2251-50-5

Basic information

• Product Name: Pentafluorobenzoyl chloride
• Synonyms: Benzoyl chloride, pentafluoro-;PENTAFLUOROBENZOIC ACID CHLORIDE;PENTAFLUOROBENZOYL CHLORIDE;PERFLUOROBENZOYL CHLORIDE;2,3,4,5,6-PENTAFLUOROBENZOYL CHLORIDE;2,3,4,5,6-PENTAFLUOROBENZOYL CHLORIDE SE T WITH 10 X 1 ML;pentaflurobenzyl cyanide;Pentafluorobenzoyl chloride 99%
• CAS NO: 2251-50-5
• Molecular Formula: C₇ClF₅O
• Molecular Weight: 230.52
• EINECS: 218-842-4
• Product Categories: Acylation (GC Derivatizing Reagents);Analytical Chemistry;GC Derivatizing Reagents;Fluorine series;Pyridines
• Mol File: 2251-50-5.mol
• Article Data: 27

Chemical Properties

• Boiling Point: 158-159 °C(lit.)
• Flash Point: None
• Appearance: Clear colorless to light yellow/Liquid
• Density: 1.601 g/mL at 25 °C(lit.)
• Vapor Pressure: 2.91E-06mmHg at 25°C
• Refractive Index: n20/D 1.453(lit.)
• Storage Temp.: 2-8°C
• Water Solubility: decomposes
• Sensitive: Lachrymatory
• BRN: 2054397
• CAS DataBase Reference: Pentafluorobenzoyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: Pentafluorobenzoyl chloride(2251-50-5)
• EPA Substance Registry System: Pentafluorobenzoyl chloride(2251-50-5)

Safety Data

• Hazard Codes: C
• Statements: 14-34
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 3265 8/PG 2
• WGK Germany: 3
• F: 10-19-21
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 2251-50-5(Hazardous Substances Data)

Usage

Description

Pentafluorobenzoyl chloride is the acid chloride of pentafluorobenzoic acid. It is a sensitive derivatising reagent for the analysis of amines, amides and phenols by electron capture gas chromatography. It has a role as a chromatographic reagent. It is an acyl chloride and a perfluorinated compound. It derives from a pentafluorobenzoic acid.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. 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. 2,3,4,5,6-Pentafluorobenzoyl chloride was used in a study to detect the presence of Enterobacter cloacae in cultures of Leuconostoc mesenteroide by gas chromatography/mass spectrometry.

Chemical Properties

clear colorless to light yellow liquid

Uses

Different sources of media describe the Uses of 2251-50-5 differently. You can refer to the following data:
1. Pentafluorobenzoyl Chloride is a useful analytical reagent in the derivatization amphetamines as well as other primary amines.
2. A reagent used for deriving primary amines. 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. 2,3,4,5,6-Pentafluorobenzoyl chloride was used to derivative dimethylamine(DMA) in study to develop a rapid and accurate GC-MS method for determination of DMA in human urine. It was used in a study to detect the presence of Enterobacter cloacae in cultures of Leuconostoc mesenteroide by gas chromatography/mass spectrometry.
3. Pentafluorobenzoyl chloride can be used for the derivatization of a variety of analytes including biological amines. There is an extensive use for the derivatization of lipids.

Definition

ChEBI: The acid chloride of pentafluorobenzoic acid. It is a sensitive derivatising reagent for the analysis of amines, amides and phenols by electron capture gas chromatography.

InChI:InChI=1/C10H28N6.C2H4O2/c11-1-3-13-5-7-15-9-10-16-8-6-14-4-2-12;1-2(3)4/h13-16H,1-12H2;1H3,(H,3,4)

Upstream product

• 124-38-9 carbon dioxide 
• 363-72-4 Pentafluorobenzene 
• 778-34-7 1,2,3,4,5-pentafluoro-6-(trichloromethyl)benzene 
• 602-94-8 Pentafluorobenzoic acid 
• 67-56-1 methanol 

Downstream Products

• 40069-21-4 N,N'-Bis-pentafluorobenzoyloxy-terephthalamide 
• 52436-60-9 (perfluoro-1,4-phenylene)bis((perfluorophenyl)methanone) 
• 1478-07-5 2,3,4,5,6-pentafluorobenzoyl fluoride 
• 20929-19-5 2,3,4,5,6-Pentafluorbenzoesaeure-N-methyl-N-(2-dimethylaminoethyl)-amid 
• 38842-14-7 2,3,4,5,6-Pentafluoro-N-phenethyl-benzamide 
• 38771-48-1 N-(pentafluorobenzoyl)amphetamine 
• 153939-66-3 1-<2,3,4,5,6-Pentafluorbenzoyl>-1,2,3,6-tetrahydropyridin 
• 135075-83-1 2-(pentafluorobenzoyl)-dibenzofuran 
• 135075-84-2 3-(pentafluorobenzoyl)-dibenzofuran 
• 76884-11-2 6-Chlor-1-pentafluorbenzoylbenzotriazol 
• 80684-64-6 N,N'-dimethyl-N-(F-benzoyl)urea 
• 88563-51-3 1-(4-methylphenyl)ethyl pentafluorobenzoate 
• 159733-08-1 N-(4-Acetyl-phenyl)-2,3,4,5,6-pentafluoro-benzamide 
• 80527-42-0 N-ethyl-2,3,4,5,6-pentafluorobenzamide 

