103799
Pentafluorophenol
≥99%, for peptide synthesis, ReagentPlus®
Sinónimos:
2,3,4,5,6-Pentafluorophenol
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Fórmula lineal:
C6F5OH
Número CAS:
Peso molecular:
184.06
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352104
EC Number:
212-235-8
MDL number:
Beilstein/REAXYS Number:
1912584
Servicio técnico
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Permítanos ayudarleNombre del producto
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
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Dermal - Acute Tox. 4 Oral
Clase de almacenamiento
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)
Synthesis and Solid-state Conformations of 6S, 8aR/S-6-Alkyl-3, 3-dimethyltetrahydrooxazolo [3, 4-a] pyrazine-5, 8-diones (Pseudoproline Diketopiperazines)
Beauchard A, et al.
Indian Journal of Heterocyclic Chemistry, 28, 11-24 (2018)
Yutang Dai et al.
Macromolecular rapid communications, 35(15), 1326-1331 (2014-05-28)
Self-assembly of C3 discotic molecules bearing dipeptide pendants into helical supramolecular polymers is investigated. The dipeptides are constituted from glycine and alanine with altered sequence, aiming at modulating the steric hindrance and examining the steric effects on the assembly. This