[(dimethylamino)[(4-oxo-3,4-dihydro-1,2,3-benzotriazin-3-yl)oxy]methylidene]dimethylazanium; tetrafluoroboranuide

• ChemBase ID: 152006
• Molecular Formular: C12H16BF4N5O2
• Molecular Mass: 349.0923528
• Monoisotopic Mass: 349.13331806
• SMILES: [B-](F)(F)(F)F.CN(C)C(=[N+](C)C)On1c(=O)c2ccccc2nn1
• Canonical SMILES: F[B-](F)(F)F.CN(C(=[N+](C)C)On1nnc2c(c1=O)cccc2)C
• InChI: InChI=1S/C12H16N5O2.BF4/c1-15(2)12(16(3)4)19-17-11(18)9-7-5-6-8-10(9)13-14-17;2-1(3,4)5/h5-8H,1-4H3;/q+1;-1
• InChIKey: FOBCPCIJLQTYBT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(dimethylamino)[(4-oxo-3,4-dihydro-1,2,3-benzotriazin-3-yl)oxy]methylidene]dimethylazanium; tetrafluoroboranuide
• IUPAC Traditional name: [(dimethylamino)[(4-oxo-1,2,3-benzotriazin-3-yl)oxy]methylidene]dimethylazanium tetrafluoroborate
• Synonyms: N,N,N′,N′-Tetramethyl-O-(3,4-dihydro-4-oxo-1,2,3-benzotriazin-3-yl)uronium tetrafluoroborate; TDBTU; O-(4-Oxo-1,2,3-benzotriazin-3(4H)-yl)-N,N,N′,N′,-tetramethyluronium tetrafluoroborate; O-(3,4-Dihydro-4-oxo-1,2,3-benzotriazin-3-yl)-N,N,N′,N′-tetramethyluronium tetrafluoroborate; O-(4-氧代-1,2,3-苯并三嗪-3(4H)-基)-N,N,N′,N′,-四甲基脲四氟硼酸酯; N,N,N′,N′-四甲基O-(3,4-二氢-4-氧代-1,2,3-苯并三嗪-3-基)四氟硼酸脲

Database IDs

• CAS Number: 125700-69-8
• MDL Number: MFCD00077730
• PubChem SID: 162246152; 24863207
• PubChem CID: 10882602

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): -1.0882266
• LogD (pH = 7.4): -1.0882266
• Log P: -1.0882266
• Molar Refractivity: 86.0307 cm^3
• Polarizability: 26.201859 Å^3
• Polar Surface Area: 60.51 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

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

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 37
• Safety Statements: 22-24/25
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥95.0% (HPLC)
• Empirical Formula (Hill Notation): C12H16BF4N5O2

DETAILS

Sigma Aldrich - 37345

Other Notes
Coupling reagent for peptide synthesis which best suppresses racemization during fragment condensation.1
Packaging
1 g in glass bottle