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Merck
CN

809551

Methyltriphenylphosphonium methylcarbonate

别名:

Perosa-Selva-Noè Vinylation Reagent

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经验公式(希尔记法):
C21H21O3P
化学文摘社编号:
分子量:
352.36
MDL number:
UNSPSC Code:
12352108
PubChem Substance ID:
NACRES:
NA.22
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SMILES string

C[P+](C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3.[O-]C(OC)=O

InChI

1S/C19H18P.C2H4O3/c1-20(17-11-5-2-6-12-17,18-13-7-3-8-14-18)19-15-9-4-10-16-19;1-5-2(3)4/h2-16H,1H3;1H3,(H,3,4)/q+1;/p-1

InChI key

FALLFMKOBMQQNQ-UHFFFAOYSA-M

form

powder

reaction suitability

reaction type: C-C Bond Formation

mp

146-151 °C

functional group

phosphine

storage temp.

2-8°C

Quality Level

Application

[Ph3PCH3][CH3OCO2] 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 needed).

General description

Methyltriphenylphosphonium methylcarbonate, also known as Perosa-Selva-Noè vinylation reagent, is a green reagent for performing halide and base-free Wittig reaction. It can be prepared by reacting triphenylphosphine with dimethylcarbonate.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

法规信息

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分析证书(COA)

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Methyltriphenylphosphonium Methylcarbonate, an All-In-One Wittig Vinylation Reagent.
Cattelan L, et al.
ChemSusChem, 8(23), 3963-3966 (2015)

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