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09658

Sigma-Aldrich

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

≥98.0% (T)

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Synonym(s):
TCFH
Empirical Formula (Hill Notation):
C5H12ClF6N2P
CAS Number:
Molecular Weight:
280.58
Beilstein:
7896715
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

≥98.0% (T)

reaction suitability

reaction type: Coupling Reactions

mp

99-108 °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

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This Item
491527520330704628
reaction suitability

reaction type: Coupling Reactions

reaction suitability

-

reaction suitability

reaction type: Coupling Reactions

reaction suitability

-

mp

99-108 °C

mp

14-18 °C (lit.)

mp

104-109 °C (lit.)

mp

171-177 °C

application(s)

peptide synthesis

application(s)

-

application(s)

peptide synthesis

application(s)

-

storage temp.

2-8°C

storage temp.

-

storage temp.

-

storage temp.

2-8°C

Quality Level

100

Quality Level

200

Quality Level

100

Quality Level

100

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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Judit Tulla-Puche et al.
Bioconjugate chemistry, 19(10), 1968-1971 (2008-09-23)
Prodrugs are increasingly used as delivery vehicles for pharmaceutical agents that present solubility and/or pharmacokinetic/metabolic issues. In the course of the development of prodrugs for the antitumoral agent thiocoraline, standard coupling reagents and procedures failed to provide the desired target
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