Relevant articles and documents

3,28-Bis-O-polyfluorobenzoylbetulin. Synthesis, Molecular Structure, and Cytotoxicity

Treatment of betulin with 2,3,4,5-tetrafluoro- and pentafluorobenzoyl chlorides in triethylamine afforded 3,28-bis-O-polyfluorobenzoylbetulins. According to the X-ray diffraction data, all six-membered rings in the 3,28-bis-O-pentafluorobenzoylbetulin molecule appear in a chair conformation, and the five-membered ring has an envelope conformation with the C17 atom deviating from the plane formed by the other four carbon atoms. Unlike betulin itself, the obtained bis-esters showed no cytotoxic effect on human lung adenocarcinoma cell line A549 and human glioblastoma cell line U251.

Manipulating peripheral non-conjugated substituents in carbazole/oxadiazole hybrid TADF emitters towards high-efficiency OLEDs

The chemical modification of existing thermally activated delayed fluorescence (TADF) materials is a simple strategy to increase the luminescence efficiency and is also favorable for a deeper understanding of the structure-property relationship. In this work, based on a previous multi-functional carbazole/oxadiazole hybrid light-blue TADF emitter 2-(2,3,4,5,6-penta(9H-carbazol-9-yl)phenyl)-5-phenyl-1,3,4-oxadiazole (5CzOXD), a series of 5CzOXD derivatives have been designed by rationally introducing non-conjugated electron-donatingtert-butyl (t-Bu) units at the 3- and 6-positions of carbazole and/or electron-withdrawing trifluoromethyl (CF3) units at thepara- ormeta-positions of the terminal phenyl ring in the diphenyl-1,3,4-oxadiazole group. The TADF emission colors were slightly affected by non-conjugated peripheral substituents, while a singlet-triplet band gap (ΔEST) value could be easily tuned from 0.24 to ～0 eV. It is interesting that through step-by-step chemical modification, progressively increased photoluminescence (22-88%) and electroluminescence (2.3-13.7%) quantum efficiencies could be achieved for the TADF emitters in doped films of theo-CzOXD host matrix. Similar trends were also obtained for 26DCzPPy-hosted TADF OLEDs. For example, bare 5CzOXD showed a maximum external quantum efficiency (EQE) of 8.7%, the value oft-Bu-modified 5tCzOXD was increased to 14.2%, and even higher EQE values in the range of 20-22% were obtained fort-Bu and single CF3-substitutedmCF35tCzOXD andpCF35tCzOXD. The best EQE value of 23.3% was achieved for dCF35tCzOXD by synergisticalt-Bu and double CF3-substitution due to its ～0 eV of ΔESTfor a significantly increased reverse intersystem crossing rate and a decreased triplet non-radiative decay rate. This work provides an effective strategy for achieving high-efficiency TADF OLEDs through the modification of currently less efficient TADF emitters.

Preparation method of benzoyl chloride compound

The invention provides a preparation method of a benzoyl chloride compound. The preparation method comprises the following step: with a trichloromethyl benzene compound and a benzoic acid compound as raw materials and ferric oxide as a catalyst, carrying out a catalytic reaction to prepare the benzoyl chloride compound. According to the method disclosed by the invention, the benzoyl chloride compound can be obtained under the condition of not using a solvent, yield is up to 95% or above, atom economy is good, cost is lower, operation is simpler, more convenient and safer, the treatment amount of three wastes is smaller, the three wastes is easier to treat, and the method is more suitable for industrial production.

Perfluoropolyether ester derivative as well as preparation method and application thereof

The invention discloses a perfluoropolyether ester derivative as well as a preparation method and application thereof. The preparation method of the perfluoropolyether ester derivative comprises the following steps: (1) performing acyl chlorination on pentafluorobenzoic acid to obtain pentafluorobenzoyl chloride; and (2) carrying out an esterification reaction on the pentafluorobenzoyl chloride and perfluoropolyether alcohol to obtain the perfluoropolyether ester derivative. In perfluoropolyether derivative molecules provided by the invention, a perfluoropolyether part provides compatibility with perfluoropolyether, and an ester group and a pentafluorophenyl part provide enhanced lubricity and bearing capacity; a large number of fluorine atoms contained in molecules can better generate friction chemical reaction with the metal surface, so that a film structure is easily formed on the surface of a friction pair, and the lubricating effect is promoted. The perfluoropolyether derivative also has good thermal stability and can still keep a certain lubricating effect at 150 DEG C. The perfluoropolyether ester derivative has good antifriction and antiwear properties when used as a lubricating grease additive.