374564-35-9

Basic information

• Product Name: POTASSIUM 4-BROMOPHENYLTRIFLUOROBORATE
• Synonyms: POTASSIUM 4-BROMOPHENYLTRIFLUOROBORATE;POTASSIUM (4-BROMOROPHENYL)TRIFLUOROBORATE;4-Bromobenzenetrifluoroboric acid potassium salt~4-Bromophenyltrifluoroboric acid potassium salt;4-bromobenzenetrifluoroboric acid potassium salt;4-bromophenyltrifluoroboric acid potassium salt;Potassium (4-bromophenyl)trifluoroborate 96%;Potassium(4-bromophenyl)trifluoroborate96%;Potassium (4-bromophenyl)
• CAS NO: 374564-35-9
• Molecular Formula: C₆H₄BBrF₃*K
• Molecular Weight: 262.9
• Product Categories: blocks;Trifluoroborates;Aryl;Boronic Acids and Derivatives;Trifluoroborate Salts;Aryl Trifluoroborate Salts;Boronic Acids and Derivatives;Chemical Synthesis;Organometallic Reagents;Trifluoroborate Salts;alkyl bromide| Boric Acid| Boric Acid Ester| Potassium Trifluoroborate
• Mol File: 374564-35-9.mol

Chemical Properties

• Melting Point: >300 °C(lit.)
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: g/cm³
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility: Soluble in water.
• BRN: 9297533
• CAS DataBase Reference: POTASSIUM 4-BROMOPHENYLTRIFLUOROBORATE(CAS DataBase Reference)
• NIST Chemistry Reference: POTASSIUM 4-BROMOPHENYLTRIFLUOROBORATE(374564-35-9)
• EPA Substance Registry System: POTASSIUM 4-BROMOPHENYLTRIFLUOROBORATE(374564-35-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 374564-35-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
POTASSIUM 4-BROMOPHENYLTRIFLUOROBORATE is used as a key intermediate in the synthesis of pharmaceutical compounds. Its role in Suzuki-Miyaura Cross-Coupling reactions allows for the efficient construction of complex molecular structures, which are essential for the development of new drugs and therapeutic agents.
Used in Organic Synthesis:
In the field of organic synthesis, POTASSIUM 4-BROMOPHENYLTRIFLUOROBORATE is utilized as a versatile building block for the creation of a wide range of organic molecules. Its participation in Suzuki-Miyaura Cross-Coupling reactions enables chemists to form carbon-carbon bonds, which are crucial for the synthesis of various organic compounds.
Used in Material Science:
POTASSIUM 4-BROMOPHENYLTRIFLUOROBORATE also finds applications in material science, where it is employed in the synthesis of advanced materials with unique properties. POTASSIUM 4-BROMOPHENYLTRIFLUOROBORATE's ability to participate in Suzuki-Miyaura Cross-Coupling reactions allows for the development of new materials with improved performance characteristics, such as enhanced stability, conductivity, or optical properties.

InChI:InChI=1/C6H4BBrF3.K/c8-6-3-1-5(2-4-6)7(9,10)11;/h1-4H;/q-1;+1

Upstream product

• 106-37-6 1.4-dibromobenzene 
• 1256935-40-6 potassium hydrogen difluoride 
• 5467-74-3 4-Bromophenylboronic acid 

Downstream Products

• 106-41-2 4-bromo-phenol 
• 92-86-4 4-(4-bromophenyl)bromobenzene 
• 1026133-89-0 isopropyl (R)-2-acetylamino-3-(4-bromophenyl)propanoate 
• 150766-59-9 1-bromo-4-((((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl)oxy)methyl)benzene 
• 1246204-72-7 2-(4'-bromobiphenyl-2-yloxy)pyridine 
• 1250419-82-9 1-bromo-4-(cyclohexyloxymethyl)benzene 
• 106-39-8 bromochlorobenzene 
• 23055-77-8 4'-chloro-4-bromo-biphenyl 
• 106-40-1 4-bromo-aniline 
• 49660-93-7 4'-bromoisobutyrophenone 
• 35333-25-6 1,5-bis(4-bromophenyl)pentane-1,5-dione 
• 1570075-63-6 N-(4'-bromo-[1,1'-biphenyl]-2-yl)-4-methylpyridin-2-amine 

Relevant articles and documents

Synthesis of pyramidal tetraarylborate pentads

In the present study, we designed tetrahedral tetraarylborate pentads which were synthesized by a typical click reaction, copper-catalyzed azide-alkyne cyclization. The synthesis of the borate pentads was confirmed by FT-IR and NMR spectroscopies, and NMR measurements indicated a rapid exchange of bound and unbound counter cations. The obtained borate pentads exhibited a representative behavior of weak electrolytes, and thus a decrease of their concentration caused a rapid increase of their molar conductivity, especially at the limit of dilution. Additionally, the observed association constant did not correspond to the theoretical association constant, probably because of the multivalent ionic dissociation dependent on the dielectric constant of the media.

Palladium(III)-catalyzed fluorination of arylboronic acid derivatives

A practical, palladium-catalyzed synthesis of aryl fluorides from arylboronic acid derivatives is presented. The reaction is operationally simple and amenable to multigram-scale synthesis. Evaluation of the reaction mechanism suggests a single-electron-transfer pathway, involving a Pd(III) intermediate that has been isolated and characterized.

The facile and direct formylation of organoboron aromatic compounds with benzodithiolylium tetrafluoroborate

Organoboron compounds can be used to effect a direct formylation in the absence of transition metals. We report that the direct reaction between boronic derivatives and benzodithiolylium tetrafluoroborate, a commercially available carbenium ionic compound, is possible and provides access to many interesting compounds without the use of transition metals. The direct reaction of the carbenium ion with boronic derivatives results in the formation of substituted arylcarbenium ions, a number of which can be further utilized in materials chemistry or for the direct transformation into other compounds. In addition to the rich chameleonic chemical nature of the benzodithiol intermediate, such species can also undergo a metallation reaction and subsequent treatment with a wide range of electrophiles to access a variety of functional groups (aldehyde, ketone, acid, and alkyl groups). Copyright

Copper-catalyzed amination of potassium aryl trifluoroborates using aqueous ammonia

The conversion of potassium aryl trifluoroborates containing different functionalities into the corresponding aryl amines using a catalytic amount of CuSO4·5H2O is described. The methodology uses water as a solvent under aerobic conditions to give the products in good yields.

Preparation of potassium azidoaryltrifluoroborates and their cross-coupling with aryl halides

Potassium azldoaryltrlfluoroborates have been prepared from the corresponding haloaryltrifluoroborates In 73-98% yields. Also, we successfully cross-coupled the azido-functlonallzed organotrifluoroborates and carried out a one-pot sequential cross-couplin

Orthogonal reactivity in boryl-substituted organotrifluoroborates

A method was developed for the hydroboration of alkenyl-containing organotrifluoroborates to generate dibora intermediates. The reactivity differences between organotrifluoroborates and trialkylboranes facilitated the cross-coupling of the borane moiety o