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103772

Sigma-Aldrich

2,3,4,5,6-Pentafluorobenzoyl chloride

99%

Synonym(s):

Pentafluorobenzoic acid chloride, Perfluorobenzoyl chloride

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About This Item

Linear Formula:
C6F5COCl
CAS Number:
Molecular Weight:
230.52
Beilstein:
2054397
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.

Assay

99%

refractive index

n20/D 1.453 (lit.)

bp

158-159 °C (lit.)

density

1.601 g/mL at 25 °C (lit.)

functional group

acyl chloride
fluoro

SMILES string

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

InChI

1S/C7ClF5O/c8-7(14)1-2(9)4(11)6(13)5(12)3(1)10

InChI key

MYHOHFDYWMPGJY-UHFFFAOYSA-N

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Application

2,3,4,5,6-Pentafluorobenzoyl chloride was used for derivatization of 5-androstenediol, testosterone, estradiol , dihydrotestosterone and estrone in a study to determine their serum levels[1]. 2,3,4,5,6-Pentafluorobenzoyl chloride was used to derivatize dimethylamine(DMA) in study to develop a rapid and accurate GC–MS method for determination of DMA in human urine[2]. 2,3,4,5,6-Pentafluorobenzoyl chloride was used in a study to detect the presence of Enterobacter cloacae in cultures of Leuconostoc mesenteroide by gas chromatography/mass spectrometry[3].

Pictograms

Corrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Skin Corr. 1B

Supplementary Hazards

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Dimitrios Tsikas et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 851(1-2), 229-239 (2006-10-03)
Dimethylamine [DMA, (CH(3))(2)NH)] is abundantly present in human urine. Main sources of urinary DMA have been reported to include trimethylamine N-oxide, a common food component, and asymmetric dimethylarginine (ADMA), an endogenous inhibitor of nitric oxide (NO) synthesis. ADMA is excreted
Alice Pierre et al.
The Journal of clinical endocrinology and metabolism, 102(11), 3970-3978 (2017-09-25)
Anti-Müllerian hormone (AMH) and AMH type II receptor (AMHR2) are overexpressed in granulosa cells (GCs) from women with polycystic ovary syndrome (PCOS), the most common cause of female infertility. The aim of the study was to compare the regulation of
Hannah Colldén et al.
American journal of physiology. Endocrinology and metabolism, 317(6), E1182-E1192 (2019-11-07)
Androgens exert important effects both in androgen-responsive tissues and in the intestinal tract. To determine the impact of the gut microbiota (GM) on intestinal androgen metabolism, we measured unconjugated (free) and glucuronidated androgen levels in intestinal contents from the small
Sören Jensen et al.
Journal of agricultural and food chemistry, 57(13), 5872-5877 (2009-06-06)
A method was developed for the extraction of lipids and analysis of halogenated phenols and alkylphenols in marine organisms. The extraction efficiency was evaluated by comparing the extractable lipid content and the recovery of 13 added phenols from three different
P Falardeau et al.
Analytical biochemistry, 208(2), 311-316 (1993-02-01)
We describe a method for quantifying diacylglycerols as their 1-pentafluorobenzoyl-2-acyl-3-acetyl-glycerol derivatives by capillary gas chromatography-negative ion chemical ionization-mass spectrometry. The basis of the method resides in the sequential treatment of diacylglycerols with acetic anhydride, pancreatic lipase, and pentafluorobenzoyl chloride. Cultured

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