1067966-63-5Relevant academic research and scientific papers
Viscosity, electrical conductivity, density and surface tension of methyltriphenylphosphonium carboxylate ionic liquids
Geng, Tao,Duan, Shengfu,Jiang, Yajie,Ju, Hongbin,Wang, Yakui
, p. 578 - 584 (2019)
In this paper, three new kinds of phosphonium-based room temperature ionic liquids (ILs) [Ph3PCH3][CH3(CH2)8COO] (MTPP-D), [Ph3PCH3][CH3(CH2)10CO
Methyltriphenylphosphonium Methylcarbonate, an All-In-One Wittig Vinylation Reagent
Cattelan, Lisa,Noè, Marco,Selva, Maurizio,Demitri, Nicola,Perosa, Alvise
, p. 3963 - 3966 (2015/12/17)
The methyltriphenylphosphonium methylcarbonate salt [Ph3PCH3][CH3OCO2], obtained directly by quaternarization of triphenylphosphine with dimethylcarbonate, is a latent ylide that promotes Wittig vinylation of aldehydes and ketones. Alkenes are obtained simply by mixing [Ph3PCH3][CH3OCO2] and the carbonyl and heating in a solvent (no base, no halides, and no inorganic byproducts). Deuterium exchange experiments and the particularly short anion-cation distance measured by XRD in [Ph3PCH3][CH3OCO2] allowed to explain the nature and reactivity of this species. Green chemistry metrics (atom economy, mass index, environmental factor) indicate that this vinylation procedure is more efficient than comparable ones. Deuterated [Ph3PCD3][CH3OCO2] promoted the synthesis of deuterated olefins. Add carbonyl and go! The Wittig reaction is widely applied, despite having shortcomings such as low atom economy (AE), the necessity to use solvents, and stoichiometric amounts of waste from generating the ylide. [Ph3PCH3][CH3OCO2] is a latent phosphorous ylide that promotes Wittig vinylation of aldehydes and ketones by simply heating with the carbonyl. No external base and no halides involved, and the protocol offers good AE, environmental factor, and mass index.
