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Methyltriphenylphosphonium methylcarbonate, also known as Perosa-Selva-Noè vinylation reagent, is a green reagent for performing halide and base-free Wittig reaction. It is characterized by its ability to facilitate the conversion of aldehydes and ketones into alkenes without the need for halide or base, making it a more environmentally friendly alternative to traditional Wittig reagents. It can be prepared by reacting triphenylphosphine with dimethylcarbonate.

1067966-63-5

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1067966-63-5 Usage

Uses

Used in Organic Synthesis:
Methyltriphenylphosphonium methylcarbonate is used as a vinylation reagent for the conversion of aldehydes and ketones into alkenes. It provides a greener alternative to traditional Wittig reagents, reducing the environmental impact of organic synthesis processes.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, methyltriphenylphosphonium methylcarbonate is used as a key reagent in the synthesis of various pharmaceutical compounds. Its ability to perform halide and base-free Wittig reactions allows for the efficient production of complex organic molecules with potential therapeutic applications.
Used in Material Science:
Methyltriphenylphosphonium methylcarbonate is also utilized in material science for the synthesis of advanced materials, such as polymers and organic semiconductors. Its green chemistry properties make it a preferred choice for the development of sustainable materials with potential applications in various industries.

Check Digit Verification of cas no

The CAS Registry Mumber 1067966-63-5 includes 10 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 7 digits, 1,0,6,7,9,6 and 6 respectively; the second part has 2 digits, 6 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 1067966-63:
(9*1)+(8*0)+(7*6)+(6*7)+(5*9)+(4*6)+(3*6)+(2*6)+(1*3)=195
195 % 10 = 5
So 1067966-63-5 is a valid CAS Registry Number.

1067966-63-5 Well-known Company Product Price

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  • Aldrich

  • (809551)  Methyltriphenylphosphonium methylcarbonate  

  • 1067966-63-5

  • 809551-5G

  • 2,779.92CNY

  • Detail

1067966-63-5Downstream Products

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.

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