2,5-dioxopyrrolidin-1-yl 3-(diphenylphosphanyl)propanoate

• ChemBase ID: 142446
• Molecular Formular: C19H18NO4P
• Molecular Mass: 355.324281
• Monoisotopic Mass: 355.09734469
• SMILES: c1ccc(cc1)P(CCC(=O)ON1C(=O)CCC1=O)c1ccccc1
• Canonical SMILES: O=C(ON1C(=O)CCC1=O)CCP(c1ccccc1)c1ccccc1
• InChI: InChI=1S/C19H18NO4P/c21-17-11-12-18(22)20(17)24-19(23)13-14-25(15-7-3-1-4-8-15)16-9-5-2-6-10-16/h1-10H,11-14H2
• InChIKey: QRRPSWGREIRROT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,5-dioxopyrrolidin-1-yl 3-(diphenylphosphanyl)propanoate
• IUPAC Traditional name: 2,5-dioxopyrrolidin-1-yl 3-(diphenylphosphanyl)propanoate
• Synonyms: N-Succinimidyl 3-(diphenylphosphino)propanoate; 1-[3-(Diphenylphosphino)-1-oxopropoxy]-2,5-pyrrolidinedione; 2,5-Dioxo-1-pyrrolidinyl 3-(diphenylphosphino)propanoate; 3-(Diphenylphosphino)propanoic acid N-succinimidyl ester; N-Succinimidyl 3-(diphenylphosphino)propionate; 1-[3-(二苯基膦)-1-氧代丙氧基]-2,5-吡咯烷二酮; 2,5-二氧-1-吡咯烷基 3-(二苯基膦)丙酸酯; 3-(二苯基膦)丙酸 N-琥珀酰亚胺酯; N-琥珀酰亚胺 3-(二苯基膦)丙酸酯

Database IDs

• CAS Number: 170278-50-9
• MDL Number: MFCD04114301
• PubChem SID: 162236675
• PubChem CID: 42604311

CALCULATED PROPERTIES

• Acid pKa: 17.709059
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 2.7254
• LogD (pH = 7.4): 2.7254
• Log P: 2.7254
• Molar Refractivity: 93.0847 cm^3
• Polarizability: 36.864582 Å^3
• Polar Surface Area: 63.68 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 104-108 °C

Safety Information

• German water hazard class: 3

Product Information

• Purity: 95%
• Empirical Formula (Hill Notation): C19H18NO4P

DETAILS

Sigma Aldrich - 715069

Application
Reagent for the conversion of azides into the corresponding diazo compounds under mild conditions
Packaging
1, 5 g in glass bottle
Legal Information
Sold under license for research and development purposes only. U.S. Patent Appl. 61/115474.