic Mass: 284.02806523
• SMILES: C1CC(=O)N(C1=O)OC(=O)C(=O)ON1C(=O)CCC1=O
• Canonical SMILES: O=C(C(=O)ON1C(=O)CCC1=O)ON1C(=O)CCC1=O
• InChI: InChI=1S/C10H8N2O8/c13-5-1-2-6(14)11(5)19-9(17)10(18)20-12-7(15)3-4-8(12)16/h1-4H2
• InChIKey: OMAHFYGHUQSIEF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: bis(2,5-dioxopyrrolidin-1-yl) oxalate
• IUPAC Traditional name: bis(2,5-dioxopyrrolidin-1-yl) oxalate
• Synonyms: DSO; N,N′-Disuccinimidyl oxalate; Di(N-succinimidyl) oxalate; N,N′-Disuccinimidyl oxalate; Di(N-succinimidyl) oxalate; N,N′-二琥珀酰亚胺基草酸; 二(N-琥珀酰亚胺基)草酸; N,N′-二琥珀酰亚胺基草酸; 二(N-琥珀酰亚胺基)草酸

Database IDs

• CAS Number: 57296-03-4
• MDL Number: MFCD00011730
• Beilstein Number: 4562450
• PubChem SID: 162241123; 24858421; 24886875
• PubChem CID: 5004084

CALCULATED PROPERTIES

• Acid pKa: 17.378426
• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): -1.0579141
• LogD (pH = 7.4): -1.0579141
• Log P: -1.0579141
• Molar Refractivity: 55.5462 cm^3
• Polarizability: 22.366005 Å^3
• Polar Surface Area: 127.36 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 239 °C (dec.)(lit.)

Safety Information

• 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

Product Information

• Purity: ≥97.0% (T); 85%
• Grade: purum
• Empirical Formula (Hill Notation): C10H8N2O8

DETAILS

Sigma Aldrich - 305308

Other Notes
Remainder disuccinimidyl carbonate
Packaging
5 g in glass bottle

Sigma Aldrich - 75755

Other Notes
Reagent for preparing active esters of N-protected amino acids and for the preparation of protected dipeptides in good yields1,2