1-[(1H-1,2,3-benzotriazol-1-yloxy)(piperidin-1-yl)methylidene]-1λ5-piperidin-1-ylium; tetrafluoroboranuide

• ChemBase ID: 156788
• Molecular Formular: C17H24BF4N5O
• Molecular Mass: 401.2099728
• Monoisotopic Mass: 401.20100369
• SMILES: [B-](F)(F)(F)F.c1ccc2c(c1)nnn2OC(=[N+]1CCCCC1)N1CCCCC1
• Canonical SMILES: C1CCN(CC1)C(=[N+]1CCCCC1)On1nnc2c1cccc2.F[B-](F)(F)F
• InChI: InChI=1S/C17H24N5O.BF4/c1-5-11-20(12-6-1)17(21-13-7-2-8-14-21)23-22-16-10-4-3-9-15(16)18-19-22;2-1(3,4)5/h3-4,9-10H,1-2,5-8,11-14H2;/q+1;-1
• InChIKey: KXPFIFDGGXFLDI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(1H-1,2,3-benzotriazol-1-yloxy)(piperidin-1-yl)methylidene]-1λ^5-piperidin-1-ylium; tetrafluoroboranuide
• IUPAC Traditional name: 1-[(1,2,3-benzotriazol-1-yloxy)(piperidin-1-yl)methylidene]-1λ^5-piperidin-1-ylium tetrafluoroborate
• Synonyms: O-(Benzotriazol-1-yl)-N,N,N′,N′-bis(pentamethylene)uronium tetrafluoroborate; (Benzotriazol-1-yloxy)dipiperidinocarbenium tetrafluoroborate; O-苯并三唑-1-基-N,N,N′,N′-二(五亚甲基)四氟硼酸脲; (苯并三氮唑-1-基氧基)二哌啶碳鎓四氟硼酸盐

Database IDs

• CAS Number: 136605-16-8
• MDL Number: MFCD01632007
• PubChem SID: 162250925; 24847830
• PubChem CID: 16211244

CALCULATED PROPERTIES

• Lipinski's Rule of Five: true
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): -0.5443201
• LogD (pH = 7.4): -0.5443197
• Log P: -0.5443197
• Molar Refractivity: 111.511 cm^3
• Polarizability: 35.40881 Å^3
• Polar Surface Area: 46.19 Å^2
• Rotatable Bonds: 2

PROPERTIES

Physical Property

• Solubility: acetonitrile: soluble0.1 g/mL, clear

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: ≥95.0% (T)
• Impurities: ≤1% water
• Empirical Formula (Hill Notation): C17H24BF4N5O

DETAILS

Sigma Aldrich - 12813

General description
may contain ~3% ethanol
Other Notes
Recent studies show that crystal and solution structure of this coupling agent is a guanidinium N-oxide and not an uronium compound1; New, non-hygroscopic peptide coupling reagent with excellent properties; it gives no cytotoxic reaction products