13544-84-8

Basic information

• Product Name: (2,5-Dimethylbenzyl)(triphenyl)phosphorane
• Synonyms: (2,5-Dimethylbenzyl)(triphenyl)phosphorane
• CAS NO: 13544-84-8
• Molecular Formula: C27H26 P . Cl
• Molecular Weight: 0
• Mol File: 13544-84-8.mol
• Article Data: 2

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: g/cm³
• CAS DataBase Reference: (2,5-Dimethylbenzyl)(triphenyl)phosphorane(CAS DataBase Reference)
• NIST Chemistry Reference: (2,5-Dimethylbenzyl)(triphenyl)phosphorane(13544-84-8)
• EPA Substance Registry System: (2,5-Dimethylbenzyl)(triphenyl)phosphorane(13544-84-8)

Safety Data

• Hazardous Substances Data: 13544-84-8(Hazardous Substances Data)

Usage

General Description

(2,5-Dimethylbenzyl)(triphenyl)phosphorane is a chemical compound with the molecular formula C23H21P. It is a phosphorane, which is a type of organophosphorus compound. This particular phosphorane has a 2,5-dimethylbenzyl group and a triphenylphosphine group attached to the phosphorous atom. Phosphoranes are known for their use as reagents in organic synthesis, particularly in the formation of carbon-carbon bonds. The specific properties and applications of (2,5-Dimethylbenzyl)(triphenyl)phosphorane would depend on its specific reactivity and chemical behavior.

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 articles and documents

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.