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

A15574 Pentafluorophenol, 99%

Codice CAS
771-61-9
Sinonimi
PFP

Dimensioni Prezzo ($) Quantità Disponibilità
5g 28,50
25g 105,00
100g 354,00
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Pentafluorophenol, 99%

MDL
MFCD00002156
EINECS
212-235-8

Proprietà chimiche

Formula
C6HF5O
Peso formula
184.06
Punto di fusione
32-36°
Punto di ebollizione
143°
Punto di infiammabilità
72°(161°F)
Densità
1.757
Indice di rifrazione
1.4270
Solubilità
Soluble in water.

Applicazioni

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.

Note

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

Letteratura

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.

Rischio GHS e dichiarazioni precauzionali

Dichiarazioni di rischio (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.

Dichiarazioni precauzionali: P260-P201-P280g-P304+P340-P405-P501a

Do not breathe dust/fume/gas/mist/vapours/spray. Obtain special instructions before use. Wear protective gloves. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Altri riferimenti

Beilstein
1912584
Codice tariffe armonizzato
2908.19
TSCA
Yes
RTECS
SM6680000

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