tetrafluoroboranuide 2-{[(dimethylamino)(dimethyliminiumyl)methyl]sulfanyl}pyridin-1-ium-1-olate

• ChemBase ID: 152022
• Molecular Formular: C10H16BF4N3OS
• Molecular Mass: 313.1231528
• Monoisotopic Mass: 313.10432643
• SMILES: [B-](F)(F)(F)F.CN(C)C(=[N+](C)C)Sc1cccc[n+]1[O-]
• Canonical SMILES: F[B-](F)(F)F.CN(C(=[N+](C)C)Sc1cccc[n+]1[O-])C
• InChI: InChI=1S/C10H16N3OS.BF4/c1-11(2)10(12(3)4)15-9-7-5-6-8-13(9)14;2-1(3,4)5/h5-8H,1-4H3;/q+1;-1
• InChIKey: LHLFXDQURZVFLK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tetrafluoroboranuide 2-{[(dimethylamino)(dimethyliminiumyl)methyl]sulfanyl}pyridin-1-ium-1-olate
• IUPAC Traditional name: 2-{[(dimethylamino)(dimethyliminio)methyl]sulfanyl}pyridin-1-ium-1-olate tetrafluoroborate
• Synonyms: N,N,N′,N′-Tetramethyl-S-(1-oxido-2-pyridyl)thiuronium tetrafluoroborate; S-(2-Pyridyl)-N,N,N′,N′-tetramethylthiuronium N-oxide tetrafluoroborate; S-(1-Oxido-2-pyridyl)-N,N,N′,N′-tetramethylthiuronium tetrafluoroborate; N,N,N′,N′-四甲基-S-(1-氧代-2-吡啶基)硫脲四氟硼酸盐; S-(2-吡啶基)-N,N,N′,N′-四甲基硫脲 N-氧化物四氟硼酸盐; S-(1-氧代-2-吡啶基)-N,N,N′,N′-四甲基硫脲四氟硼酸盐

Database IDs

• CAS Number: 255825-38-8
• MDL Number: MFCD05664718
• PubChem SID: 24890029; 162246168
• PubChem CID: 10543173

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): -2.8328123
• LogD (pH = 7.4): -2.832812
• Log P: -2.832812
• Molar Refractivity: 76.3216 cm^3
• Polarizability: 24.330778 Å^3
• Polar Surface Area: 31.71 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 109-114 °C

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26
• 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: -20°C

Product Information

• Purity: ≥95.0% (NMR)
• Empirical Formula (Hill Notation): C10H16BF4N3OS

DETAILS

Sigma Aldrich - 94623

Other Notes
Very reactive peptide coupling reagent3,2
Packaging
5, 25 g in poly bottle
Application
Reagent for: Synthesis of anticonvulsants1 Solution and solid-phase peptide coupling2,3 Conversion of carboxylic acids to Weinreb amides and N-methoxy or N-benzoxy amides4 Rapid and high-yielding preparation of primary amides5,3