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771-61-9 - Pentafluorophenol, 99% - PFP - A15574 - Alfa Aesar

A15574 Pentafluorophenol, 99%

Numéro CAS
771-61-9
Synonymes
PFP

Dimensions Prix ($) Quantité Disponibilité
5g 28,50
25g 105,00
100g 354,00
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Pentafluorophenol, 99%

MDL
MFCD00002156
EINECS
212-235-8

Propriétés chimiques

Formule
C6HF5O
Poids formulaire
184.06
Point de fusion
32-36°
Point d'ébullition
143°
Point d'éclair
72°(161°F)
Densité
1.757
Indice de réfraction
1.4270
Solubilité
Soluble in water.

Applications

Pentafluorophenol is used in the preparation of pentafluorophenyl esters for peptide synthesis and vulcanized polymers. It is also used for peptide coupling and heterocyclic acid derivatives. It is involved in the preparation of pentafluorophenyl formate which acts as a formulating agent for amines and amino acids.

Notes

Moisture sensitive. Incompatible with strong oxidizing agents, bases, acid chlorides and acid anhydrides.

Références bibliographiques

Widely used for peptide coupling (see Appendix 6) via the active PFP esters, generally prepared by carbodiimide coupling: Liebigs Ann. Chem., 1421 (1973); Tetrahedron Lett., 1785 (1974). With Fmoc-protected amino acids, the coupling takes place very rapidly, which reduces the amount of Fmoc-cleavage during the peptide bond formation: Synthesis, 325 (1983). Fmoc protected PFP esters have also been applied in solid phase peptide synthesis: Tetrahedron, 44, 843 (1988). PFP esters have been recommended for preparation of derivatives of heterocyclic acids, effective where DCC or DIC alone fail: Synth. Commun., 28, 753 (1998).

For preparation and use of the moderately stable PFP formate as a formylating agent for amines and amino acids, see: Synthesis, 510 (1987).

Pandith, A.; Kumar, A.; Kim, H. S. 9-N-Alkylaminomethylanthracene probes for selective fluorescence sensing of pentafluorophenol. RSC Adv. 2015, 5 (100), 81808-81816.

Alonso, J. M.; Fabre, B.; Trilling, A. K.; Scheres, L.; Franssen, M. C.; Zuilhof, H. Covalent Attachment of 1-Alkenes to Oxidized Platinum Surfaces. Langmuir. 2015, 31 (9), 2714-2721.

Mentions de danger et de prudence du SGH

Mentions de danger (UE): H302-H312-H315-H319-H335

Harmful if swallowed. Harmful in contact with skin. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Mentions de prudence: P261-P280-P305+P351+P338-P304+P340-P362-P301+P312-P312-P363-P405-P501a

Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Take off contaminated clothing and wash before reuse. IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell. Wash contaminated clothing before reuse. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Autres références

Beilstein
1912584
Code tarifaire harmonisé
2908.19
TSCA
Yes
RTECS
SM6680000

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