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
Beilstein:
7896715
MDL number:
UNSPSC Code:
12352101
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
Quality Level
Assay
≥98.0% (T)
reaction suitability
reaction type: Coupling Reactions
mp
99-118 °C
application(s)
peptide synthesis
storage temp.
2-8°C
SMILES string
F[P-](F)(F)(F)(F)F.CN(C)\C(Cl)=[N+](\C)C
InChI
1S/C5H12ClN2.F6P/c1-7(2)5(6)8(3)4;1-7(2,3,4,5)6/h1-4H3;/q+1;-1
InChI key
CUKNPSDEURGZCO-UHFFFAOYSA-N
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 Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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J. Prakt. Chem./Chem.-Ztg., 340, 233-233 (1998)
TCFH?NMI: Direct Access to N-Acyl Imidazoliums for Challenging Amide Bond Formations
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N, N, N′, N′-Tetramethylchloroformamidinium hexafluorophosphate (TCFH), a powerful coupling reagent for bioconjugation
Tulla-Puche J, et al.
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Beyond Amide Bond Formation: TCFH as a Reagent for Esterification
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Organic Letters, 26(14) , 2745?2750-2745?2750 (2024)
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