103799
Pentafluorophenol
≥99%, for peptide synthesis, ReagentPlus®
Synonym(s):
2,3,4,5,6-Pentafluorophenol
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About This Item
Linear Formula:
C6F5OH
CAS Number:
Molecular Weight:
184.06
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352104
EC Number:
212-235-8
MDL number:
Beilstein/REAXYS Number:
1912584
Product Name
Pentafluorophenol, ReagentPlus®, ≥99%
Quality Level
product line
ReagentPlus®
assay
≥99%
form
solid
bp
143 °C (lit.)
mp
34-36 °C (lit.)
application(s)
peptide synthesis
functional group
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
InChI key
XBNGYFFABRKICK-UHFFFAOYSA-N
General description
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.
Application
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.
Legal Information
ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany
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signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Dermal - Acute Tox. 4 Oral
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
161.6 °F - closed cup
flash_point_c
72 °C - closed cup
ppe
dust mask type N95 (US), Eyeshields, Gloves
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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
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 103799-100G | 04061838670953 |
| 103799-10G | 04061838671004 |
| 103799-5G | 04061838671035 |