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512079 Sigma-Aldrich

Pentafluorophenyl isocyanate

97%

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Properties

Related Categories Aryl Fluorinated Building Blocks, Building Blocks, C7, Chemical Synthesis, Fluorinated Building Blocks,
Quality Level   100
assay   97%
refractive index   n20/D 1.449 (lit.)
bp   52 °C/2 mmHg (lit.)
density   1.6 g/mL at 25 °C (lit.)
storage temp.   2-8°C
SMILES string   Fc1c(F)c(F)c(N=C=O)c(F)c1F
InChI   1S/C7F5NO/c8-2-3(9)5(11)7(13-1-14)6(12)4(2)10
InChI key   QXLDBWRLZDBVGF-UHFFFAOYSA-N

Description

General description

Pentafluorophenyl isocyanate (PFPI), an aryl isocyanate, is an N-protecting reagent. The photoinduced intermolecular carbamoylation of tertiary ethereal C-H bond of fused bicyclic system using PFPI/benzophenone has been reported. Reacting wood polymers with PFPI can make them resistant to fungal attack by forming a stable carbamate bond.

Application

Pentafluorophenyl isocyanate may be used in the preparation of:
• pentafluorophenyl end-capped poly(ethylene glycol) (PF-PEG-PF)
• 9-O-(pentafluorophenylcarbamoyl)quinine
• 9-O-(tert-butyldimethylsilyl)-10-(pentafluorophenylcarbamoyloxy)-6′-methoxy-11-norcinchonan-9-ol
• substituted 2,6-ethynylpyridine bisphenylurea scaffolds
• novel O-xylyl bridged hexaurea receptor for atmospheric CO2 uptake

Packaging

5 mL in glass bottle

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Target organs 
Respiratory system
RIDADR 
UN 2206PSN1B 6.1 / PGIII
WGK Germany 
WGK 3
Flash Point(F) 
230.0 °F - closed cup
Flash Point(C) 
110 °C - closed cup

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Protocols & Articles
Peer-Reviewed Papers
15

References

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