1-{[(2,5-dioxopyrrolidin-1-yl)oxy](pyrrolidin-1-yl)methylidene}-1λ5-pyrrolidin-1-ylium; hexafluoro-λ5-phosphanuide

• ChemBase ID: 152104
• Molecular Formular: C13H20F6N3O3P
• Molecular Mass: 411.2803802
• Monoisotopic Mass: 411.11464747
• SMILES: C1CCN(C1)C(=[N+]1CCCC1)ON1C(=O)CCC1=O.F[P-](F)(F)(F)(F)F
• Canonical SMILES: F[P-](F)(F)(F)(F)F.O=C1CCC(=O)N1OC(=[N+]1CCCC1)N1CCCC1
• InChI: InChI=1S/C13H20N3O3.F6P/c17-11-5-6-12(18)16(11)19-13(14-7-1-2-8-14)15-9-3-4-10-15;1-7(2,3,4,5)6/h1-10H2;/q+1;-1
• InChIKey: TVWKVGNCIJUXMY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-{[(2,5-dioxopyrrolidin-1-yl)oxy](pyrrolidin-1-yl)methylidene}-1λ^5-pyrrolidin-1-ylium; hexafluoro-λ^5-phosphanuide
• IUPAC Traditional name: 1-{[(2,5-dioxopyrrolidin-1-yl)oxy](pyrrolidin-1-yl)methylidene}-1λ^5-pyrrolidin-1-ylium hexafluorophosphate
• Synonyms: HSPyU; N,N,N′,N′-Bis(tetramethylene)-O-(N-succinimidyl)uronium hexafluorophosphate; O-(N-Succinimidyl)-N,N,N′,N′-bis(tetramethylene)uronium hexafluorophosphate; Dipyrrolidino(N-succinimidyloxy)carbenium hexafluorophosphate; N,N,N′,N′-双(四亚甲基)-O-(N-琥珀酰亚胺)六氟磷酸脲; O-(N-琥珀酰亚胺)-N,N,N′,N′-二吡咯基脲六氟磷酸酯; 二吡咯烷基(N-琥珀酰亚氨氧基)碳鎓六氟磷酸盐

Database IDs

• CAS Number: 207683-26-9
• MDL Number: MFCD00192457
• PubChem SID: 24888486; 162246249
• PubChem CID: 16218611

CALCULATED PROPERTIES

• Acid pKa: 17.643799
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): -3.0590875
• LogD (pH = 7.4): -3.0590875
• Log P: -3.0590875
• Molar Refractivity: 80.213 cm^3
• Polarizability: 26.683777 Å^3
• Polar Surface Area: 52.86 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: acetonitrile: soluble0.1 g/mL, clear
• Melting Point: ~145 °C; 152-154 °C(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
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.0% (CHN)
• Empirical Formula (Hill Notation): C13H20F6N3O3P

DETAILS

Sigma Aldrich - 85971

Application
New, excellent and non-hygroscopic reagent for peptide coupling giving no cytotoxic reaction products
Reactant for synthesis of caspase sensitive gold nanoparticles1
Packaging
1 g in glass bottle