8.51090
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:
Molecular Weight:
264.12
UNSPSC Code:
12352107
NACRES:
NA.22
MDL number:
Form:
solid
Quality Level
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
SMILES string
FC(=[N+](C)C)N(C)C
InChI
1S/C5H12FN2/c1-7(2)5(6)8(3)4/h1-4H3/q+1
InChI key
JILUGXGJYPRQPA-UHFFFAOYSA-N
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.
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
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
signalword
Danger
hcodes
Hazard Classifications
Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
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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