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103799

Sigma-Aldrich

Pentafluorphenol

≥99%, for peptide synthesis, ReagentPlus®

Synonym(e):

2,3,4,5,6-Pentafluorphenol

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About This Item

Lineare Formel:
C6F5OH
CAS-Nummer:
771-61-9
Molekulargewicht:
184.06
Beilstein:
1912584
EG-Nummer:
212-235-8
MDL-Nummer:
MFCD00002156
UNSPSC-Code:
12352104
PubChem Substanz-ID:
24846624
NACRES:
NA.22

Produktbezeichnung

Pentafluorphenol, ReagentPlus®, ≥99%

Produktlinie

ReagentPlus®

Assay

≥99%

Form

solid

bp

143 °C (lit.)

mp (Schmelzpunkt)

34-36 °C (lit.)

Anwendung(en)

peptide synthesis

Funktionelle Gruppe

fluoro

SMILES String

Oc1c(F)c(F)c(F)c(F)c1F

InChI

1S/C6HF5O/c7-1-2(8)4(10)6(12)5(11)3(1)9/h12H

InChIKey

XBNGYFFABRKICK-UHFFFAOYSA-N

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Allgemeine Beschreibung

Pentafluorophenol is widely used as a precursor in both solution and solid-phase peptide synthesis. It is also involved in the preparation of aromatic fluoro derivatives.

Anwendung

Pentafluorophenol can be used as a reactant to synthesize pentafluorophenyl esters from:
  • N-protected amino acid in the presence of dicyclohexylcarbodiimide and ethyl acetate.
  • t-Butoxycarbonyl-L-alanylglycinein the presence of 1-ethyl-(3-dimethylaminopropyl)carbodiimide hydrochloride.
  • Aliphatic dicarboxylic acids in the presence of pyridine, diisopropylcarbodiimide, and acetonitrile.
It can also be used as a reactant to synthesize pentafluorophenyl formate which can be used as a formylating agent in organic synthesis.

Rechtliche Hinweise

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

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

H-Sätze

H302 + H312

Gefahreneinstufungen

Acute Tox. 4 Dermal - Acute Tox. 4 Oral

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

161.6 °F - closed cup

Flammpunkt (°C)

72 °C - closed cup

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves

Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (COA)

Lot/Batch Number
0000223225
STBK4816
0000128128
STBK0327
STBJ9928

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Die Dokumentenbibliothek aufrufen

Pentafluorophenol
Jones K
eEROS (Encyclopedia of Reagents for Organic Synthesis) (2001)
M Adamczyk et al.
Bioconjugate chemistry, 8(2), 253-255 (1997-03-01)
A mixture of 5- and 6-carboxyfluorescein was activated with 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide hydrochloride in the presence of either N-hydroxysuccinimide or pentafluorophenol to give the corresponding succinimidyl and pentafluorophenyl esters. The regioisomeric mixtures were separated to give the 5- and 6-succinimidyl and pentafluorophenyl
Nadine Grebenstein et al.
Journal of chromatography. A, 1243, 39-46 (2012-05-09)
Of the eight natural vitamin E congeners (α-, β-, γ-, and δ-tocopherol and α-, β-, γ-, and δ-tocotrienol), the non-α-tocopherol congeners have unique biological properties that may contribute to human health. Their study in vivo has been complicated by the
Nicolas Abello et al.
Analytical chemistry, 80(23), 9171-9180 (2008-10-29)
Stable isotope labeling (SIL) in combination with liquid chromatography-mass spectrometry is one of the most widely used quantitative analytical methods due to its sensitivity and ability to deal with extremely complex biological samples. However, SIL methods for metabolite analysis are
Total synthesis and confirmation of the revised structures of azaspiracid-2 and azaspiracid-3.
K C Nicolaou et al.
Angewandte Chemie (International ed. in English), 45(16), 2609-2615 (2006-03-21)
Alle zugehörigen Dokumente anzeigen

Artikel

US EPA Method 8041: GC Analysis of Phenols on Equity®-5

Separation of 2-Chlorophenol; 2,4-Dichlorophenol; 2,4,6-Tribromophenol; 2,4,6-Trichlorophenol; 2,4-Dinitrophenol; Pentafluorophenol; 2-Methylphenol, analytical standard; 2,3,4,6-Tetrachlorophenol; Pentachlorophenol; 4-Nitrophenol; 2-Bromophenol; 2,3,5,6-Tetrachlorophenol; 2,3,5-Trichlorophenol; 4-Chloro-3-methylphenol; 2,4,5-Trichlorophenol; 4-Methylphenol, analytical standard; 2,4-Dimethylphenol; 2-Nitrophenol; 3-Methylphenol, analytical standard; Phenol; 2-Methyl-4,6-dinitrophenol; 2,3,4-Trichlorophenol; 2,6-Dichlorophenol; 2,3,4,5-Tetrachlorophenol

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