09658
Chloro-N,N,N′,N′-tetramethylformamidinium hexafluorophosphate
≥98.0% (T)
Synonym(s):
TCFH
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About This Item
Empirical Formula (Hill Notation):
C5H12ClF6N2P
CAS Number:
Molecular Weight:
280.58
UNSPSC Code:
12352101
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
7896715
Assay:
≥98.0% (T)
Product Name
Chloro-N,N,N′,N′-tetramethylformamidinium hexafluorophosphate, ≥98.0% (T)
InChI
1S/C5H12ClN2.F6P/c1-7(2)5(6)8(3)4;1-7(2,3,4,5)6/h1-4H3;/q+1;-1
SMILES string
F[P-](F)(F)(F)(F)F.CN(C)\C(Cl)=[N+](\C)C
InChI key
CUKNPSDEURGZCO-UHFFFAOYSA-N
assay
≥98.0% (T)
reaction suitability
reaction type: Coupling Reactions
mp
99-112 °C
application(s)
peptide synthesis
storage temp.
2-8°C
Quality Level
Application
Chloro-N,N,N′,N′-tetramethylformamidinium hexafluorophosphate can be used as a reactant for the synthesis of:
It can also be used as a reagent for the synthesis of:
- Onium salts for use in peptide coupling.
- Benzotriazole based uranium reagent, a safer replacement for coupling reagents.
It can also be used as a reagent for the synthesis of:
- Cancer cell cytotoxins.
- Bioconjugation reagents.
Other Notes
Coupling reagent for peptide synthesis and starting material for preparing other coupling reagents
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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TCFH?NMI: Direct Access to N-Acyl Imidazoliums for Challenging Amide Bond Formations
Beutner, Gregory et. al.
Organic Letters, 20(14), 4218?4222-4218?4222 (2018)
J. Phillip Kennedy and Craig W. Lindsley
Tetrahedron Letters, 51, 2493-2496 (2010)
J. Habermann et al.
J. Prakt. Chem./Chem.-Ztg., 340, 233-233 (1998)
N, N, N′, N′-Tetramethylchloroformamidinium hexafluorophosphate (TCFH), a powerful coupling reagent for bioconjugation
Tulla-Puche J, et al.
Bioconjugate Chemistry, 19(10), 1968-1971 (2008)
Development of Two Synthetic Approaches to an APJ Receptor Agonist Containing a Tetra-ortho-Substituted Biaryl Pyridone
Goldfogel, M. J., et al.
Organic Process Research & Development, 26, 3, 624-634 (2022)
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