879-05-0

Basic information

• Product Name: PENTAFLUOROPHENYLMAGNESIUM BROMIDE
• Synonyms: PENTAFLUOROPHENYLMAGNESIUM BROMIDE;pentafluorophenylmagnesium bromide sol.;Pentafluorophenylmagnesium bromide solution;PENTAFLUOROPHENYLMAGNESIUM BROMIDE, 0.5M SOLUTION IN DIETHYL ETHER;PENTAFLUOROPHENYLMAGNESIUM BROMIDE SOL., ~0.5 M IN DIETHYL ET;PENTAFLUOROPHENYLMAGNESIUM BROMIDE SOL. TECH ABOUT 0.5 M IN DIETHYL ET;sol.techabout0.5mindiethylet;Magnesium, bromo(pentafluorophenyl)-
• CAS NO: 879-05-0
• Molecular Formula: Br*C₆F₅*Mg
• Molecular Weight: 271.27
• Product Categories: Aryl;Grignard Reagents;Organometallic Reagents
• Mol File: 879-05-0.mol

Chemical Properties

• Boiling Point: 34.6 °C
• Flash Point: −35 °F
• Appearance: /
• Density: 0.861 g/mL at 25 °C
• BRN: 3611565
• CAS DataBase Reference: PENTAFLUOROPHENYLMAGNESIUM BROMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: PENTAFLUOROPHENYLMAGNESIUM BROMIDE(879-05-0)
• EPA Substance Registry System: PENTAFLUOROPHENYLMAGNESIUM BROMIDE(879-05-0)

Safety Data

• Hazard Codes: F+,C
• Statements: 12-14-19-22-34-66-67
• Safety Statements: 26-36/37/39-43-45-16
• RIDADR: UN 2924 3/PG 1
• WGK Germany: 1
• F: 1-3-10
• Hazardous Substances Data: 879-05-0(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
PENTAFLUOROPHENYLMAGNESIUM BROMIDE is used as a reagent in the synthesis of novel arsonic and arsinic acids. These acids serve as ligands for potential transition-metal ion extractants, which are important in various chemical processes and applications.
Used in Organic Synthesis:
PENTAFLUOROPHENYLMAGNESIUM BROMIDE is used as a reagent in the synthesis of polyfluoroaryl alkyl sulfides. These compounds have potential applications in various fields, such as pharmaceuticals, materials science, and agrochemicals, due to their unique properties and reactivity.

Upstream product

• 217825-07-5 2-pentafluorophenyl-3-(1,2,2-trichloro-1,2-difluoroethoxy)pentafluoro-2-propanol 
• 217825-84-8 1-(1,2,2-trichloro-1,2-difluoroethoxy)perfluoroacetone 
• 344-04-7 bromopentafluorobenzene 
• 814-68-6 acryloyl chloride 
• 344-07-0 1-chloro-2,3,4,5,6-pentafluorobenzene 
• 74-96-4 ethyl bromide 
• 392-56-3 Hexafluorobenzene 
• 7439-95-4 magnesium 
• 106-93-4 ethylene dibromide 
• 925-90-6 ethylmagnesium bromide 
• 13888-77-2 (pentafluorophenyl)dimethylsilane 
• 920-39-8 isopropylmagnesium bromide 
• 52158-43-7 1-bromoheptafluoronaphthalene 
• 27041-17-4 2-Bromo-1,3,4,5,6,7,8-heptafluoronaphthalene 

Downstream Products

• 3008-31-9 4-pentafluorophenyl perfluoro biphenyl 
• 3008-32-0 4,4`-bis(pentafluorophenyl) perfluoro biphenyl 
• 85293-82-9 2,3,4-Tri-tert-butyl-5-pentafluorphenyl-2,4-cyclopentadien-1-on 
• 5121-99-3 --methanol 
• 60575-47-5 Dimethyl-pentafluorophenyl-arsane 
• 827-15-6 1,2,3,4,5-pentafluoro-6-iodobenzene 
• 1109-15-5 tris(pentafluorophenyl)borate 
• 2720-03-8 bis(pentafluorophenyl)boron chloride 
• 96502-36-2 [NC₄(C₂H₅)2CH]4Fe(C₆F₅) 
• 973-17-1 bis(pentafluorophenyl)mercury(II) 
• 59332-36-4 C₂₄F₂₀Zr 
• 13904-18-2 Pentafluorphenyl-dichlorarsan 
• 1259-34-3 tris(pentafluorophenyl)arsine 
• 15989-98-7 bis(pentafluorophenyl)cadmium 

