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8.51090

Sigma-Aldrich

TFFH

Tetramethylfluoroformamidinium hexafluorophosphate Novabiochem®

Synonym(s):

TFFH, Tetramethylfluoroformamidinium hexafluorophosphate,Fluoro-N,N,N′,N′-bis(tetramethylene)formamidinium hexafluorophosphate

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About This Item

Empirical Formula (Hill Notation):
C5H12F7N2P
CAS Number:
164298-23-1
Molecular Weight:
264.12
MDL number:
MFCD02684443
UNSPSC Code:
12352107

Quality Level

200

product line

Novabiochem®

form

solid

reaction suitability

reaction type: Coupling Reactions

manufacturer/tradename

Novabiochem®

mp

104-109 °C

application(s)

peptide synthesis

storage temp.

2-8°C

InChI

1S/C5H12FN2/c1-7(2)5(6)8(3)4/h1-4H3/q+1

InChI key

JILUGXGJYPRQPA-UHFFFAOYSA-N

Related Categories

General description

TFFH is an in situ coupling reagents which smoothly converts protected amino acids to the corresponding acid fluoride in the presence of base [1]. Acid fluorides have proven are highly effective at coupling hindered amino acids such as α,α-disubstituted amino acids [2].

Associated Protocols and Technical Articles
Guide to Selection of Coupling Reagents

Literature references

[1] L. A. Carpino, et al. (1995) J. Am. Chem. Soc., 117, 5401.
[2] S. A. Triolo, et al. in ′Peptides 1996, Proc. of 24th European Peptide Symposium′, R. Ramage & R. Epton (Eds), Mayflower Scientific Ltd., Birmingham, 1998, pp. 839.

Analysis Note

Color (visual): white to slight yellow to beige
Appearance of substance (visual): powder
Assay 1H-qNMR: ≥ 98.0 %
Ratio Cation/anion in 19F-NMR integration: lot specific result
1:5,7 to 1:6,3
Identity (IR): passes test

Legal Information

Novabiochem is a registered trademark of Merck KGaA, Darmstadt, Germany

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

Hazard Classifications

Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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