Pentylphosphonic acid diethyl ester

Base Information

• Chemical Name: Pentylphosphonic acid diethyl ester
• CAS No.: 1186-17-0
• Molecular Formula: C9H21O3P
• Molecular Weight: 208.23500
• Hs Code.: 2931900090
• Mol file: 1186-17-0.mol

Synonyms:diethyl pentylphosphonate;Pentyl-phosphonsaeure-diaethylester;Phosphonic acid,pentyl-,diethyl ester;Diethyl-pentylphosphonat;pentyl-phosphonic acid diethyl ester;diethyl n-pentylphosphonate;

Chemical Property of Pentylphosphonic acid diethyl ester

Chemical Property:

• PSA: 45.34000
• LogP: 3.44270

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Pentylphosphonic acid diethyl ester

There total 2 articles about Pentylphosphonic acid 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: 30.0%

diethyl chloromethylphosphonate (3167-63-3) + tributyl borane (122-56-5) + benzoyl chloride (98-88-4) → diethyl pentylphosphonate (1186-17-0) + diethyl 1-benzoylpentylphosphonate (1149803-68-8) + benzoic acid 2-(diethoxy-phosphoryl)-phenyl-hex-1-enyl ester

Guidance literature:

diethyl chloromethylphosphonate; With n-butyllithium; In tetrahydrofuran; at -90 ℃; Inert atmosphere;

tributyl borane; In tetrahydrofuran; diethyl ether; at -90 - 20 ℃; Inert atmosphere;

benzoyl chloride; Further stages;

DOI:10.1021/jo900300c

Reference yield:

1-Bromopentane (110-53-2) + triethyl phosphite (122-52-1) → ethylphosphonic acid diethyl ester (78-38-6) + diethyl pentylphosphonate (1186-17-0)

Guidance literature:

In neat (no solvent); at 260 ℃; for 0.0166667h; under 25858.1 Torr; Temperature; Flow reactor;

DOI:10.1021/acs.oprd.1c00472

Reference yield:

diethyl pentylphosphonate (1186-17-0) + 4-(4-nitrophenoxy)butanoic acid (28341-54-0) → pentyl-phosphonic acid ethyl ester-(4-nitro-phenyl ester) (3015-75-6)

Guidance literature:

With phosphorus pentachloride; toluene;

DOI:10.1021/ja01511a025

upstream raw materials:

diethyl chloromethylphosphonate

tributyl borane

benzoyl chloride

1-Bromopentane

Downstream raw materials:

pentyl-phosphonic acid ethyl ester-(4-nitro-phenyl ester)

Refernces

• 1、 Antczak, Monika I.,Montchamp, Jean-Luc. "Reactions of α-boranophosphorus compounds with electrophiles: Alkylation, acylation, and other reactions". supporting information; experimental part. p. 3758 - 3766. Retrieved 2009/11/30.