Relevant articles and documents

Synthesis, structure, and reactivity of C-isopropyl-ortho-carborane organoboron derivatives

A reaction of isopropyl-ortho-carborane with n-butyllithium, followed by treatment of the lithium derivative formed with boron trichloride, chlorodimethoxyborane, or chloropinacolatoborane furnished C-boryl-ortho-carboranes 1a-c. Further functionalization

PHOTO LEWIS ACID GENERATOR

Provided is a compound capable of generating a Lewis acid in response to light unlike conventional photo acid generators. The compound comprises an anionic moiety having a central boron atom and a particular cationic moiety (for example, a cation having a HOMO-LUMO gap of 5.3 eV or less). The cationic moiety may, for example, have a skeleton selected from an N-substituted pyridinium skeleton, an N-substituted bipyridinium skeleton, an N-substituted quinolinium skeleton, and a pyrylium skeleton.

Preparation method of anhydrous tris (pentafluorophenyl) borane (by machine translation)

The raw materials are easily obtained, the production cost is reduced, the workload of post-treatment is reduced, the process operation is simple, the reaction time is effectively shortened, and the purity and the yield of the target product are improved. (by machine translation)

Preparation of heptafluoronaphthyllithiums and -magnesiums: An unexpected difference in the reactivity of isomers C10F7H and C10F7Br towards organolithium and organomagnesium compounds

Significant differences in the reactivity of isomeric heptafluoronaphthalenes and bromoheptafluoronaphthalenes towards organolithium and organomagnesium compounds were found. Metalation of polyfluorinated naphthalenes 2-C10F7X (X = H, Br) occurs easily under the action of bases (BuLi, t-BuLi, LDA) as well as EtMgBr (X = Br) in ether. This fact was proven by 19F NMR spectroscopy and by trapping of 2-C10F7M (M = Li, MgBr, Mg(2-C10F7)) with electrophile ClSiMe3. The interaction of 1-C10F7Br with BuLi or EtMgBr proceeds in a similar way. In contrast to 2-C10F7H, isomeric 1-C10F7H is the less acidic substrate and undergoes only the nucleophilic alkyldefluorination when combined with BuLi or t-BuLi.

Transmetalation of Pentafluorophenylmercury Derivatives with Organylmagnesium Bromides

The reactions of pentafluorophenylmercury derivatives with organomagnesium compounds have been studied. The interaction of pentafluorophenylmercury chloride with RMgBr (R = Et, Ph) has afforded diphenyl- and diethylmercury or phenylmercury chloride, besides the expected product (C6F5HgR). The results have been explained by the transmetalation of C6F5HgR with the Grignard reagent, followed by the reaction of the resulting C6F5MgX (X = Br, C6F5) with pentafluorophenylmercury chloride. Transmetalation of (C6F5)2Hg with organylmagnesium bromides has led to the formation of C6F5MgX and R2Hg.

