Diethyl (2-cyclohexylideneethenyl)phosphonate

Base Information

• Chemical Name: Diethyl (2-cyclohexylideneethenyl)phosphonate
• CAS No.: 3356-29-4
• Molecular Formula: C12H21O3P
• Molecular Weight: 244.271
• DSSTox Substance ID: DTXSID80499615
• Nikkaji Number: J2.886.949E
• Mol file: 3356-29-4.mol

Synonyms:3356-29-4;Diethyl (2-cyclohexylideneethenyl)phosphonate;DTXSID80499615

Chemical Property of Diethyl (2-cyclohexylideneethenyl)phosphonate

Chemical Property:

• PSA: 45.34000
• LogP: 4.25560
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 244.12283153
• Heavy Atom Count: 16
• Complexity: 298

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOP(=O)(C=C=C1CCCCC1)OCC

Technology Process of Diethyl (2-cyclohexylideneethenyl)phosphonate

There total 4 articles about Diethyl (2-cyclohexylideneethenyl)phosphonate 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%

1-acetoxy-1-ethynyl cyclohexane (5240-32-4) + phosphonic acid diethyl ester (762-04-9) → diethyl (2-cyclohexylidenevinyl)phosphonate (3356-29-4)

Guidance literature:

With copper(l) iodide; N,N,N,N,-tetramethylethylenediamine; N-ethyl-N,N-diisopropylamine; In ethanol; at 0 ℃; for 24h; Inert atmosphere; Schlenk technique;

DOI:10.1039/c6cc02563c

Reference yield: 87.0%

diethyl phosphorylchloridite (589-57-1) + 1-Ethynylcyclohexan-1-ol (78-27-3) → diethyl (2-cyclohexylidenevinyl)phosphonate (3356-29-4)

Guidance literature:

With triethylamine; In dichloromethane;

DOI:10.1016/S0040-4039(01)92451-7

Reference yield: 80.0%

1-ethynyl-1-chlorocyclohexane (6209-75-2) + phosphonic acid diethyl ester (762-04-9) → diethyl (2-cyclohexylidenevinyl)phosphonate (3356-29-4)

Guidance literature:

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; triethylamine; bis[2-(diphenylphosphino)phenyl] ether; In tetrahydrofuran; at 68 ℃; for 1.5h; Inert atmosphere;

DOI:10.1021/ol102121j

upstream raw materials:

diethyl phosphorylchloridite

1-Ethynylcyclohexan-1-ol

1-ethynyl-1-chlorocyclohexane

phosphonic acid diethyl ester

Downstream raw materials:

2-ethoxy-5,5-pentamethylene-4-(phenylseleno)-1,2-oxaphosphol-3-ene 2-oxide

C₂₁H₄₈N₂O₃P₂Si₃

4-(4-Chloro-phenylselanyl)-2-propoxy-1-oxa-2-phospha-spiro[4.5]dec-3-ene 2-oxide

4-(4-Chloro-phenylselanyl)-2-isopropoxy-1-oxa-2-phospha-spiro[4.5]dec-3-ene 2-oxide