Phosphonic acid, [(1E)-2-phenylethenyl]-, diethyl ester

Base Information

• Chemical Name: Phosphonic acid, [(1E)-2-phenylethenyl]-, diethyl ester
• CAS No.: 20408-33-7
• Molecular Formula: C12H17O3P
• Molecular Weight: 240.239
• Mol file: 20408-33-7.mol

Synonyms:

Chemical Property of Phosphonic acid, [(1E)-2-phenylethenyl]-, diethyl ester

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Phosphonic acid, [(1E)-2-phenylethenyl]-, diethyl ester

There total 75 articles about Phosphonic acid, [(1E)-2-phenylethenyl]-, diethyl ester 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: 98.0%

Diethyl vinylphosphonate (682-30-4) + phenylboronic acid (98-80-6) → diethyl (E)-(2-phenylethenyl)phosphonate (20408-33-7)

Guidance literature:

With C₈H₂₀N₂O₂Pd*2C₂H₄O₂; In N,N-dimethyl-formamide; at 50 ℃; for 3h; regioselective reaction;

DOI:10.1016/j.tet.2013.04.084

Reference yield: 98.0%

iodobenzene (591-50-4) + Diethyl vinylphosphonate (682-30-4) → diethyl (E)-(2-phenylethenyl)phosphonate (20408-33-7)

Guidance literature:

With palladium diacetate; triethylamine; at 100 ℃; for 12h; also reactions with α-substituted vinylphosphonates, var. arylating agents (aryl iodides or aroyl chlorides); var. organic base as reagents, also sodium hydroxide or sodium carbonate as reagents (only in the case in aq. DMF);

Reference yield: 94.0%

diethyl (Z)-[1-(tributylstannyl)-2-phenylvinyl]phosphonate → diethyl (E)-(2-phenylethenyl)phosphonate (20408-33-7)

Guidance literature:

With bis(η3-allyl-μ-chloropalladium(II)); benzoyl chloride; triphenylphosphine; In tetrahydrofuran; at 60 ℃; Inert atmosphere;

DOI:10.1002/ejoc.200800418

upstream raw materials:

diethyl <(trimethylsilyl)methyl>phosphonate

benzaldehyde

Tetraethyl methylenediphosphonate

[(E)-2-bromoethenyl]benzene

Downstream raw materials:

diethyl 2-phenylethylphosphonate

(1,2-Dihydroxy-2-phenyl-ethyl)-phosphonic acid diethyl ester

diethyl (1S,2S)-1,2-dihydroxy-2-phenylethylphosphonate

diethyl (1R,2R)-1,2-dihydroxy-2-phenylethylphosphonate