tetrafluoroboranuide; {[(6-chloro-1H-1,2,3-benzotriazol-1-yl)oxy](dimethylamino)methylidene}dimethylazanium

• ChemBase ID: 100169
• Molecular Formular: C11H15BClF4N5O
• Molecular Mass: 355.5273128
• Monoisotopic Mass: 355.09943109
• SMILES: n1(c2cc(ccc2nn1)Cl)OC(=[N+](C)C)N(C)C.[B-](F)(F)(F)F
• Canonical SMILES: F[B-](F)(F)F.Clc1ccc2c(c1)n(nn2)OC(=[N+](C)C)N(C)C
• InChI: InChI=1S/C11H15ClN5O.BF4/c1-15(2)11(16(3)4)18-17-10-7-8(12)5-6-9(10)13-14-17;2-1(3,4)5/h5-7H,1-4H3;/q+1;-1
• InChIKey: GBGVQFJZGHBZMC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tetrafluoroboranuide; {[(6-chloro-1H-1,2,3-benzotriazol-1-yl)oxy](dimethylamino)methylidene}dimethylazanium
• IUPAC Traditional name: {[(6-chloro-1,2,3-benzotriazol-1-yl)oxy](dimethylamino)methylidene}dimethylazanium tetrafluoroborate
• Synonyms: 1-[Bis(dimethylamino)methylen]-5-chlorobenzotriazolium 3-oxide tetrafluoroborate; N,N,N′,N′-Tetramethyl-O-(6-chloro-1H-benzotriazol-1-yl)uronium tetrafluoroborate; O-(6-Chlorobenzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium tetrafluoroborate; TCTU; O-(6-Chlorobenzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; 1-[双(二甲氨基)亚甲基]-5-氯苯并三唑鎓 3-氧化物 四氟硼酸酯; 6-氯苯并三氮唑-1,1,3,3-四甲基脲 四氟硼酸酯; 多肽试剂 TCTU 四氟硼酸酯

Database IDs

• CAS Number: 330641-16-2
• MDL Number: MFCD04973270
• PubChem SID: 162087766; 24887260
• PubChem CID: 24898642

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): -1.6410077
• LogD (pH = 7.4): -1.6410073
• Log P: -1.6410073
• Molar Refractivity: 92.0318 cm^3
• Polarizability: 27.700012 Å^3
• Polar Surface Area: 46.19 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: Irritant/Flammable
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥97.5% (HPLC); 98%
• Impurities: ≤0.5% water
• Empirical Formula (Hill Notation): C11H15BClF4N5O

DETAILS

Sigma Aldrich - 78133

Packaging
5, 25, 100 g in poly bottle
Application
Coupling reagent for:
• Synthesis via plate-based multiple parallel centrifugation synthesizer1
• Solid-phase synthesis of cyclic gramicidin analogs2
• Comparison of automatic multiple peptide synthesizers3
• Solid-phase peptide coupling with lack of racemization4