diethyl (3,5-ditert-butyl-4-oxo-2,5-cyclohexadien-1-ylidene)(diethoxyphosphoryl)methylphosphonate

Base Information

• Chemical Name: diethyl (3,5-ditert-butyl-4-oxo-2,5-cyclohexadien-1-ylidene)(diethoxyphosphoryl)methylphosphonate
• CAS No.: 125931-54-6
• Molecular Formula: C₂₃H₄₀O₇P₂
• Molecular Weight: 490.514
• Mol file: 125931-54-6.mol

Synonyms:4-[bis(diethoxyphosphinoyl)methylene]-2,6-di-tert-butylcyclohexa-2,5-dien-1-one

Chemical Property of diethyl (3,5-ditert-butyl-4-oxo-2,5-cyclohexadien-1-ylidene)(diethoxyphosphoryl)methylphosphonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of diethyl (3,5-ditert-butyl-4-oxo-2,5-cyclohexadien-1-ylidene)(diethoxyphosphoryl)methylphosphonate

There total 4 articles about diethyl (3,5-ditert-butyl-4-oxo-2,5-cyclohexadien-1-ylidene)(diethoxyphosphoryl)methylphosphonate 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: 89.0%

tetraethyl (3,5-di-tert-butyl-4-hydroxyphenyl)methylenediphosphonate (58186-36-0) → 4-[bis(diethoxyphosphinoyl)methylene]-2,6-di-tert-butylcyclohexa-2,5-dien-1-one (125931-54-6)

Guidance literature:

With potassium hydroxide; potassium hexacyanoferrate(III); In benzene; for 1h; Ambient temperature;

Reference yield: 80.0%

tetraethyl (3,5-di-tert-butyl-4-hydroxyphenyl)methylenediphosphonate (58186-36-0) → 3,5,3',5'-tetra-tert-butyl-4,4'-diphenoquinone (2455-14-3,74978-25-9) + 4-[bis(diethoxyphosphinoyl)methylene]-2,6-di-tert-butylcyclohexa-2,5-dien-1-one (125931-54-6)

Guidance literature:

With lead dioxide; In benzene; for 1h; Ambient temperature;

Reference yield:

3,5-di-t-butyl-4-hydroxybenzaldehyde (1620-98-0) → 4-[bis(diethoxyphosphinoyl)methylene]-2,6-di-tert-butylcyclohexa-2,5-dien-1-one (125931-54-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 58 percent / diethyl malonate / 5 h / 180 - 190 °C

2: 89 percent / K₃Fe(CN)6, 2 N KOH / benzene / 1 h / Ambient temperature

With potassium hydroxide; diethyl malonate; potassium hexacyanoferrate(III); In benzene;

upstream raw materials:

tetraethyl (3,5-di-tert-butyl-4-hydroxyphenyl)methylenediphosphonate

3,5-di-t-butyl-4-hydroxybenzaldehyde

diethyl 4-hydroxy-3,5-di-tert-butylbenzylphosphonate

Downstream raw materials:

tetraethyl α-pentamethylideneamino-4-hydroxy-3,5-di-tert-butylbenzylidene biphosphonate

4-Hydroxy-3.5-di-tert.-butyl-phenylmethan-trisphosphonsaeurehexaethylester

3,5,3',5'-tetra-tert-butyl-4,4'-diphenoquinone

4,4'-dihydroxy-3,3',5,5'-tetra-tert-butylbiphenyl

Refernces

• 1、 Ismagilov, R. K.,Moskva, V. V.,Kopylova, L. Yu.. "TETRAETHYL 4-HYDROXY-3,5-DI-tert-BUTYLBENZYLIDENE BIPHOSPHONATE". . p. 1500 - 1501. Retrieved 2007/10/02.