4762-30-5

Usage

Uses

Used in Transition Metal Catalysis:
Sec-butyl(triphenyl)phosphorane is used as a ligand in transition metal catalysis, particularly in palladium-catalyzed cross-coupling reactions. Its ability to form stable complexes with transition metals enhances the efficiency and selectivity of these reactions.
Used in Organic Synthesis:
Sec-butyl(triphenyl)phosphorane is used as a reagent in organic synthesis to form carbon-carbon and carbon-heteroatom bonds. Its reactivity and stability make it a valuable component in the synthesis of various organic compounds.
Used in Flame Retardants:
Sec-butyl(triphenyl)phosphorane has been evaluated for its potential use as a flame retardant. Its phosphorus content and thermal stability contribute to its effectiveness in reducing the flammability of materials.
Used in Synthesis of Phosphorus-Containing Compounds:
Sec-butyl(triphenyl)phosphorane serves as a precursor for the synthesis of other phosphorus-containing compounds. Its unique structure and reactivity make it a useful starting material for the development of new organophosphorus compounds with diverse applications.

Upstream product

• 513-48-4 2-butyl iodide 
• 603-35-0 triphenylphosphine 
• 16666-78-7 propylidenetriphenylphosphorane 
• 74-88-4 methyl iodide 

Downstream Products

• 37549-90-9 (Z)-(3-methylpent-2-en-1-yl)benzene 
• 62491-62-7 (E)-(3-methylpent-2-en-1-yl)benzene 
• 21481-98-1 sec-butylidene-triphenyl-λ⁵-phosphane 
• 72807-23-9 (1-dithiocarboxy-1-methyl-propyl)-triphenyl-phosphonium betaine 

Relevant academic research and scientific papers

Catalytic, contra-Thermodynamic Positional Alkene Isomerization

The positional isomerization of C═C double bonds is a powerful strategy for the interconversion of alkene regioisomers. However, existing methods provide access to thermodynamically more stable isomers from less stable starting materials. Here, we report

A Dynamic Equilibrium of Oxaphosphetanes

The course of the Wittig reaction was investigated by rapid injection NMR spectroscopy.Rate constants for the formation of oxaphosphetanes were determined.A new dynamic equilibrium of oxaphosphetanes was observed for the first time.The solvent and substituent dependence of the new effect was investigated.By labeling various oxaphosphetanes with 13C and 17O the lithium salt dependence of the new equilibrium was shown.A lithium adduct of oxaphosphetanes under these conditions is proposed. - Key Words: Wittig reaction / Rapid injection NMR / Dynamic NMR / Oxaphosphetanes

Synthesis of Chiral Vinylglycines

(R)- or (S)-benzyl 4-formyl-2,2-dimethyl-3-oxazolidinecarboxylate (7a) and (R)- or (S)-1,1-dimethylethyl 4-formyl-2,2-dimethyl-3-oxazolidinecarboxylate (7b), readily available from serine, react with Wittig reagents to give alkenes 8.Selective deprotection followed by oxidation of the resulting unsaturated amino alcohols 9 provides vinylglycines 5 of defined configuration (>95percent ee) and double-bond geometry.D-Vinylglycines are obtained from L-serine, and conversely, D-serine gives β,γ-unsaturated amino acids with the L configuration.The double-bond geometry is controlled by the nature of the phosphorous ylide employed.The scope and limitations of this new methodology for the preparation of chiral vinylglycines is examined.