329976-79-6

Basic information

• Product Name: POTASSIUM OCTYLTRIFLUOROBORATE
• Synonyms: POTASSIUM OCTYLTRIFLUOROBORATE;Potassium oct-1-yltrifluoroborate;Potassium octane-1-trifluoroborate;potassium:trifluoro(octyl)boranuide
• CAS NO: 329976-79-6
• Molecular Formula: C₈H₁₇BF₃*K
• Molecular Weight: 220.125
• Product Categories: Molander Ates;Organoborons;Alkyl Trifluoroborate Salts;Boronic Acids and Derivatives;Chemical Synthesis;Organometallic Reagents;Trifluoroborate Salts
• Mol File: 329976-79-6.mol
• Article Data: 9

Chemical Properties

• Melting Point: 74-78℃
• Appearance: /
• CAS DataBase Reference: POTASSIUM OCTYLTRIFLUOROBORATE(CAS DataBase Reference)
• NIST Chemistry Reference: POTASSIUM OCTYLTRIFLUOROBORATE(329976-79-6)
• EPA Substance Registry System: POTASSIUM OCTYLTRIFLUOROBORATE(329976-79-6)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 3261 8 / PGII
• WGK Germany: 3
• Hazardous Substances Data: 329976-79-6(Hazardous Substances Data)

Usage

Description

POTASSIUM OCTYLTRIFLUOROBORATE is a chemical compound that serves as a versatile reagent in various chemical reactions and processes. It is known for its effectiveness in promoting specific reactions and improving the overall efficiency of certain chemical processes.

Uses

Used in Chemical Synthesis:
POTASSIUM OCTYLTRIFLUOROBORATE is used as a reactant for the preparation of boronic acids and esters through hydrolysis with silica gel and water. This application is crucial in the synthesis of various organic compounds and pharmaceuticals.
Used in Suzuki-Miyaura Cross-Coupling:
In the field of organic chemistry, POTASSIUM OCTYLTRIFLUOROBORATE is used as a reactant for Suzuki-Miyaura cross-coupling reactions. This reaction is an essential method for forming carbon-carbon bonds, which are vital in the synthesis of complex organic molecules and pharmaceuticals.
Used in Palladium-Catalyzed Suzuki-Miyaura-Type Cross-Coupling Reactions:
POTASSIUM OCTYLTRIFLUOROBORATE is also used as a reactant in palladium-catalyzed Suzuki-Miyaura-type cross-coupling reactions with alkenyl bromides. This application is significant in the synthesis of conjugated dienes and other complex organic structures.
Used in Hydrodeboration Reactions:
Furthermore, POTASSIUM OCTYLTRIFLUOROBORATE is utilized as a reactant in hydrodeboration reactions. These reactions are important for the synthesis of various organic compounds, particularly those containing boron atoms, which have applications in materials science and pharmaceuticals.

Upstream product

• 629-27-6 1-Iodooctane 
• 111-83-1 1-bromo-octane 
• 1279123-63-5 potassium hydrogenfluoride 
• 66217-56-9 4,4,5,5-tetramethyl-2-octyl-[1,3,2]dioxaborolane 
• 121-43-7 Trimethyl borate 
• 17049-49-9 octylmagnesium bromide 
• 28741-08-4 n-octylboronic acid 
• 111-66-0 oct-1-ene 

Downstream Products

• 109093-06-3 5-n-octyl-8-hydroxyquinoline 
• 111-87-5 octanol 
• 86211-03-2 S-phenyl nonanethioate 

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-Mediated Aerobic Oxidation of Organoboron Compounds Using in Situ Generated Hydrogen Peroxide

A simple and general visible-light-mediated oxidation of organoboron compounds has been developed with rose bengal as the photocatalyst, substoichiometric Et3N as the electron donor, as well as air as the oxidant. This mild and metal-free protocol shows a broad substrate scope and provides a wide range of aliphatic alcohols and phenols in moderate to excellent yields. Notably, the robustness of this method is demonstrated on the stereospecific aerobic oxidation of organoboron compounds.

5-Alkyl-8-hydroxyquinolines: Synthesis and Application in Dye-Sensitized Solar Cells

The use of co-adsorbents in dye-sensitized solar cells (DSCs) increases both the power-conversion efficiency and long-term stability of these devices. Co-adsorbents usually consist of a hydrophobic moiety attached on a carboxylic or phosphoric acid terminal anchoring group, which chemisorbs on the semiconductor surface. In this work, the synthesis of a new family of 8-quinolinol derivatives bearing alkyl chains of variable length at the 5-position is described and their comparative efficiency as effective bidentate co-adsorbents in DSCs is evaluated. The key step towards their straightforward modular synthesis is a Suzuki coupling between 5-chloro-8-methoxyquinoline and alkyltrifluoroborates. The new compounds showed better performance as co-adsorbents in terms of cell efficiency as compared to their alkylcarboxylic acid analogues, with the best results obtained from the derivative bearing the longer dodecyl alkyl chain.