hexafluoro-λ5-phosphanuide 2-{[bis(dimethylamino)methylidene]-λ4-sulfanyliumyl}pyridin-1-ium-1-olate

• ChemBase ID: 152071
• Molecular Formular: C10H16F6N3OPS
• Molecular Mass: 371.2827202
• Monoisotopic Mass: 371.0655891
• SMILES: CN(C)C(=[S+]c1cccc[n+]1[O-])N(C)C.F[P-](F)(F)(F)(F)F
• Canonical SMILES: F[P-](F)(F)(F)(F)F.CN(C(=[S+]c1cccc[n+]1[O-])N(C)C)C
• InChI: InChI=1S/C10H16N3OS.F6P/c1-11(2)10(12(3)4)15-9-7-5-6-8-13(9)14;1-7(2,3,4,5)6/h5-8H,1-4H3;/q+1;-1
• InChIKey: UCOGEMMJHLHOAW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: hexafluoro-λ^5-phosphanuide 2-{[bis(dimethylamino)methylidene]-λ^4-sulfanyliumyl}pyridin-1-ium-1-olate
• IUPAC Traditional name: 2-{[bis(dimethylamino)methylidene]-λ^4-sulfanyliumyl}pyridin-1-ium-1-olate hexafluorophosphate
• Synonyms: N,N,N′,N′-Tetramethyl-S-(1-oxido-2-pyridyl)thiuronium hexafluorophosphate; S-(2-Pyridyl)-N,N,N′,N′-tetramethylthiuronium N-oxide hexafluorophosphate; S-(1-Oxido-2-pyridyl)-N,N,N′,N′-tetramethylthiuronium hexafluorophosphate; N,N,N′,N′-四甲基-S-(1-氧代-2-吡啶基)硫脲六氟磷酸盐; S-(2-吡啶基)-N,N,N′,N′-四甲基硫脲 N-氧化物六氟磷酸盐; S-(1-氧代-2-吡啶基)-N,N,N′,N′-四甲基硫脲六氟磷酸盐

Database IDs

• CAS Number: 212333-72-7
• MDL Number: MFCD05865266
• PubChem SID: 24890030; 162246216
• PubChem CID: 10571248

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): -1.5612522
• LogD (pH = 7.4): -1.5612522
• Log P: -1.5612522
• Molar Refractivity: 63.271 cm^3
• Polarizability: 24.316557 Å^3
• Polar Surface Area: 31.94 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 120-125 °C

Safety Information

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

Product Information

• Purity: ≥95.0% (NMR)
• Empirical Formula (Hill Notation): C10H16F6N3OPS

DETAILS

Sigma Aldrich - 94624

Other Notes
Very reactive peptide coupling reagent7,5
Packaging
5, 25 g in glass bottle
Application
Reagent for: Synthesis of inhibitors for PAD1, 3, and 41 Synthesis of enantiomerically pure vinylcyclopropylboronic esters2 Synthesis of enantiomerically pure cyclopropane building blocks3 Camphor-derived chiral auxiliary for hydroxyalkyl radicals4 Solution and solid-phase coupling5 Conversion of carboxylic acids to Weinreb amides and N-methoxy or N-benzoxy amides6