2-Diethoxyphosphorylbut-1-ene

Base Information

• Chemical Name: 2-Diethoxyphosphorylbut-1-ene
• CAS No.: 42329-48-6
• Molecular Formula: C₈H₁₇O₃P
• Molecular Weight: 192.195
• Hs Code.: 2931900090
• DSSTox Substance ID: DTXSID30474316
• Nikkaji Number: J3.221.993D
• Wikidata: Q82304252
• Mol file: 42329-48-6.mol

Synonyms:2-diethoxyphosphorylbut-1-ene;42329-48-6;2-DIETHYLPHOSPHONOBUT-1-ENE;SCHEMBL25291415;DTXSID30474316;Diethyl (1-ethylvinyl)phosphonate;MFCD08063236;AKOS006283999

Chemical Property of 2-Diethoxyphosphorylbut-1-ene

Chemical Property:

• Boiling Point: 50-52 °C(Press: 0.1 Torr)
• PSA: 45.34000
• Density: 0.999±0.06 g/cm3(Predicted)
• LogP: 3.17620
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 192.09153140
• Heavy Atom Count: 12
• Complexity: 179

Purity/Quality:

97% ^*data from raw suppliers

DIETHYL-1-ETHYLVINYL PHOSPHONATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 2-Diethoxyphosphorylbut-1-ene

There total 11 articles about 2-Diethoxyphosphorylbut-1-ene 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: 65.0%

nitromethane (75-52-5) + propionaldehyde (123-38-6) + triethyl phosphite (122-52-1) → diethyl 1-(1-ethyl)ethenylphosphonate (42329-48-6)

Guidance literature:

With 5-hydroxypentylammonium acetate; at 20 ℃; for 3h;

DOI:10.1055/s-0032-1317965

Reference yield: 59.0%

diethyl (1-oxopropyl)phosphonate (1523-68-8) + Methylenetriphenylphosphorane (19493-09-5) → diethyl 1-(1-ethyl)ethenylphosphonate (42329-48-6)

Guidance literature:

In benzene; for 4h; Ambient temperature;

DOI:10.1246/bcsj.53.1625

Reference yield: 44.0%

potassium ethyltrifluoroboranuide + α-bromovinylphosphonic acid diethyl ester (38318-52-4) → diethyl 1-(1-ethyl)ethenylphosphonate (42329-48-6)

Guidance literature:

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; In water; toluene; at 60 ℃; Schlenk technique; Inert atmosphere;

DOI:10.1039/c7ob02267k

upstream raw materials:

1-nitrobut-1-ene

triethyl phosphite

diethyl (1-oxopropyl)phosphonate

Methylenetriphenylphosphorane