Pentafluorobenzoyl chloride

Base Information

• Chemical Name: Pentafluorobenzoyl chloride
• CAS No.: 2251-50-5
• Molecular Formula: C7ClF5O
• Molecular Weight: 230.521
• Hs Code.: 29163900
• European Community (EC) Number: 218-842-4
• NSC Number: 97002
• UNII: 4RXU8P4SDS
• DSSTox Substance ID: DTXSID90177033
• Nikkaji Number: J106.089I
• Wikidata: Q27119861
• Metabolomics Workbench ID: 56302
• Mol file: 2251-50-5.mol

Synonyms:pentafluorobenzoyl acetate;pentafluorobenzoyl chloride

Chemical Property of Pentafluorobenzoyl chloride

Chemical Property:

• Appearance/Colour: clear colorless to light yellow liquid
• Vapor Pressure: 2.91E-06mmHg at 25°C
• Refractive Index: n20/D 1.453(lit.)
• Boiling Point: 158.504 °C at 760 mmHg
• Flash Point: 49.662 °C
• PSA: 17.07000
• Density: 1.684 g/cm³
• LogP: 2.76110
• Storage Temp.: 2-8°C
• Sensitive.: Lachrymatory
• Water Solubility.: decomposes
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 229.9557831
• Heavy Atom Count: 14
• Complexity: 222

Purity/Quality:

99% ^*data from raw suppliers

Pentafluorobenzoyl Chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 14-34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1(=C(C(=C(C(=C1F)F)F)F)F)C(=O)Cl
• 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.
• Uses: Pentafluorobenzoyl Chloride is a useful analytical reagent in the derivatization amphetamines as well as other primary amines. 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. 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.

Technology Process of Pentafluorobenzoyl chloride

There total 7 articles about Pentafluorobenzoyl chloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

Pentafluorobenzoic acid (602-94-8) → pentafluorobenzoylchloride (2251-50-5)

Guidance literature:

With thionyl chloride; for 2h; Reflux;

DOI:10.1016/j.cclet.2013.04.047

Reference yield: 96.3%

Pentafluorobenzoic acid (602-94-8) + 1,2,3,4,5-pentafluoro-6-(trichloromethyl)benzene (778-34-7) → pentafluorobenzoylchloride (2251-50-5)

Guidance literature:

With iron(III) oxide; at 142 ℃; for 2.5h; Autoclave;

Reference yield:

methanol (67-56-1) + Pentafluorobenzoic acid (602-94-8) → pentafluorobenzoylchloride (2251-50-5) + 2-Methoxy-3,4,5,6-tetrafluorobenzoyl chloride (358352-95-1)

Guidance literature:

methanol; With iodine; magnesium; In toluene; Reflux;

Pentafluorobenzoic acid; In toluene; for 2h; Reflux;

With phosphorus pentachloride; In toluene; at 70 ℃; for 1h; Reagent/catalyst;

DOI:10.1016/j.bmcl.2016.03.107

upstream raw materials:

Pentafluorobenzoic acid

carbon dioxide

Pentafluorobenzene

1,2,3,4,5-pentafluoro-6-(trichloromethyl)benzene

Downstream raw materials:

N,N'-Bis-pentafluorobenzoyloxy-terephthalamide

(perfluoro-1,4-phenylene)bis((perfluorophenyl)methanone)

2,3,4,5,6-pentafluorobenzoyl fluoride

N-(pentafluorobenzoyl)amphetamine

Refernces

• 1、 Lipunova,Nosova,Mokrushina,Ogloblina,Aleksandrov,Charushin. "Fluorocontaining Heterocycles: IX. Derivatives of Imidazo[2,1-b][1,3] benzothiazine". . p. 248 - 256. Retrieved 2003.
• 2、 Flavell, Robert R.,Liu, Jianbo,Parker, Matthew F. L.,Toste, F. Dean,Wang, Sinan,Wilson, David M.. "Synthesis of N-trifluoromethyl amides from carboxylic acids". supporting information. p. 2245 - 2255. Retrieved 2021/08/12.
• 3、 Politanskaya, Larisa,Tretyakov, Evgeny. "Directed synthesis of fluorine containing 2,3-dihydrobenzo[b][1,4]oxathiine derivatives from polyfluoroarenes". . . Retrieved 2020/07/03.