Tetraethyl 2,5-dihydroxy-1,4-benzenediphosphonate

Base Information

• Chemical Name: Tetraethyl 2,5-dihydroxy-1,4-benzenediphosphonate
• CAS No.: 91633-15-7
• Molecular Formula: C₁₄H₂₄O₈P₂
• Molecular Weight: 382.287
• Mol file: 91633-15-7.mol

Synonyms:Tetraethyl (2,5-dihydroxy-1,4-phenylene)bis(phosphonate)

Chemical Property of Tetraethyl 2,5-dihydroxy-1,4-benzenediphosphonate

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Tetraethyl 2,5-dihydroxy-1,4-benzenediphosphonate

There total 7 articles about Tetraethyl 2,5-dihydroxy-1,4-benzenediphosphonate 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: 85.0%

phosphonic acid diethyl ester (762-04-9) + p-benzoquinone (106-51-4) → diethyl (2,5-dihydroxyphenyl)phosphonate (64362-80-7) + Tetraethyl (2,5-dihydroxy-1,4-phenylene)bis(phosphonate) (91633-15-7)

Guidance literature:

With water; In toluene; at 80 ℃; for 16h; Reagent/catalyst; Solvent; Inert atmosphere; Schlenk technique;

DOI:10.1002/chem.201202074

Reference yield: 72.0%

phosphonic acid diethyl ester (762-04-9) + p-benzoquinone (106-51-4) → Tetraethyl (2,5-dihydroxy-1,4-phenylene)bis(phosphonate) (91633-15-7)

Guidance literature:

With triethylamine; In dimethyl sulfoxide; at 80 ℃; for 16h; Inert atmosphere; Schlenk technique;

DOI:10.1002/chem.201202074

Reference yield: 68.0%

Tetraethyl 1,4-phenylene bis(phosphate) (57246-14-7) → Tetraethyl (2,5-dihydroxy-1,4-phenylene)bis(phosphonate) (91633-15-7)

Guidance literature:

With n-butyllithium; diisopropylamine; In tetrahydrofuran; at -78 - 20 ℃; for 2h; Inert atmosphere;

DOI:10.1016/j.polymer.2011.08.020

upstream raw materials:

Tetraethyl 1,4-phenylene bis(phosphate)

Diethyl phosphonate

p-benzoquinone

phosphonic acid diethyl ester

Downstream raw materials:

C₂₀H₃₂O₁₀P₂

(2,5-bis(diethoxyphosphoryl)-1,4-phenylene bis(propylcarbamate))

2,5-diphosphinohydroquinone

(2,5-Dihydroxy-1,4-phenylene)bis(phosphonic acid)

Refernces

• 1、 Tang, Lin,Wang, Heyan,Yang, Fang,Zhou, Qiuju. "Copper-Catalyzed Cross-Dehydrogenative Phosphorylation of 2-Amino-1,4-naphthoquinones with H-Phosphonates". supporting information. p. 5618 - 5622. Retrieved 2021/11/11.
• 2、 Abouzari-Lotf, Ebrahim,Ghassemi, Hossein,Shockravi, Abbas,Zawodzinski, Thomas,Schiraldi, David. "Phosphonated poly(arylene ether)s as potential high temperature proton conducting materials". experimental part. p. 4709 - 4717. Retrieved 2012/05/19.