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290904

Sigma-Aldrich

Pentadecafluorooctanoyl chloride

97%

Synonym(s):

2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-Pentadecafluorooctanoic acid chloride, Perfluorocaprylic chloride

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About This Item

Linear Formula:
CF3(CF2)6COCl
CAS Number:
Molecular Weight:
432.51
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

refractive index

n20/D 1.3045 (lit.)

bp

129-130 °C/744 mmHg (lit.)

density

1.744 g/mL at 25 °C (lit.)

SMILES string

FC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(Cl)=O

InChI

1S/C8ClF15O/c9-1(25)2(10,11)3(12,13)4(14,15)5(16,17)6(18,19)7(20,21)8(22,23)24

InChI key

AQQBRCXWZZAFOK-UHFFFAOYSA-N

Application

Pentadecafluorooctanoyl chloride can be used:
  • In the derivatization of poly(2-hydroxyethyl methacrylate) (PHEMA) via esterification for use as composite membranes.
  • In the fabrication of superhydrophobic cellulose surfaces.
  • As a reagent for the esterification of hydroxyl-functionalized gold nanocrystals.
  • As a reagent in the synthesis of fluorous derivatives of diaminocyclohexane which are used as ligands.

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Carc. 2 - Eye Dam. 1 - Lact. - Repr. 1B - STOT RE 1

Target Organs

Liver

Storage Class Code

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

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Superhydrophobic bio-fibre surfaces via tailored grafting architecture
Nystrom, D, et al.
Chemical Communications (Cambridge, England), 227(34), 3594-3596 (2006)
Fluorous derivatives of (1R, 2R)-diaminocyclohexane as chiral ligands for metal-catalyzed asymmetric reactions
Bayardon J, et al.
Tetrahedron Asymmetry, 16(13), 2319-2327 (2005)
A facile one-pot synthesis of hydroxyl-functionalized gold polyhedrons by a surface regulating copolymer
Yoo CI, et al.
Chemistry of Materials, 21(5), 939-944 (2009)
Preparation of composite membranes by atom transfer radical polymerization initiated from a porous support
Balachandra AM, et al.
Journal of Membrane Science , 227(1-2), 1-14 (2003)
Zamani E D Cele et al.
ACS omega, 5(46), 29657-29666 (2020-12-01)
Chitosan has become an established platform biopolymer with applications in biomedical engineering, nanomedicine, and the development of new materials with improved solubility, antimicrobial activity, and low toxicity. In this study, a series of chitosan derivatives were synthesized by conjugating various

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