374564-36-0

Basic information

• Product Name: POTASSIUM 4-FORMYLPHENYLTRIFLUOROBORATE
• Synonyms: POTASSIUM 4-FORMYLPHENYLTRIFLUOROBORATE;4-Formylbenzenetrifluoroboric acid potassium salt~4-Formylphenyltrifluoroboric acid potassium salt;4-formylbenzenetrifluoroboric acid potassium salt;4-formylphenyltrifluoroboric acid potassium salt;PotassiuM trifluoro(4-forMylphenyl)borate
• CAS NO: 374564-36-0
• Molecular Formula: C7H5BF3KO
• Molecular Weight: 212.02
• EINECS: -0
• Product Categories: blocks;Trifluoroborates;Aryl;Boronic Acids and Derivatives;Trifluoroborate Salts;Molander Ates;Organoborons
• Mol File: 374564-36-0.mol
• Article Data: 0

Chemical Properties

• Melting Point: >300 °C(lit.)
• Appearance: /
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility: Soluble in water.
• Sensitive: Air Sensitive
• CAS DataBase Reference: POTASSIUM 4-FORMYLPHENYLTRIFLUOROBORATE(CAS DataBase Reference)
• NIST Chemistry Reference: POTASSIUM 4-FORMYLPHENYLTRIFLUOROBORATE(374564-36-0)
• EPA Substance Registry System: POTASSIUM 4-FORMYLPHENYLTRIFLUOROBORATE(374564-36-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 374564-36-0(Hazardous Substances Data)

Usage

Description

POTASSIUM 4-FORMYLPHENYLTRIFLUOROBORATE is an organometallic compound that serves as a key intermediate in organic synthesis. It is characterized by its ability to act as a nucleophile in various chemical reactions, making it a versatile reagent in the preparation of complex organic molecules.

Uses

Used in Organic Synthesis:
POTASSIUM 4-FORMYLPHENYLTRIFLUOROBORATE is used as a reagent in the synthesis of unsaturated organotrifluoroborates. It is particularly useful in Wittig and Horner-Wadsworth-Emmons (HWE) olefination reactions, which are widely employed for the preparation of alkenes from aldehydes and ketones. POTASSIUM 4-FORMYLPHENYLTRIFLUOROBORATE's nucleophilic properties enable it to form stable phosphonium ylides, which are key intermediates in these reactions.
In the Wittig reaction, POTASSIUM 4-FORMYLPHENYLTRIFLUOROBORATE reacts with an aldehyde or ketone to form a phosphonium ylide, which then undergoes a [2,3]-sigmatropic rearrangement to generate the desired alkene product. This method is particularly useful for the synthesis of geometrically pure alkenes with high selectivity.
In the HWE olefination, POTASSIUM 4-FORMYLPHENYLTRIFLUOROBORATE is used in conjunction with a phosphonate to form a more stable phosphonate ylide. This ylide then reacts with an aldehyde or ketone to produce the alkene product. The HWE method is advantageous for its mild reaction conditions and compatibility with a wide range of functional groups, making it suitable for the synthesis of complex organic molecules.
Overall, POTASSIUM 4-FORMYLPHENYLTRIFLUOROBORATE is a valuable reagent in the field of organic synthesis, particularly for the preparation of unsaturated organotrifluoroborates and the formation of alkenes through olefination reactions. Its versatility and reactivity make it an essential component in the development of new synthetic routes and the production of pharmaceuticals, agrochemicals, and other specialty chemicals.

InChI:InChI=1/C7H5BF3O.K/c9-8(10,11)7-3-1-6(5-12)2-4-7;/h1-5H;/q-1;+1