56771-29-0

Usage

Uses

Used in Pharmaceutical Industry:
(4-PENTENYL)TRIPHENYLPHOSPHONIUM BROMIDE is used as a reagent for the synthesis of polysubstituted indolizines, which are important building blocks in the development of pharmaceutical compounds. These indolizines have potential applications as therapeutic agents, particularly in the treatment of various diseases and disorders.
Used in Textile Industry:
(4-PENTENYL)TRIPHENYLPHOSPHONIUM BROMIDE is used as a reagent in the preparation of antibacterial and antiviral quaternary polyacrylamide. These polymers can be incorporated into textiles to provide them with enhanced antimicrobial properties, making them suitable for use in healthcare settings, sportswear, and other applications where hygiene is a priority.
Used in Chemical Research:
(4-PENTENYL)TRIPHENYLPHOSPHONIUM BROMIDE is also used as a research tool in the field of organic chemistry. Its unique structure and reactivity make it a valuable compound for studying various chemical reactions and mechanisms, contributing to the advancement of scientific knowledge and the development of new synthetic methods.

InChI:InChI=1/C23H24P.BrH/c1-2-3-13-20-24(21-14-7-4-8-15-21,22-16-9-5-10-17-22)23-18-11-6-12-19-23;/h2,4-12,14-19H,1,3,13,20H2;1H/q+1;/p-1

Upstream product

• 1119-51-3 bromopentene 
• 603-35-0 triphenylphosphine 
• 591-93-5 1,4-Pentadiene 
• 821-09-0 n-Pent-4-enyl alcohol 

Relevant academic research and scientific papers

Enantioselective Synthesis of the Dendrobatid Alkaloid (-)-Indolizidine 207A

An enantioselective synthesis of the Dendrobates alkaloid (-)-indolizidine 207A (1) is reported.The key intermediate in this synthesis is alcohol 6 (Scheme 1), prepared in four steps from geraniol with control of both relative and absolute configuration.

Selective Isomerization of Terminal Alkenes to (Z)-2-Alkenes Catalyzed by an Air-Stable Molybdenum(0) Complex

Positional and stereochemical selectivity in the isomerization of terminal alkenes to internal alkenes is observed using the cis-Mo(CO)4(PPh3)2 precatalyst. A p-toluenesulfonic acid (TsOH) cocatalyst is essential for catalyst activity. Various functionalized terminal alkenes have been converted to the corresponding 2-alkenes, generally favoring the Z isomer with selectivity as high as 8:1 Z:E at high conversion. Interrogation of the catalyst initiation mechanism by 31P NMR reveals that cis-Mo(CO)4(PPh3)2 reacts with TsOH at elevated temperatures to yield a phosphine-ligated Mo hydride (MoH) species. Catalysis may proceed via 2,1-insertion of a terminal alkene into a MoH group and stereoselective β-hydride elimination to yield the (Z)-2-alkene.

Rhodium-Catalyzed Selective Partial Hydrogenation of Alkynes

The cationic rhodium complex [Rh(PcPr3)2(η6-PhF)]+[B{3,5-(CF3)2C6H3}4]- (PcPr3 = triscyclopropylphosphine, PhF = fluorobenzene) was used as a catalyst for the hydrogenation of the charge-tagged alkyne [Ph3P(CH2)4C2H]+[PF6]-. Pressurized sample infusion electrospray ionization mass spectrometry (PSI-ESI-MS) was used to monitor reaction progress. Experiments revealed that the reaction is first order in catalyst and first order in hydrogen, so under conditions of excess hydrogen the reaction is pseudo-zero order. Alkyne hydrogenation was 40 times faster than alkene hydrogenation. The turnover-limiting step is proposed to be oxidative addition of hydrogen to the alkyne (or alkene)-bound complex. Addition of triethylamine caused a dramatic reduction in rate, suggesting a deprotonation pathway was not operative. (Graph Presented).

Ionic and organometallic reductions with N-Heterocyclic carbene boranes

Surgical reduction: N-Heterocyclic carbene-borane complexes such as depicted are neutral, organic soluble analogues of borohydride anions with a weak hydridic character, compatible with organometallic catalysis. They are applicable for surgical reductions in complex, multifunctional molecules.