Ethyl 2-(bis(o-tolyloxy)phosphoryl)propanoate

Base Information

• Chemical Name: Ethyl 2-(bis(o-tolyloxy)phosphoryl)propanoate
• CAS No.: 163119-24-2
• Molecular Formula: C19H23O5P
• Molecular Weight: 362.362
• DSSTox Substance ID: DTXSID10442912
• Nikkaji Number: J1.064.799A
• Mol file: 163119-24-2.mol

Synonyms:ethyl 2-(bis(o-tolyloxy)phosphoryl)propanoate;163119-24-2;DTXSID10442912;Propanoic acid, 2-[bis(2-methylphenoxy)phosphinyl]-, ethyl ester;2-[Bis(2-methylphenoxy)phosphinyl]propionic acid ethyl ester

Chemical Property of Ethyl 2-(bis(o-tolyloxy)phosphoryl)propanoate

Chemical Property:

• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 362.12831083
• Heavy Atom Count: 25
• Complexity: 452

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(C)P(=O)(OC1=CC=CC=C1C)OC2=CC=CC=C2C

Technology Process of Ethyl 2-(bis(o-tolyloxy)phosphoryl)propanoate

There total 4 articles about Ethyl 2-(bis(o-tolyloxy)phosphoryl)propanoate 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: 60.0%

ortho-cresol (95-48-7,77504-84-8) + 1-ethoxycarbonylethylphosphonyl dichloride (107905-58-8) → ethyl 2-((bis(o-tolyloxy))phosphoryl)propanoate (163119-24-2)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃;

DOI:10.1016/j.tetasy.2007.03.019

Reference yield:

ethyl 2-diethoxyphosphorylpropionate (3699-66-9) → ethyl 2-((bis(o-tolyloxy))phosphoryl)propanoate (163119-24-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 67 percent / PCl₅ / 14 h / 75 - 80 °C

2: 60 percent / NEt₃ / CH₂Cl₂ / 0 - 20 °C

With phosphorus pentachloride; triethylamine; In dichloromethane;

DOI:10.1016/j.tetasy.2007.03.019

Reference yield:

Ethyl 2-bromopropionate (535-11-5,41978-69-2) → ethyl 2-((bis(o-tolyloxy))phosphoryl)propanoate (163119-24-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 60 percent / 2 h / 160 °C

2: 67 percent / PCl₅ / 14 h / 75 - 80 °C

3: 60 percent / NEt₃ / CH₂Cl₂ / 0 - 20 °C

With phosphorus pentachloride; triethylamine; In dichloromethane; 1: Arbuzov reaction;

DOI:10.1016/j.tetasy.2007.03.019

upstream raw materials:

ethyl di-O-tolylphosphonoacetate

methyl iodide

ortho-cresol

1-ethoxycarbonylethylphosphonyl dichloride

Downstream raw materials:

ethyl (E)-2-methyl-3-phenyl-2-propenoate

ethyl c-α–methylcinnamate

cyclohexyl-3 methyl-2 propene-2 oate d'ethyle

(Z)-(S)-4-Benzyloxymethyl-2-methyl-hex-2-enoic acid ethyl ester