Bis(diethoxyphosphoryl)acetylene

Base Information

• Chemical Name: Bis(diethoxyphosphoryl)acetylene
• CAS No.: 4851-53-0
• Molecular Formula: C₁₀H₂₀O₆P₂
• Molecular Weight: 298.213
• DSSTox Substance ID: DTXSID10505738
• Nikkaji Number: J364.534G
• Wikidata: Q82361032
• Mol file: 4851-53-0.mol

Synonyms:bis(diethoxyphosphoryl)acetylene;4851-53-0;1,2-bis(diethoxyphosphoryl)ethyne;BIS(DIETHOXYPHOSPHORYL)ACETYLENE,99%;SCHEMBL5033275;tetraethyl acetylenediphosphonate;DTXSID10505738;Tetraethyl ethyne-1,2-diylbis(phosphonate);CS-0108198;diethyl [2-(diethoxyphosphoryl)ethynyl]phosphonate

Chemical Property of Bis(diethoxyphosphoryl)acetylene

Chemical Property:

• Boiling Point: 181.5-182.5(2.5mm)
• Density: 1.12
• Sensitive.: moisture sensitive
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 298.07351235
• Heavy Atom Count: 18
• Complexity: 340

Purity/Quality:

98% ^*data from raw suppliers

BIS(DIETHOXYPHOSPHORYL)ACETYLENE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOP(=O)(C#CP(=O)(OCC)OCC)OCC

Technology Process of Bis(diethoxyphosphoryl)acetylene

There total 5 articles about Bis(diethoxyphosphoryl)acetylene 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: 86.0%

chloroethynyl-phosphonic acid diethyl ester (4851-52-9) + triethyl phosphite (122-52-1) → tetraethyl ethynyldiphosphonate (4851-53-0)

Guidance literature:

at -15 - 40 ℃; for 3h;

DOI:10.1016/S0040-4039(01)90465-4

Reference yield:

diethyl ethynylphosphonate (4851-51-8) → tetraethyl ethynyldiphosphonate (4851-53-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 19.9 g / t-BuOCl, t-BuOK / 2-methyl-propan-2-ol / 4 h

2: 8.2 g

With tert-butylhypochlorite; potassium tert-butylate; In tert-butyl alcohol;

Reference yield:

1-trimethylsilyl-1'-diethoxy phosphono ethyne (24385-94-2) → tetraethyl ethynyldiphosphonate (4851-53-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 10percent Na₂CO₃ / H₂O

2: 19.9 g / t-BuOCl, t-BuOK / 2-methyl-propan-2-ol / 4 h

3: 8.2 g

With tert-butylhypochlorite; potassium tert-butylate; sodium carbonate; In water; tert-butyl alcohol;

upstream raw materials:

dichloroethyne

triethyl phosphite

chloroethynyl-phosphonic acid diethyl ester

diethyl ethynylphosphonate

Downstream raw materials:

phenylene-1,2-diphosphonic acid tetraethyl ester

tetraethyl ethylenebis(phosphonate)

Tetraethyl (Z)-ethene-1,2-diylbisphosphonate

Tetraethyl (E)-ethene-1,2-diylbisphosphonate

Refernces

• 1、 Kyba, Even P.,Rines, Steven P.,Owens, Philip W.,Chou, Shang-Shing P.. "A NOVEL SYNTHESIS OF 1,2-DIPHOSPSORYLBENZENES". . p. 1875 - 1878. Retrieved 2007/10/02.