Bi- and tridentate silicon-based acceptor molecules

Triethynylphenylsilane (1), trivinylphenylsilane (2), diethynyldiphenylsilane (3) and diphenyldivinylsilane (4) were reacted with chlorodimethylsilane yielding the corresponding hydrosilylation products. To increase their Lewis acidity, the Si-Cl functions were directly transferred into Si-C6F5 units by salt elimination reactions leading to the (semi-) flexible molecules 5-8 bearing two or three Lewis-acidic sidearms. With the aim of providing host-guest complexes, the air-stable and readily soluble compounds 5-8 were converted with N- and O-Lewis bases of different size and geometry. In all cases, NMR spectroscopic investigations reveal no formation of Lewis acid-base complexes. X-ray diffraction experiments of host compounds 5-7 show intermolecular aryl perfluoroaryl interactions of dispersion nature in the solid state. By hydrosilylation of 1 with trichlorosilane the more Lewisacidic all-trans-tris[(trichlorosilyl)vinyl]phenylsilane (9) was obtained. Its Lewis acidity was further increased by fluorination to yield all-trans-tris[(trifluorosilyl)vinyl] phenylsilane (10); the conversion with nitrogen containing Lewis bases ends up in the formation of insoluble precipitates.

Asymmetric 1,2-Perfluoroalkyl Migration: Easy Access to Enantioenriched α-Hydroxy-α-perfluoroalkyl Esters

This study has led to the development of a novel, highly efficient, 1,2-perfluoro-alkyl/-aryl migration process in reactions of hydrate of 1-perfluoro-alkyl/-aryl-1,2-diketones with alcohols, which are promoted by a Zn(II)/bisoxazoline and form α-perfluoro-alkyl/-aryl-substituted α-hydroxy esters. With (-)-8-phenylmenthol as the alcohol, the corresponding menthol esters are generated in high yields with excellent levels of diastereoselectivity. The mechanistic studies show that the benzilic ester-type rearrangement reaction takes place via an unusual 1,2-migration of electron-deficient trifluoromethyl group rather than the phenyl group. The overall process serves as a novel, efficient, and simple approach for the synthesis of highly enantioenriched, biologically relevant α-hydroxy-α-perfluoroalkyl carboxylic acid derivatives.

PLATINUM COMPLEXES

The invention aims at providing platinum complexes useful as materials for light emitting devices and extremely excellent in heat stability, luminous characteristics, and luminous efficiency, and a process for effective preparation thereof. The invention relates to platinum complexes represented by the general formula [1]: wherein any two of A, B and C are each independently an optionally substituted nitrogenous aromatic heterocyclic group and the other is optionally substituted aryl or optionally substituted heteroaryl; and Y is halogeno or an optionally substituted aryl or heteroaryl group which is bonded either directly or through oxygen (-O-) or sulfur (-S-) (with the proviso that when the adjacent two rings are nitrogenous aromatic heterocyclic groups, the cases wherein Y is chloro are excepted, while when the nonadjacent two rings are nitrogenous aromatic heterocyclic groups, the cases wherein Y is not halogeno are excepted).

Process for preparing a tetrakis(fluoroaryl) borate derivative

A fluoroaryl magnesium derivative expressed by General Formula (1): where each of R1-R5represents a hydrogen atom, a fluorine atom, a hydrocarbon group, or an alkoxy group while at least one of R1-R5representing a fluorine atom, and Xa represents a chlorine atom, a bromine atom, or an iodine atom; and boron halide expressed by General Formula (2): BXb3??(2) ?where Xb represents a fluorine atom, a chlorine atom, a bromine atom, or an iodine atom, are reacted with each other in a solvent (a) containing diethyl ether and/or tetrahydrofuran, after which the resulting reaction solution is added to a solvent (b) having a higher boiling point than diethyl ether and/or tetrahydrofuran while diethyl ether and/or tetrahydrofuran are distilled out. Consequently, it has become possible to obtain a (fluoroaryl)borane compound expressed by General Formula (3): ?where each of R1-R5, and Xb, represents the same as above, and n represents 2 or 3, from which magnesium halide produced as a by-product is separated and removed, selectively in a simple manner at a low cost.

Method for producing tetrakis ( fluoroaryl) borate-magnesium compound

Fluoroaryl magnesium halide is reacted with a boron compound so that a molar ratio of the fluoroaryl magnesium halide to the boron compound is not less than 3.0 and not more than 3.7, so as to produce a tetrakis (fluoroaryl) borate·magnesium compound. With this method, there occurs no hydrogen fluoride which corrodes a producing apparatus and requires troublesome waste water treatment.