1040745-70-7

Basic information

• Product Name: POTASSIUM CYCLOPENTYLTRIFLUOROBORATE
• Synonyms: POTASSIUM CYCLOPENTYLTRIFLUOROBORATE;CHEMMAKER CMBC-00049;potassium cyclopentyltrifluoroboranuide
• CAS NO: 1040745-70-7
• Molecular Formula: C₅H₉BF₃*K
• Molecular Weight: 176.03
• Product Categories: Molander Ates;Organoborons;Alkyl;Boronic Acids and Derivatives;Trifluoroborate Salts
• Mol File: 1040745-70-7.mol
• Article Data: 5

Chemical Properties

• Melting Point: >300 °C
• Appearance: /
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• CAS DataBase Reference: POTASSIUM CYCLOPENTYLTRIFLUOROBORATE(CAS DataBase Reference)
• NIST Chemistry Reference: POTASSIUM CYCLOPENTYLTRIFLUOROBORATE(1040745-70-7)
• EPA Substance Registry System: POTASSIUM CYCLOPENTYLTRIFLUOROBORATE(1040745-70-7)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 1759 8/PG 3
• HazardClass: 8
• PackingGroup: Ⅲ
• Hazardous Substances Data: 1040745-70-7(Hazardous Substances Data)

Usage

Uses

Organotrifluoroborate involved in:Direct alkylation of heteroarylsOxidation via Oxone or via copper(II) salts and Dess-Martin periodinaneCross-coupling with aryl chloridesSuzuki cross-couplingOrganotrifluoroborates as versatile and stable boronic acid surrogates.

InChI:InChI=1/C5H9BF3.K/c7-6(8,9)5-3-1-2-4-5;/h5H,1-4H2;/q-1;+1

Upstream product

• 1279123-63-5 potassium hydrogenfluoride 
• 66217-55-8 2-cyclopentyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 13675-18-8 tetrahydroxydiboron 
• 946513-95-7 1,3-dioxoisoindolin-2-yl cyclopentanecarboxylate 
• 63076-51-7 cyclopentane boronic acid 
• 142-29-0 cyclopentene 
• 33240-34-5 cyclopentylmagnesium bromide 

Downstream Products

• 67281-41-8 1-cyclopentyl-3-phenylpropan-1-one 
• 65032-48-6 N-cyclopentyl-4-methylbenzenesulfonamide 

Relevant articles and documents

Manganese(III)-Promoted Double Carbonylation of Anilines Toward α-Ketoamides Synthesis

Employing anilines as nucleophiles in double carbonylation is a longstanding challenge. In this communication, a Mn(III)-promoted double carbonylation of alkylborates or Hantzsch esters with anilines toward the synthesis of α-ketoamides has been developed. By using easily available potassium alkyltrifluoroborates or Hantzsch esters as the starting material, and cheap and non-toxic Mn(OAc)3 ? 2H2O as the promotor, a broad range of alkyl α-ketoamide derivatives were synthesized in moderate to good yields with excellent selectivity. (Figure presented.).

Visible-Light-Induced C2 Alkylation of Pyridine N-Oxides

A photoredox catalytic method has been developed for the direct C2 alkylation of pyridine N-oxides. This reaction is compatible with a range of synthetically relevant functional groups for providing efficient synthesis of a variety of C2-alkylated pyridine N-oxides under mild conditions. Mechanistic studies are consistent with the generation of a radical intermediate along the reaction pathway.

Efficient cross-coupling of secondary alkyltrifluoroborates with aryl chlorides-reaction discovery using parallel microscale experimentation

Microscale parallel experimentation was used to discover three catalyst systems capable of coupling secondary organotrifluoroborates with sterically and electronically demanding aryl chlorides and bromides. The ensuing results represent the first comprehensive study of alkylboron coupling to aryl chlorides and, in particular, using secondary alkylboron partners. A ligand-dependent β-hydride elimination/reinsertion mechanism was implicated in the cross-coupling of more hindered substrates, leading to isomeric mixtures of coupled products in some cases. Copyright