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Merck

103764

Sigma-Aldrich

Pentafluorobenzenesulfonyl chloride

99%

Sinónimos:

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

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About This Item

Fórmula lineal:
C6F5SO2Cl
Número de CAS:
Peso molecular:
266.57
Beilstein/REAXYS Number:
2142325
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

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

signalword

Danger

hcodes

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

194.0 °F - closed cup

flash_point_c

90 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


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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)
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
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)
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)
G B Baker et al.
Journal of chromatography, 381(2), 211-217 (1986-09-05)
A gas chromatographic procedure is described for the analysis of beta-phenylethylamine (PEA) in tissues and body fluids. The method involves the use of pentafluorobenzenesulfonyl chloride for extraction and derivatization of PEA. This is followed by separation and analysis of the

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