Skip to Content
MilliporeSigma

09658

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

≥98.0% (T)

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

Synonym(s):

TCFH

Sign In to View Organizational & Contract Pricing.

Select a Size

5 G

$157.00

$157.00


Available to ship TODAYDetails


Request a Bulk Order

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)

Skip To

Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

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

Compare Similar Items

View Full Comparison

Show Differences

1 of 4

This Item
520330491527704628
assay

≥98.0% (T)

assay

97%

assay

-

assay

96%

reaction suitability

reaction type: Coupling Reactions

reaction suitability

reaction type: Coupling Reactions

reaction suitability

-

reaction suitability

-

Quality Level

100

Quality Level

100

Quality Level

200

Quality Level

100

mp

99-118 °C

mp

104-109 °C (lit.)

mp

14-18 °C (lit.)

mp

171-177 °C

storage temp.

2-8°C

storage temp.

-

storage temp.

-

storage temp.

2-8°C

application(s)

peptide synthesis

application(s)

peptide synthesis

application(s)

-

application(s)

-

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.[1]
  • Benzotriazole based uranium reagent, a safer replacement for coupling reagents.[2]

It can also be used as a reagent for the synthesis of:
  • Cancer cell cytotoxins.[3]
  • Bioconjugation reagents.[4]

Other Notes

Coupling reagent for peptide synthesis and starting material for preparing other coupling reagents[5][6]

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


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

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)
Beyond Amide Bond Formation: TCFH as a Reagent for Esterification
Luis, Nathaniel et. al.
Organic Letters, 26(14) , 2745?2750-2745?2750 (2024)
J. Habermann et al.
J. Prakt. Chem./Chem.-Ztg., 340, 233-233 (1998)
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)

Questions

Reviews

Active Filters

  1. Cambridge, MA
    • Review 1
    • Vote 1
    5 out of 5 stars.

    Performed flawlessly!

    Reaction is faster than the time it takes to run the TLC

    Helpful?

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