Methyl 4-(diethoxyphosphorylmethyl)benzoate

Base Information

• Chemical Name: Methyl 4-(diethoxyphosphorylmethyl)benzoate
• CAS No.: 14295-52-4
• Molecular Formula: C13H19O5P
• Molecular Weight: 286.265
• DSSTox Substance ID: DTXSID30449367
• Nikkaji Number: J1.206.271K
• Wikidata: Q82268800
• Mol file: 14295-52-4.mol

Synonyms:14295-52-4;Methyl 4-(diethoxyphosphorylmethyl)benzoate;4-(diethoxy-phosphorylmethyl)-benzoic acid methyl ester;Benzoic acid, 4-[(diethoxyphosphinyl)methyl]-, methyl ester;methyl 4-[(diethoxyphosphoryl)methyl]benzoate;methyl 4-((diethoxyphosphoryl)methyl)benzoate;4-(diethoxyphosphorylmethyl)-benzoic acid methyl ester;SCHEMBL73418;DTXSID30449367;YTYPSGYDIRZUOQ-UHFFFAOYSA-N;Methyl p-Diethylphosphonomethylbenzoate;AS-70810;diethyl 4-methoxycarbonyl-benzylphosphonate;diethyl 4-(methoxycarbonyl)benzylphosphonate;CS-0128145;methyl 4-(diethoxyphosphorylmethyl)-benzoate;Methyl p-[(diethoxyphosphoryl)methyl]benzoate;A12046;EN300-7440861;4-methoxycarbonylbenzylphosphonic acid diethyl ester;A1-11195

Chemical Property of Methyl 4-(diethoxyphosphorylmethyl)benzoate

Chemical Property:

• Boiling Point: 137-138.5 °C(Press: 0.15 Torr)
• PSA: 71.64000
• Density: 1.1751 g/cm3
• LogP: 3.23930
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 286.09701070
• Heavy Atom Count: 19
• Complexity: 313

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOP(=O)(CC1=CC=C(C=C1)C(=O)OC)OCC

Technology Process of Methyl 4-(diethoxyphosphorylmethyl)benzoate

There total 8 articles about Methyl 4-(diethoxyphosphorylmethyl)benzoate 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: 97.0%

Methyl 4-(bromomethyl)benzoate (2417-72-3) + triethyl phosphite (122-52-1) → 4-(diethyoxyphosphorylmethyl)benzoic acid methyl ester (14295-52-4)

Guidance literature:

at 160 ℃; for 2h;

Reference yield: 94.0%

triethyl phosphate (78-40-0) + Methyl 4-(bromomethyl)benzoate (2417-72-3) → 4-(diethyoxyphosphorylmethyl)benzoic acid methyl ester (14295-52-4)

Guidance literature:

In toluene; for 28h; Heating / reflux;

Reference yield: 94.0%

Methyl 4-(bromomethyl)benzoate (2417-72-3) + phosphonic acid diethyl ester (762-04-9) → 4-(diethyoxyphosphorylmethyl)benzoic acid methyl ester (14295-52-4)

Guidance literature:

phosphonic acid diethyl ester; With sodium hydride; In N,N-dimethyl-formamide; for 0.5h; Cooling with ice; Inert atmosphere;

Methyl 4-(bromomethyl)benzoate; In N,N-dimethyl-formamide; at 20 ℃; for 8.5h; Inert atmosphere;

DOI:10.1021/acs.joc.7b03148

upstream raw materials:

Methyl 4-(bromomethyl)benzoate

triethyl phosphite

triethyl phosphate

1-methyl-pyrrolidin-2-one

Downstream raw materials:

(E)-methyl 4-styrylbenzoate

(4-{(1E,3E)-4-[4-(dimethylamino)phenyl]-buta-1,3-dienyl}phenyl)methanol

C₂₀H₂₀ClNO₂

C₃₉H₄₈O₆