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Difluoro(pentafluorophenyl)borane, also known as C6F5BF2, is a chemical compound consisting of a boron atom bonded to two fluorine atoms and a pentafluorophenyl group. This organoborane compound is a strong Lewis acid and a versatile reagent in organic synthesis, particularly in the formation of carbon-carbon and carbon-heteroatom bonds. It is known for its ability to activate alkenes and alkynes, facilitating various transformations such as hydroboration, halogenation, and cyclization reactions. Due to its high reactivity and stability, difluoro(pentafluorophenyl)borane is widely used in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.

830-49-9

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830-49-9 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 830-49-9 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 8,3 and 0 respectively; the second part has 2 digits, 4 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 830-49:
(5*8)+(4*3)+(3*0)+(2*4)+(1*9)=69
69 % 10 = 9
So 830-49-9 is a valid CAS Registry Number.

830-49-9Relevant academic research and scientific papers

Synthesis of Fluorine-Containing Aryl(halo)boranes from Potassium Aryl(fluoro)borates

Bardin,Prikhod’ko,Shmakov,Shabalin, A. Yu.,Adonin, N. Yu.

, p. 50 - 61 (2020/04/09)

Fluorine-containing aryldihalogenoboranes have been obtained by the reaction of boron and aluminum chlorides and bromides with potassium aryltrifluoroborates K[ArBF3] under mild conditions. In a similar way, bis(pentafluorophenyl)halogenoboranes have been synthesized by the reaction with K[(C6F5)2BF2]. The reaction of K[C6F5BF3] with AlBr3 affords a mixture of C6F5BF2 and C6F5BCl2 due to fast conversion of AlBr3 to AlBrCl2. The inductive and resonance parameters of BCl2 and BBr2 groups were calculated.

New approach to the generation of aryldifluoroboranes–prospective acid catalysts of organic reactions

Shmakov, Mikhail M.,Prikhod'ko, Sergey A.,Bardin, Vadim V.,Adonin, Nicolay Yu.

, p. 369 - 371 (2018/08/10)

A new approach for preparation of aromatic and fluoroaromatic difluoroboranes via the interaction between corresponding aryltrifluoroborates and ionic liquids containing tetrachloroaluminate-anion and aluminum chloride has been developed. Catalytic properties of obtained aryldifluoroboranes have been investigated in model reactions of phenols alkylation. The dependence of catalytic properties on both the nature of solvent used and the type of substituents in the aromatic ring of difluoroborane has been established.[Figure presented]

Interactions of C?F Bonds with Hydridoboranes: Reduction, Borylation and Friedel–Crafts Alkylation

Bamford, Karlee L.,Chitnis, Saurabh S.,Qu, Zheng-wang,Stephan, Douglas W.

supporting information, p. 16014 - 16018 (2018/10/15)

The stoichiometric reactions of the alkylfluorides 1-fluoroadamantane (Ad-F), fluorocyclohexane (Cy-F), 1-fluoropentane (Pent-F) and benzyl fluorides with secondary boranes pinacolborane (HBpin), catecholborane (HBcat), 9-borabicyclo(3.3.1)nonane (9-BBN)

Bis(perfluoroorganyl)bromonium salts [(RF)2Br]Y (RF = aryl, alkenyl, and alkynyl)

Frohn, Hermann-Josef,Giesen, Matthias,Welting, Dirk,Bardin, Vadim V.

experimental part, p. 922 - 932 (2010/10/03)

Bromonium salts [(RF)2Br]Y with perfluorinated groups RFC6F5, CF3CFCF, C 2F5CFCF, and CF3C≡C were isolated from reactions of BrF3 with RFBF2 in weakly coordinating solvents (wcs) like CF3CH2CHF2 (PFP) or CF3CH2CF2CH3 (PFB) in 30-90% yields. C6F5BF2 formed independent of the stoichiometry only [(C6F5)2Br][BF 4]. 1:2 reactions of BrF3 and silanes C6F 5SiY3 (Y = F, Me) ended with different products - C 6F5BrF2 or [(C6F5) 2Br][SiF5] - as pure individuals, depending on Y and on the reaction temperature (Y = F). With C6F5SiF3 at ≥-30 °C [(C6F5)2Br][SiF5] resulted in 92% yield whereas the reaction with less Lewis acidic C 6F5SiMe3 only led to C6F 5BrF2 (58%). The interaction of K[C6F 5BF3] with BrF3 or [BrF2][SbF 6] in anhydrous HF gave [(C6F5) 2Br][SbF6]. Attempts to obtain a bis(perfluoroalkyl) bromonium salt by reactions of C6F13BF2 with BrF3 or of K[C6F13BF3] with [BrF2][SbF6] failed. The 3:2 reactions of BrF3 with (C6F5)3B in CH2Cl2 gave [(C6F5)2Br][(C6F 5)nBF4-n] salts (n = 0-3). The mixture of anions could be converted to pure [BF4]- salts by treatment with BF3·base.

Catalyst system for the polymerization of olefins

-

, (2008/06/13)

An organometallic compound obtainable by contacting a) a compound having the following formula (I): wherein Ra, Rb, Rcand Rdequal to or different from each other are hydrocarbon groups b) a Lewis acid of formula (II) MtR13??(II) wherein Mt is a metal belonging to Group 13 of the Periodic Table of the Elements (IUPAC); R1, equal to or different from each other, are selected from the group consisting of halogen, halogenated C6-C20aryl and halogenated C7-C20alkylaryl groups; two R1groups can also form with the metal Mt one condensed ring. These compounds are useful as cocatalysts for polymerizing olefins.

(Fluoroorgano)fluoroboranes and -fluoroborates I: Synthesis and spectroscopic characterization of potassium fluoroaryltrifluoroborates and fluoroaryldifluoroboranes

Frohn,Franke,Fritzen,Bardin

, p. 127 - 135 (2007/10/03)

A convenient preparation of K[ArBF3] (Ar=2-C6H4F, 3-C6H4F, 4-C6H4F, 2,6-C6H3F2, 3,5-C6H3F2, 2,4,6-C6H2F3, 3,4,5-C6H2F3, 2,3,4,5-C6HF4 and C6F5) is offered and the IR and multinuclear NMR spectra of these salts are reported. Treatment of the trifluoroborate salts with BF3 in chlorocarbon solvents provides an easy synthetic route to the corresponding aryldifluoroboranes ArBF2. The multinuclear NMR spectra of ArBF2 are presented. The electron substituent effect of the [-BF3]--group shows this substituent as one of the strongest σ-electron donors, while its π-electron influence is negligible (σI=-0.32, σR=-0.07).

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