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103764

Sigma-Aldrich

Pentafluorobenzenesulfonyl chloride

99%

Synonym(s):

2,3,4,5,6-Pentafluorophenylsulfonyl chloride, Perfluorobenzenesulfonyl chloride

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About This Item

Linear Formula:
C6F5SO2Cl
CAS Number:
832-53-1
Molecular Weight:
266.57
Beilstein:
2142325
EC Number:
212-620-0
MDL number:
MFCD00007427
UNSPSC Code:
12352100
PubChem Substance ID:
24846621
NACRES:
NA.22

Quality Level

200

Assay

99%

form

solid

refractive index

n20/D 1.479 (lit.)

bp

210-211 °C (lit.)

density

1.796 g/mL at 25 °C (lit.)

functional group

chloro

SMILES string

Fc1c(F)c(F)c(c(F)c1F)S(Cl)(=O)=O

InChI

1S/C6ClF5O2S/c7-15(13,14)6-4(11)2(9)1(8)3(10)5(6)12

InChI key

UOJCTEGNHXRPKO-UHFFFAOYSA-N

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General description

Pentafluorobenzenesulfonyl chloride reacts with benzene and thiophene derivatives in the presence of a ruthenium (II) catalyst to form corresponding perfluorophenylated compounds.

Application

Pentafluorobenzenesulfonyl chloride was used as derivatizing reagent for simultaneous determination of fluoxetine and p-trifluoromethylphenol, an O-dealkylated metabolite of fluoxetine in human liver microsomes. Pentafluorobenzenesulfonyl chloride was used for electrophore labeling of small tyrosyl peptides for their analysis by gas chromatography with electron-capture detection.

Biochem/physiol Actions

Pentafluorobenzenesulfonyl chloride is derivatizing reagent for amphetamine in determination of amphetamine in human plasma samples using gas chromatography with electron-capture detectio.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

WGK

WGK 3

Flash Point(F)

closed cup

Flash Point(C)

closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Pentafluorobenzenesulfonyl chloride: a new electrophoric derivatizing reagent with application to tyrosyl peptide determination by gas chromatography with electron capture detection.
A Sentissi et al.
Analytical chemistry, 56(13), 2512-2517 (1984-11-01)
Perfluorophenylation of aromatic and heteroaromatic compounds with pentafluorobenzenesulfonyl chloride catalyzed by a ruthenium (II) phosphine complex.
Kamigata N, et al.
Journal of Fluorine Chemistry, 87(1), 91-95 (1998)
S J Asghar et al.
Journal of pharmacological and toxicological methods, 46(2), 111-115 (2002-12-17)
Acute administration of (+)-amphetamine has been used as a model for mania in humans since it mimics the physiological, biochemical, and cognitive effects seen in mania. A rapid and sensitive method for the determination of amphetamine in human plasma samples
Pentafluorobenzenesulfonyl chloride as a sensitive reagent for the rapid gas chromatographic analysis of tranylcypromine in tissues and body fluids.
T S Rao et al.
Biochemical pharmacology, 35(12), 1925-1928 (1986-06-15)
Zhao-Qian Liu et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 769(2), 305-311 (2002-05-09)
An gas chromatography-electron-capture detection method has been developed for simultaneous determination of fluoxetine and p-trifluoromethylphenol (TFMP), an O-dealkylated metabolite of fluoxetine in human liver microsomes. Prior to the analysis, aliquots of alkalinized microsomal mixture were extracted with ethyl acetate solvent
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