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103799

Sigma-Aldrich

Pentafluorophenol

≥99%, for peptide synthesis, ReagentPlus®

Sinônimo(s):

2,3,4,5,6-Pentafluorophenol

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About This Item

Fórmula linear:
C6F5OH
Número CAS:
771-61-9
Peso molecular:
184.06
Beilstein:
1912584
Número CE:
212-235-8
Número MDL:
MFCD00002156
Código UNSPSC:
12352104
ID de substância PubChem:
24846624
NACRES:
NA.22

Nome do produto

Pentafluorophenol, ReagentPlus®, ≥99%

Nível de qualidade

100

linha de produto

ReagentPlus®

Ensaio

≥99%

Formulário

solid

p.e.

143 °C (lit.)

pf

34-36 °C (lit.)

aplicação(ões)

peptide synthesis

grupo funcional

fluoro

cadeia de caracteres SMILES

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

chave InChI

XBNGYFFABRKICK-UHFFFAOYSA-N

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Descrição geral

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.

Aplicação

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.

Informações legais

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

Pictogramas

Exclamation mark
GHS07

Palavra indicadora

Warning

Frases de perigo

H302 + H312

Classificações de perigo

Acute Tox. 4 Dermal - Acute Tox. 4 Oral

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

161.6 °F - closed cup

Ponto de fulgor (°C)

72 °C - closed cup

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análise (COA)

Lot/Batch Number
0000223225
STBK4816
0000128128
STBK0327
STBJ9928

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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)
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Artigos

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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