Skip to Content
Merck
All Photos(1)

Documents

09658

Sigma-Aldrich

Chloro-N,N,N′,N′-tetramethylformamidinium hexafluorophosphate

≥98.0% (T)

Synonym(s):

TCFH

Sign Into View Organizational & Contract Pricing


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

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:
  • 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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

An Efficient Second-Generation Manufacturing Process for the pan-RAF Inhibitor Belvarafenib
Zell, D., et al.
Organic Process Research & Development, 25, 10, 2338-2350 (2021)
A novel family of onium salts based upon isonitroso meldrum's acid proves useful as peptide coupling reagents
El-Faham A, et al.
European Journal of Organic Chemistry, 2010(19), 3641-3649 (2010)
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)
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)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service