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512079

Sigma-Aldrich

Pentafluorophenyl isocyanate

97%

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About This Item

Linear Formula:
C6F5NCO
CAS Number:
Molecular Weight:
209.07
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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

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

Pictograms

Health hazardExclamation mark

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Resp. Sens. 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Uccello-Barretta G, et al.
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CO2-and O2-Sensitive Fluorophenyl End-Capped Poly (ethylene glycol).
Choi JY, et al.
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Journal of chromatography. A, 1217(7), 1024-1032 (2009-10-30)
The aim of the present study was to extend the use of the "Inverted Chirality Columns Approach (ICCA)" previously developed for the identification and quantitation of the trace enantiomer in highly enriched samples of the camptothecin (CPT) family of drugs
Fungal resistance of southern pine impregnated with methyl fluorophenyl carbamates or reacted with fluorophenyl isocyanates.
Chen GC, et al.
Wood and Fiber Science, 22(2), 165-172 (2007)

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