Diethyl 2-diethoxyphosphorylpentanedioate

Base Information

• Chemical Name: Diethyl 2-diethoxyphosphorylpentanedioate
• CAS No.: 66324-59-2
• Molecular Formula: C13H25 O7 P
• Molecular Weight: 324.3072
• NSC Number: 133829
• DSSTox Substance ID: DTXSID70299949
• Nikkaji Number: J1.093.129K
• Mol file: 66324-59-2.mol

Synonyms:66324-59-2;diethyl 2-diethoxyphosphorylpentanedioate;NSC133829;Pentanedioic acid, 2-(diethoxyphosphinyl)-, diethyl ester;SCHEMBL11346348;DTXSID70299949;NSC-133829

Chemical Property of Diethyl 2-diethoxyphosphorylpentanedioate

Chemical Property:

• Vapor Pressure: 1.18E-06mmHg at 25°C
• Boiling Point: 401.5°C at 760 mmHg
• Flash Point: 210.1°C
• Density: 1.128g/cm³
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 13
• Exact Mass: 324.13379013
• Heavy Atom Count: 21
• Complexity: 360

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CCC(C(=O)OCC)P(=O)(OCC)OCC

Technology Process of Diethyl 2-diethoxyphosphorylpentanedioate

There total 4 articles about Diethyl 2-diethoxyphosphorylpentanedioate 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: 90.3%

(E)-diethyl glutaconate (73178-43-5) + triethyl phosphite (122-52-1) → α-diethylphosphonoglutaric acid diethyl ester (66324-59-2)

Guidance literature:

With acetic acid; at 90 - 100 ℃; for 2h;

Reference yield: 56.0%

diethoxyphosphoryl-acetic acid ethyl ester (867-13-0) + ethyl acrylate (140-88-5,9003-32-1) → α-diethylphosphonoglutaric acid diethyl ester (66324-59-2)

Guidance literature:

With potassium carbonate; In benzene; at 70 - 80 ℃; for 4h;

Reference yield:

diethyl 2-bromoglutarate (7209-00-9) + triethyl phosphite (122-52-1) → α-diethylphosphonoglutaric acid diethyl ester (66324-59-2)

Guidance literature:

at 150 - 160 ℃;

DOI:10.1246/bcsj.42.250

upstream raw materials:

diethyl 2-bromoglutarate

triethyl phosphite

diethyl phosphorylchloridite

Diethyl glutarate

Downstream raw materials:

α-Benzyliden-glutarsaeurediaethylester

α-(p-Tolyloxy-ethyliden)-glutarsaeurediethylester

Refernces

• 1、 Tarasenko,Mukhaiimana, Prote,Tsvetkov,Lukashev,Beletskaya. "Michael Addition of Phosphorylated CH Acids under Conditions of Phase-Transfer Catalysis". . p. 52 - 58. Retrieved 2007/10/03.