hexafluoro-$l^{5}-phosphanuide; {[(6-chloro-1H-1,2,3-benzotriazol-1-yl)oxy](dimethylamino)methylidene}dimethylazanium

• ChemBase ID: 100168
• Molecular Formular: C11H15ClF6N5OP
• Molecular Mass: 413.6868802
• Monoisotopic Mass: 413.06069376
• SMILES: [P-](F)(F)(F)(F)(F)F.n1(c2cc(ccc2nn1)Cl)OC(=[N+](C)C)N(C)C
• Canonical SMILES: F[P-](F)(F)(F)(F)F.Clc1ccc2c(c1)n(nn2)OC(=[N+](C)C)N(C)C
• InChI: InChI=1S/C11H15ClN5O.F6P/c1-15(2)11(16(3)4)18-17-10-7-8(12)5-6-9(10)13-14-17;1-7(2,3,4,5)6/h5-7H,1-4H3;/q+1;-1
• InChIKey: ZHHGTMQHUWDEJF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: hexafluoro-$l^{5}-phosphanuide; {[(6-chloro-1H-1,2,3-benzotriazol-1-yl)oxy](dimethylamino)methylidene}dimethylazanium; hexafluoro-λ^5-phosphanuide; {[(6-chloro-1H-1,2,3-benzotriazol-1-yl)oxy](dimethylamino)methylidene}dimethylazanium
• IUPAC Traditional name: hexafluoro-$l^{5}-phosphanuide; {[(6-chloro-1,2,3-benzotriazol-1-yl)oxy](dimethylamino)methylidene}dimethylazanium; {[(6-chloro-1,2,3-benzotriazol-1-yl)oxy](dimethylamino)methylidene}dimethylazanium hexafluorophosphate
• Synonyms: HCTU; O-(6-Chlorobenzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; 1-[Bis(dimethylamino)methylen]-5-chlorobenzotriazolium 3-oxide hexafluorophosphate; N,N,N′,N′-Tetramethyl-O-(6-chloro-1H-benzotriazol-1-yl)uronium hexafluorophosphate; O-(6-Chlorobenzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium hexafluorophosphate; 1-[双(二甲氨基)亚甲基]-5-氯苯并三唑鎓 3-氧化物六氟磷酸酯; N,N,N′,N′-四甲基-O-(6-氯-1H-苯并三氮唑-1-基)脲六氟磷酸酯; O-(6-氯-1-苯并三氮唑-1-基)-N,N,N′,N′-四甲基脲六氟磷酸酯

Database IDs

• CAS Number: 330645-87-9
• MDL Number: MFCD04973268
• PubChem SID: 24845786; 162086903
• PubChem CID: 42624899

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

Physical Property

• Melting Point: 185-190 °C

Safety Information

• Storage Warning: Irritant
• German water hazard class: 3

Product Information

• Purity: ≥98.0% (HPLC)
• Impurities: ≤0.5% water
• Empirical Formula (Hill Notation): C11H15ClF6N5OP

DETAILS

Sigma Aldrich - 04936

Other Notes
Tandem Oligonucleotide Synthesis on Solid-Phase Supports for the Production of Multiple Oligonucleotides6
Application
Reagent for: Synthesis of near-infrared pH activatable fluorescent probes1 Synthesis of human β-amyloid by Fmoc chemistry2 Stereoselective Horner-Wadsworth-Emmons olefination3 Covalent ligation of fluorescent peptides to quantum dots4 Alkylation of human telomere sequence5