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Pentafluorobenzenesulfonyl chloride

Name: Pentafluorobenzenesulfonyl chloride
Brand: ALDRICH

99%

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Synonym(s):

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

Linear Formula:

C₆F₅SO₂Cl

CAS Number:

832-53-1

Molecular Weight:

266.57

Beilstein:

2142325

EC Number:

212-620-0

MDL number:

MFCD00007427

PubChem Substance ID:

24846621

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.)

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

GHS05

Signal Word

Danger

Hazard Statements

H314

Precautionary Statements

P260 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P363

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible, corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

194.0 °F - closed cup

Flash Point(C)

90 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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)

A rapid method of determining amphetamine in plasma samples using pentafluorobenzenesulfonyl chloride and electron-capture gas chromatography.

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)

Electron-capture gas chromatographic analysis of beta-phenylethylamine in tissues and body fluids using pentafluorobenzenesulfonyl chloride for derivatization.

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

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)

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