(1-phosphonoethenyl)phosphonic acid

Base Information

• Chemical Name: (1-phosphonoethenyl)phosphonic acid
• CAS No.: 34162-79-3
• Molecular Formula: C2H6O6P2
• Molecular Weight: 188.012962
• Mol file: 34162-79-3.mol

Synonyms:(1-phosphonoethenyl)phosphonic acid

Chemical Property of (1-phosphonoethenyl)phosphonic acid

Chemical Property:

• Melting Point: 232 - 234 °C (ethanol)
• PSA: 134.68000
• LogP: -0.18700

Purity/Quality:

(1-PHOSPHONOETHENYL)PHOSPHONIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1-phosphonoethenyl)phosphonic acid

There total 3 articles about (1-phosphonoethenyl)phosphonic acid 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: 98.0%

1,1-bis(diethylphosphono)ethylene (37465-31-9) → vinylidene-1,1-diphosphonic acid (34162-79-3)

Guidance literature:

1,1-bis(diethylphosphono)ethylene; With trimethylsilyl bromide; In dichloromethane; at 20 ℃; for 15h; Inert atmosphere;

With water; In methanol; at 20 ℃; for 4h;

DOI:10.1016/j.tetlet.2021.153012

Reference yield: 53.7%

ethane-1-hydroxy-1,1-diphosphonic acid tetrasodium salt (2666-14-0,3794-83-0,7414-83-7,13529-88-9,13710-39-9,17721-68-5,29329-71-3,32573-98-1) → vinylidene-1,1-diphosphonic acid (34162-79-3)

Guidance literature:

Reference yield:

Ethenylidene-1,1-bis(phosphonic acid) tetrakis(trimethylsilyl) ester → vinylidene-1,1-diphosphonic acid (34162-79-3)

Guidance literature:

With sodium hydroxide; In methanol; Yield given;

DOI:10.1021/jo00127a003

upstream raw materials:

1,1-bis(diethylphosphono)ethylene

ethane-1-hydroxy-1,1-diphosphonic acid tetrasodium salt

Downstream raw materials:

C₁₄H₂₄O₆P₂S

C₁₂H₂₀O₆P₂S

C₁₃H₂₂O₆P₂S

tetramethyl ethenylidene-1,1-bis(phosphonate)

Refernces

• 1、 Degenhardt, Charles R.,Burdsall, Don C.. "Synthesis of Ethenylidenebis(phosphonic acid) and Its Tetraalkyl Esters". . p. 3488 - 3490. Retrieved 1986.
• 2、 Desai, Janish,Wang, Yang,Wang, Ke,Malwal, Satish R.,Oldfield, Eric. "Isoprenoid Biosynthesis Inhibitors Targeting Bacterial Cell Growth". . p. 2205 - 2215. Retrieved 2016/10/22.
• 3、 Hochd?rffer, Katrin,Abu Ajaj, Khalid,Sch?fer-Obodozie, Cynthia,Kratz, Felix. "Development of novel bisphosphonate prodrugs of doxorubicin for targeting bone metastases that are cleaved pH dependently or by cathepsin B: Synthesis, cleavage properties, and binding properties to hydroxyapatite as well as bone matrix". supporting information. p. 7502 - 7515. Retrieved 2012/11/06.