8.51090

TFFH

Tetramethylfluoroformamidinium hexafluorophosphate Novabiochem^®

• Synonym(s): TFFH, Tetramethylfluoroformamidinium hexafluorophosphate,Fluoro-N,N,N′,N′-bis(tetramethylene)formamidinium hexafluorophosphate
• Empirical Formula (Hill Notation): C₅H₁₂F₇N₂P
• CAS Number: 164298-23-1
• Molecular Weight: 264.12
• MDL number: MFCD02684443
• UNSPSC Code: 12352107
• NACRES: NA.22

Properties

• 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

Description

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

Safety Information

• Pictograms: GHS05,GHS07
• Signal Word: Danger
• Hazard Statements: H315 - H318 - H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable