19909-85-4

Usage

Type of compound

Substituted phosphine ligand

Application

Organometallic and coordination chemistry

Function

Binds to metal ions to form stable complexes

Structure

Benzene ring with a methoxy group and two chlorine atoms attached to a phosphorus atom

Versatility

Useful in chemical synthesis and catalysis

Industrial uses

Production of pharmaceuticals, agrochemicals, and other applications

Coordination ability

Strong

Stability

High

Importance

Building block for various chemical reactions and processes

Upstream product

• 2097-72-5 bis(p-anisyl)mercury 
• 93296-09-4 4-methoxyphenylzinc chloride 
• 100-66-3 methoxybenzene 

Downstream Products

• 19909-83-2 p-Methoxy-phenyl-phosphonigsaeure-dimethylester 
• 143236-87-7 (4S,5R)-2-(4-methoxyphenyl)-3,4-dimethyl-5-phenyl-1,3,2-oxaphospholane 
• 86153-21-1 4-Methoxy-phenyldibromphosphan 
• 172422-36-5 C₁₁H₁₁F₆O₃P 
• 3762-33-2 diethyl (p-methoxyphenyl)phosphonate 
• 79995-25-8 (p-methoxyphenyl)bis(o-methoxyphenyl)phosphane 
• 515811-37-7 (S)-4-(4-methoxyphenyl)-4,5-dihydro-3H-dinaphtho[2,1-c;1',2'-e]phosphepine 
• 95608-79-0 (C₆H₄(OCH₃))Cl₂PMn(C₅H₅)(CO)2 
• 97913-32-1 (dichloro-(p-methoxyphenyl)-phosphane)tetracarbonyliron 
• 1056473-75-6 N,N'-dibenzyl-N,N'-dimethyl-P-(4-methoxyphenyl)phosphonic diamide 
• 1122103-05-2 diphenyl 4-methoxyphenylphosphonite 

Relevant academic research and scientific papers

Hydrogen/Halogen Exchange of Phosphines for the Rapid Formation of Cyclopolyphosphines

The hydrogen/halogen exchange of phosphines has been exploited to establish a truly useable substrate scope and straightforward methodology for the formation of cyclopolyphosphines. Starting from a single dichlorophosphine, a sacrificial proton "donor phosphine"makes the rapid, mild synthesis of cyclopolyphosphines possible: reactions are complete within 10 min at room temperature. Novel (aryl)cyclopentaphosphines (ArP)5 have been formed in good conversion, with the crystal structures presented. The use of catalytic quantities of iron(III) acetylacetonate provides significant improvements in conversion in the context of diphosphine (Ar2P)2 and alkyl-substituted cyclotetra- or cyclopentaphosphine ((AlkylP)n, where n = 4 or 5) formation. Both iron-free and iron-mediated reactions show high levels of selectivity for one specific ring size. Finally, investigations into the reactivity of Fe(acac)3 suggest that the iron species is acting as a sink for the hydrochloric acid byproduct of the reaction.

The Formation of P-C Bonds Utilizing Organozinc Reagents for the Synthesis of Aryl- A nd Heteroaryl-Dichlorophosphines

Aryl- A nd heteroaryl-dichlorophosphines are mildly and selectively made in a one-pot synthesis in moderate to good yields starting from the respective aryl bromides or five-membered heterocycles, following lithiation with nBuLi, transmetalation with ZnCl

A direct and new convenient oxidation: Synthesis of substituted arylphosphonates from aromatics

An easy synthesis of aryl phosphonates by oxidation from aryldichlorophosphines with iodine in good yields is described. Aryldichlorophosphines are obtained by reaction of phosphorous trichloride with some aromatics in presence of various Lewis acids. BiCl3 and Bi(OTf)3 are used for the first time and bismuth trichloride is, for the first time in the case of anisole or thioanisole phosphonylation, used as a true regenerable Lewis acid catalyst in a reaction of direct phosphonylation of aromatics.

The kinetics and mechanism of the reaction of tricoordinate phosphorus compounds with sulfenate esters

The kinetics and mechanism of the reaction of tricoordinate phosphorus compounds, ArnP(OCH2CF3)3-n with arylsulfenate esters, ArSOCH2CF3, are reported. Product analysis, kinetic order, activation parameters, Hammett data and solvent effects are the criteria used to elucidate the two step mechanism involving arylthiophosphoranes as intermediates.

SYNTHESIS OF PHOSPHONIC DICHLORIDES AND CORRELATION OF THEIR P-31 CHEMICAL SHIFTS

Various mono-substituted diethyl arylphosphonates were prepared in good yield by treatment of aryl bromides or iodides with triethyl phosphite in the presence of NiCl2 or alternatively, addition of the aryl grignard reagent to diethyl phosphorochloridate.

Preparation of substituted phenyl phosphonous dichlorides

Alkoxy and alkylthio substituted phenyl phosphonous dichlorides are prepared by a process employing stannic chloride, titanium tetrachloride or mixtures thereof as catalyst.