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09658

Sigma-Aldrich

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

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

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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)
COMU: a safer and more effective replacement for benzotriazole-based uronium coupling reagents
El-Faham A, et al.
Chemistry?A European Journal , 15(37), 9404-9416 (2009)
An Evaluation of the Occupational Health Hazards of Peptide Couplers
Graham, Jessica et. al.
Chemical Research in Toxicology, 35(6), 1011?1022-1011?1022 (2022)
Rapid Development of a Commercial Process for Linrodostat, an Indoleamine 2,3-Dioxygenase (IDO) Inhibitor
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Organic Process Research & Development, 23, 11, 2482-2498 (2019)

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