Dichloromethylenetriphenylphosphorane

Base Information

• Chemical Name: Dichloromethylenetriphenylphosphorane
• CAS No.: 6779-08-4
• Molecular Formula: C19H15Cl2P
• Molecular Weight: 345.208
• Hs Code.: 2931900090
• Mol file: 6779-08-4.mol

Synonyms:(Dichloromethylene)triphenylphosphorane;

Chemical Property of Dichloromethylenetriphenylphosphorane

Chemical Property:

• Boiling Point: 472.3 °C at 760 mmHg
• Flash Point: 239.439 °C
• PSA: 9.81000
• Density: 1.272 g/cm³
• LogP: 4.54550

Purity/Quality:

98%Min ^*data from raw suppliers

DICHLOROMETHYLENETRIPHENYLPHOSPHORANE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Dichloromethylenetriphenylphosphorane

There total 5 articles about Dichloromethylenetriphenylphosphorane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 65.0%

tungsten hexacarbonyl (14040-11-0) → bis(triphenylphosphine)tungsten tricarbonyl dichloride (18130-04-6) + triphenylphosphonium dichloromethylide (6779-08-4)

Guidance literature:

With tetrachloromethane; triphenylphosphine; In tetrachloromethane; cyclohexane; Irradiation (UV/VIS); under Ar, in a glass reactor with a quartz window, irradn. with a mercury lamp for 2 h; pptn. filtered off, washed with C6H12, CCl4 and CH3CN, dried in vac.; elem. anal.;

DOI:10.1016/S0020-1693(00)83962-6

Reference yield:

triphenylphosphine tungsten pentacarbonyl (15444-65-2) → tungsten hexacarbonyl (14040-11-0) + bis(triphenylphosphine)tungsten tricarbonyl dichloride (18130-04-6) + triphenylphosphonium dichloromethylide (6779-08-4)

Guidance literature:

With tetrachloromethane; In cyclohexane; Irradiation (UV/VIS); small amounts of Cl2CPPh3;

DOI:10.1016/S0020-1693(00)83962-6

Reference yield:

chloroform (67-66-3,8013-54-5) + triphenylphosphine (603-35-0) → triphenylphosphonium dichloromethylide (6779-08-4)

Guidance literature:

With potassium tert-butylate; In hexane; at 0 ℃; for 0.5h;

upstream raw materials:

tetrachloromethane

triphenylphosphine

chloroform

Bromotrichloromethane

Downstream raw materials:

p-dimethylamino phenyl-2 dichloro-1,1 ethylene

[2-(2,2-Dichloro-1-phenyl-vinyl)-phenyl]-phenyl-methanone

C₁₃⁽¹³⁾CH₁₆Cl₂

1-(2,2-dichlorovinyl)-2-nitrobenzene

Refernces

• 1、 Okada, Yoshiji,Kuroboshi, Manabu,Ishihara, Takashi. "Facile Transformation of 1-Substituted F-1-Alkenyl Phosphates into Polyfluorinated 1,3-Dienes by Use of Phosphonium Ylides". . p. 435 - 438. Retrieved 1988.
• 2、 Fang, Yuan-Qing,Lautens, Mark. "A highly selective tandem cross-coupling of gem-dihaloolefins for a modular, efficient synthesis of highly functionalized indoles". . p. 538 - 549. Retrieved 2008/09/17.
• 3、 Aleandri, Lorraine E.,Becke, Sigurd,Bogdanovic, Borislav,Jones, Deborah J.,Roziere, Jacques. "x - a highly reactive titanium hydride and an active species in the McMurry reaction". . p. 97 - 112. Retrieved 2007/10/02.