13544-84-8

Usage

Uses

Used in Organic Synthesis:
(2,5-Dimethylbenzyl)(triphenyl)phosphorane is used as a reagent for the formation of carbon-carbon bonds in organic synthesis. Its specific reactivity and chemical behavior make it a valuable component in creating complex organic molecules and structures.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, (2,5-Dimethylbenzyl)(triphenyl)phosphorane is used as a synthetic intermediate for the development of various pharmaceutical compounds. Its ability to form carbon-carbon bonds aids in the synthesis of complex drug molecules, contributing to the discovery and production of new medications.
Used in Chemical Research:
(2,5-Dimethylbenzyl)(triphenyl)phosphorane is also utilized in chemical research as a tool to study the properties and reactions of phosphoranes. Understanding its reactivity can lead to advancements in the field of organophosphorus chemistry and the development of new synthetic methods and applications.

InChI:InChI=1/C27H26P/c1-22-18-19-23(2)24(20-22)21-28(25-12-6-3-7-13-25,26-14-8-4-9-15-26)27-16-10-5-11-17-27/h3-20H,21H2,1-2H3/q+1

Upstream product

• 824-45-3 2,5-dimethylbenzyl chloride 
• 603-35-0 triphenylphosphine 

Relevant academic research and scientific papers

Kinetic Study of the Substitution Reactions of Triphenylphosphine with Chlorobenzyl Chlorides, Dimethylbenzyl Chloride, and Methylbenzyl Bromides in Various Two-Phase Organic Solvent/Water Media

The kinetics of the substitution reactions of triphenylphosphine (TP) with chlorobenzyl chlorides (CBC), 2,5-dimethylbenzyl chloride (DMBC), and methylbenzyl bromides (MBB) in aprotic organic solvent was studied under the extraction by water. The effects of water, agitation, organic solvent, reactant, and temperature were investigated. These reactions take place via the SN2 mechanism and exhibit large and negative entropy of activation. The order of relative activity of solvents is CHCl3 > CH2Cl2 >> C6H6. In CHCl3, the order of relative reactivity of benzyl chloride (BC), benzyl bromide (BB), CBC, DMBC, and MBB toward reaction with TP is 2-MBB > 4-MBB > 3-MBB > BB > DMBC > BC > 2-CBC > 4-CBC > 3-CBC. These reactions produce quantitatively benzyltriphenylphosphonium salts, which are useful for synthesizing Z-form isomers of stilbenes via the two-phase Wittig reaction.

Paracyclophanes. Part 58 [1]. On the use of the stilbene-phenanthrene photocyclization in [2.2]paracyclophane chemistry

The application of the stilbene→phenanthrene photocyclization to [2.2]paracyclophane chemistry has been investigated. For the model system 4-styryl[2.2]paracyclophane (2) to [2.2]phenanthrenoparacyclophane (3) the reaction allows the introduction of alkyl substituants in the 6-, 7-, 8- and 9-position of the phenanthrene moiety. However, when the substituent in the 9-position (bay area of phenanthrene nucleus) becomes too large, viz. tert-butyl, no ring closure is observed anymore. The side products of the process (ring cleavage products of the cyclophane core such as 9 and 10) have been characterized for the first time. Extension of the condensed deck is possible leading to PAH-phanes as demonstrated by the preparation of the chrysenophanes 45 and 60; the cyclization to novel helicenophanes such as 50 also takes place without difficulties. In the case of 1,2-di(4-[2.2] paracyclophanyl)ethene (63) the triply-layered hydrocarbon 65 is produced on irradiation in small amounts.