Butanoic acid, 2-(diethoxyphosphinyl)-3-oxo-, ethyl ester

Base Information

• Chemical Name: Butanoic acid, 2-(diethoxyphosphinyl)-3-oxo-, ethyl ester
• CAS No.: 3730-54-9
• Molecular Formula: C10H19O6P
• Molecular Weight: 266.231
• Hs Code.: 2931900090
• DSSTox Substance ID: DTXSID60958432
• Nikkaji Number: J55.481B
• Mol file: 3730-54-9.mol

Synonyms:3730-54-9;Shell SD-2580;Butanoic acid, 2-(diethoxyphosphinyl)-3-oxo-, ethyl ester;ethyl 2-diethoxyphosphoryl-3-oxobutanoate;SD 2580;ENT 25,623;BRN 1794571;AI3-25623;Ethyl-2-(diethoxyphosphinyl)-3-oxobutanoate;Acetoacetic acid, 2-phosphono-, triethyl ester;BUTANOIC ACID, 2-((DIETHOXYPHOSPHINYL)OXY)-3-OXO-, ETHYL ESTER;4-04-00-03657 (Beilstein Handbook Reference);Butanoic acid,;DTXSID60958432;SD-2580;LS-46226;ETHYL 2-(DIETHOXYPHOSPHORYL)-3-OXOBUTANOATE

Chemical Property of Butanoic acid, 2-(diethoxyphosphinyl)-3-oxo-, ethyl ester

Chemical Property:

• Vapor Pressure: 7.15E-05mmHg at 25°C
• Boiling Point: 343.2°C at 760 mmHg
• Flash Point: 175.1°C
• PSA: 88.71000
• Density: 1.15g/cm³
• LogP: 1.77320
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 9
• Exact Mass: 266.09192532
• Heavy Atom Count: 17
• Complexity: 304

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s): A poison by ingestion.
• Hazard Codes: A poison by ingestion.

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(C(=O)C)P(=O)(OCC)OCC
• Uses: Agricultural chemical.

Technology Process of Butanoic acid, 2-(diethoxyphosphinyl)-3-oxo-, ethyl ester

There total 9 articles about Butanoic acid, 2-(diethoxyphosphinyl)-3-oxo-, ethyl 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: 88.0%

ethyl acetoacetate (141-97-9) + triethyl phosphite (122-52-1) → diethyl (1-acetyl-1-ethoxycarbonylmethyl)phosphonate (3730-54-9)

Guidance literature:

With dilauryl peroxide; acetic acid; copper(I) bromide; at 110 ℃;

Reference yield: 75.0%

diethyl phosphorylchloridite (589-57-1) + ethyl acetoacetate (141-97-9) → diethyl (1-acetyl-1-ethoxycarbonylmethyl)phosphonate (3730-54-9)

Guidance literature:

ethyl acetoacetate; With sodium; In diethyl ether;

diethyl phosphorylchloridite; In diethyl ether; at 20 ℃; for 2h;

Reference yield:

diethoxyphosphoryl-acetic acid ethyl ester (867-13-0) + acetyl chloride (75-36-5) → diethyl (1-acetyl-1-ethoxycarbonylmethyl)phosphonate (3730-54-9) + diethyl (1,1-diacetyl-1-ethoxycarbonylmethyl)phosphonate

Guidance literature:

diethoxyphosphoryl-acetic acid ethyl ester; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 ℃;

acetyl chloride; In diethyl ether; mineral oil; at 0 - 24 ℃; for 24h;

DOI:10.1016/j.mencom.2021.03.033

upstream raw materials:

ethyl 2-bromoacetoacetate

triethyl phosphite

acetyl chloride

diethoxyphosphoryl-acetic acid ethyl ester

Downstream raw materials:

Diethyl (2-oxopropyl)phosphonate

diethyl (1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)phosphonate

diethyl (5-hydroxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)phosphonate

Refernces

• 1、 -. "Method for preparing 2-phosphonic acid ester base-1, 3-dicarbonyl derivative". Paragraph 0041. . Retrieved 2016/10/10.
• 2、 Vizer,Erzhanov,Manchuk. "Synthesis of phosphorylated acetylenic oxo amino acid derivatives". . p. 1072 - 1074. Retrieved 2007/10/03.