Fluorobenzene

Base Information

• Chemical Name: Fluorobenzene
• CAS No.: 462-06-6
• Molecular Formula: C6H5F
• Molecular Weight: 96.1041
• Hs Code.: Oral rat LD50: 4399 mg/kg
• European Community (EC) Number: 207-321-7
• NSC Number: 68416
• UN Number: 2387
• UNII: G3TSZ68K12
• DSSTox Substance ID: DTXSID4025329
• Nikkaji Number: J43.543K
• Wikipedia: Fluorobenzene
• Wikidata: Q420820
• Metabolomics Workbench ID: 53179
• ChEMBL ID: CHEMBL16070
• Mol file: 462-06-6.mol

Synonyms:Fluorobenzene;Fluorobenzenes

Chemical Property of Fluorobenzene

Chemical Property:

• Appearance/Colour: Colorless liquid
• Vapor Pressure: 81hPa at 20℃
• Melting Point: -42 °C
• Refractive Index: 1.4650
• Boiling Point: 84.7 °C at 760 mmHg
• Flash Point: -15 °C
• PSA: 0.00000
• Density: 1.026 g/cm³
• LogP: 1.82570
• Storage Temp.: 0-6°C
• Solubility.: 1.54g/l
• Water Solubility.: INSOLUBLE
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 96.037528322
• Heavy Atom Count: 7
• Complexity: 46.1
• Transport DOT Label: Flammable Liquid

Purity/Quality:

99% ^*data from raw suppliers

Fluorobenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, F, T
• Hazard Codes: F,Xi,T
• Statements: 36/37/38-11-39/23/24/25-23/24/25-52/53-36
• Safety Statements: 16-26-36-7-33-29-45-36/37-61-7/9

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Solvents -> Chlorinated Aromatics
• Canonical SMILES: C1=CC=C(C=C1)F
• Description: Fluorobenzene is a colourless, highly flammable liquid, stable and incompatible with oxidising agents. It is not compatible with oxidising agents such as perchlorates, peroxides, permanganates, chlorates, nitrates, chlorine, bromine and fluorine, ammonium nitrate, chromic acid, halogens, and nitric acid. It is used as an insecticide and as a reagent for plastic and resin polymers.
• Uses: Fluorobenzene is used as a reagent for plastic or resin polymers. It acts as a solvent for highly reactive species. On fluorination of fluorobenzene it gives 1,2-difluorobenzene. It is also used as a material in making medicine. Insecticide and larvicide intermediate, identification reagent for plastic or resin polymers.

Technology Process of Fluorobenzene

There total 450 articles about Fluorobenzene 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: 98.9%

2-fluorobenzenediazonium tetrafluoroborate (446-46-8) → fluorobenzene (462-06-6) + ortho-difluorobenzene (367-11-3)

Guidance literature:

With boron trifluoride diethyl etherate; hydrogen fluoride; at 12 ℃; for 1h; Irradiation;

DOI:10.1016/S0022-1139(99)00039-1

Reference yield: 73.0%

1-Bromo-4-fluorobenzene (460-00-4) + phenylboronic acid (98-80-6) → fluorobenzene (462-06-6) + 4-fluoro-biphenyl (324-74-3)

Guidance literature:

With [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(II) dichloride; tetrabutylammomium bromide; In N,N-dimethyl-formamide; isopropyl alcohol; at 80 ℃; for 2h; Inert atmosphere;

DOI:10.1007/s11172-018-2040-8

Reference yield: 70.0%

1,3,5-trifluorobenzene (372-38-3) → fluorobenzene (462-06-6) + ortho-difluorobenzene (367-11-3) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1)

Guidance literature:

With sodium tetrafluoroborate; tetrabutylammonium tetrafluoroborate; In 1-methyl-pyrrolidin-2-one; at 20 ℃; for 3h; Electrochemical reaction; Green chemistry;

DOI:10.1016/j.tetlet.2015.02.022

upstream raw materials:

diethyl ether

1,1-difluoro-2-iodoethane

triphenylbismuth(V) difluoride

benzene diazonium chloride

Downstream raw materials:

N-phenyl piperidine

dichloro-(3-fluoro-phenyl)-methyl-silane

methyl(4-fluorophenyl)dichlorosilane

4-(4-fluorophenyl)-4-oxopropionic acid

Refernces

• 1、 Kushina et al.. "". . . Retrieved 1974.
• 2、 Bartsch et al.. "". . p. 3779. Retrieved 1977.
• 3、 Rettenmeier, Christoph A.,Wenz, Jan,Wadepohl, Hubert,Gade, Lutz H.. "Activation of Aryl Halides by Nickel(I) Pincer Complexes: Reaction Pathways of Stoichiometric and Catalytic Dehalogenations". . p. 8214 - 8224. Retrieved 2016.
• 4、 Rozhkov et al.. "". . . Retrieved 1972.
• 5、 VanOrden, Steven L.,Pope, R. Marshall,Buckner, Steven W.. "Energy Disposal in Gas-phase Nucleophilic Displacement Reactions". . p. 1003 - 1007. Retrieved 1991.
• 6、 Berionni, Guillaume,Champagne, Beno?t,Chardon, Aurélien,Fusaro, Luca,Mahaut, Damien,Osi, Arnaud,Tumanov, Nikolay,Wouters, Johan. "Taming the Lewis Superacidity of Non-Planar Boranes: C?H Bond Activation and Non-Classical Binding Modes at Boron". supporting information. . Retrieved 2022/01/20.
• 7、 -. "Process for Preparing Fluorobenzene by Direct Fluorination". Paragraph 0176-0184. . Retrieved 2021/02/26.