850623-36-8

Basic information

• Product Name: POTASSIUM (4-CYANOPHENYL)TRIFLUOROBORATE
• Synonyms: POTASSIUM (4-CYANOPHENYL)TRIFLUOROBORATE;POTASSIUM (4-CYANOPHENY)TRIFLUOROBORATE;Borate(1-),(4-cyanophenyl)trifluoro-,potassiuM;potassiuM (4-cyanophenyl)(trifluoro)borate(1-);Potassium (4-cyanophenyl)trifluoroborate 97%;Borate(1-),(4-cyanophenyl)trifluoro-, potassium (1:1), (T-4)-
• CAS NO: 850623-36-8
• Molecular Formula: C₇H₄BF₃N*K
• Molecular Weight: 209.02
• Product Categories: blocks;Trifluoroborates
• Mol File: 850623-36-8.mol
• Article Data: 11

Chemical Properties

• Melting Point: 300°C
• Appearance: /
• Storage Temp.: Inert atmosphere,Room Temperature
• CAS DataBase Reference: POTASSIUM (4-CYANOPHENYL)TRIFLUOROBORATE(CAS DataBase Reference)
• NIST Chemistry Reference: POTASSIUM (4-CYANOPHENYL)TRIFLUOROBORATE(850623-36-8)
• EPA Substance Registry System: POTASSIUM (4-CYANOPHENYL)TRIFLUOROBORATE(850623-36-8)

Safety Data

• Hazard Codes: Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39-36
• RIDADR: 3439
• WGK Germany: 3
• Hazardous Substances Data: 850623-36-8(Hazardous Substances Data)

Usage

General Description

POTASSIUM (4-CYANOPHENYL)TRIFLUOROBORATE is an organoboron compound that consists of a potassium cation and a (4-cyanophenyl)trifluoroborate anion. It is commonly used as a reagent in organic synthesis, particularly in metal-catalyzed cross-coupling reactions. POTASSIUM (4-CYANOPHENYL)TRIFLUOROBORATE is a versatile building block in the development of pharmaceuticals, agrochemicals, and functional materials. It is known for its high stability and compatibility with a wide range of reaction conditions, making it a valuable tool in the field of organic chemistry. Additionally, it is non-toxic and environmentally benign, adding to its appeal as a reagent in chemical synthesis.

InChI:InChI=1/C7H4BF3N.K/c9-8(10,11)7-3-1-6(5-12)2-4-7;/h1-4H;/q-1;+1

Upstream product

• 623-03-0 4-Cyanochlorobenzene 
• 1279123-63-5 potassium hydrogenfluoride 
• 13675-18-8 tetrahydroxydiboron 
• 3058-39-7 4-iodobenzonitrile 
• 126747-14-6 4-cyanophenylboronic acid 
• 171364-82-2 4-cyanophenylboronic acid pinacol ester 
• 7789-23-3 potassium fluoride 
• 623-00-7 4-bromobenzenecarbonitrile 
• 138373-10-1 4-cyanophenyl mesylate 
• 161664-51-3 C₉H₁₀BNO₂ 

Downstream Products

• 1260684-53-4 1-benzoyl-5-(4-benzonitrile)-(2S)-isopropyl-2,3-dihydro-4(1H)-pyrimidin-4-one 
• 1441122-38-8 2-(4'-cyano-[1,1'-biphenyl]-2-yl)-3-methylpyridine 
• 36602-01-4 4-(phenylamino)benzonitrile 
• 31125-07-2 4-cyanonitrosobenzene 
• 157788-40-4 4'-(trifluoromethoxy)-[1,1'-biphenyl]-4-carbonitrile 
• 10540-31-5 4-cyano-4'-fluorobiphenyl 
• 294648-03-6 4-(pyridine-3-yl)benzonitrile 
• 2920-38-9 4-cyano-1,1'-biphenyl 
• 1503-49-7 p-cyanobenzophenone 

Relevant articles and documents

Chemoselective Rhodium-Catalyzed Borylation of Bromoiodoarenes under Mild Conditions

A chemoselective rhodium-catalyzed borylation has been developed for the preparation of aryl boronate esters. The reaction proceeds under mild conditions with excellent selectivity for C-I bonds in bromoiodoarenes and exhibits broad functional group tolerance. This procedure can act as a complementary approach toward bifunctional arenes along with other metal-catalyzed borylations. Additionally, the reaction's utility in the preparation of monomers for metal-catalyzed cross-coupling polymerization is demonstrated.

Electrochemical ipso-Thiocyanation of Arylboron Compounds

An operationally simple electrochemical method for the transition-metal-free ipso-thiocyanation of arylboronic acids and aryl trifluoroborates has been developed. The SCN electrophile is generated in situ by anodic oxidation of thiocyanate anions, which avoids formation of salt waste and prevents unwanted side reactions arising from chemical oxidants. The reaction proceeds regiospecifically, and the scope extends to non-activated aromatic systems. (Figure presented.).

Efficient metal-free photochemical borylation of aryl halides under batch and continuous-flow conditions

A rapid, chemoselective and metal-free C-B bond-forming reaction of aryl iodides and bromides in aqueous solution at low temperatures was discovered. This reaction is amenable to batch and continuous-flow conditions and shows exceptional functional group tolerance and broad substrate scope regarding both the aryl halide and the borylating reagent. Initial mechanistic experiments indicated a photolytically generated aryl radical as the key intermediate.