tetraisopropyl (2,5-bis(hexyloxy)-3,6-dimercapto-1,4-phenylene)bisphosphonate

Base Information

• Chemical Name: tetraisopropyl (2,5-bis(hexyloxy)-3,6-dimercapto-1,4-phenylene)bisphosphonate
• CAS No.: 1618089-30-7
• Molecular Formula: C₃₀H₅₆O₈P₂S₂
• Molecular Weight: 670.849
• Mol file: 1618089-30-7.mol

Synonyms:tetraisopropyl (2,5-bis(hexyloxy)-3,6-dimercapto-1,4-phenylene)bisphosphonate

Chemical Property of tetraisopropyl (2,5-bis(hexyloxy)-3,6-dimercapto-1,4-phenylene)bisphosphonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tetraisopropyl (2,5-bis(hexyloxy)-3,6-dimercapto-1,4-phenylene)bisphosphonate

There total 5 articles about tetraisopropyl (2,5-bis(hexyloxy)-3,6-dimercapto-1,4-phenylene)bisphosphonate 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: 53.0%

S,S'-(2,5-bis(hexyloxy)-1,4-phenylene) O,O,O',O'-tetraisopropyldiphosphorothioate (1618089-29-4) → tetraisopropyl (2,5-bis(hexyloxy)-3,6-dimercapto-1,4-phenylene)bisphosphonate (1618089-30-7)

Guidance literature:

With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -78 - 20 ℃; Inert atmosphere; Schlenk technique;

DOI:10.1002/chem.201402561

Reference yield:

hydroquinone (123-31-9,8027-02-9) → tetraisopropyl (2,5-bis(hexyloxy)-3,6-dimercapto-1,4-phenylene)bisphosphonate (1618089-30-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: potassium hydroxide; bromine / Inert atmosphere

2.1: tert.-butyl lithium / diethyl ether / 5 h / -78 - -40 °C / Inert atmosphere; Schlenk technique

2.2: -78 - 20 °C / Inert atmosphere; Schlenk technique

3.1: diisopropylamine; n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 - 0 °C / Inert atmosphere; Schlenk technique

3.2: -78 - 20 °C / Inert atmosphere; Schlenk technique

4.1: diisopropylamine; n-butyllithium / tetrahydrofuran; hexane / -78 - 20 °C / Inert atmosphere; Schlenk technique

With n-butyllithium; bromine; tert.-butyl lithium; diisopropylamine; potassium hydroxide; In tetrahydrofuran; diethyl ether; hexane;

DOI:10.1002/chem.201402561

Reference yield:

1-bromo-hexane (111-25-1) → tetraisopropyl (2,5-bis(hexyloxy)-3,6-dimercapto-1,4-phenylene)bisphosphonate (1618089-30-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: potassium hydroxide; bromine / Inert atmosphere

2.1: tert.-butyl lithium / diethyl ether / 5 h / -78 - -40 °C / Inert atmosphere; Schlenk technique

2.2: -78 - 20 °C / Inert atmosphere; Schlenk technique

3.1: diisopropylamine; n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 - 0 °C / Inert atmosphere; Schlenk technique

3.2: -78 - 20 °C / Inert atmosphere; Schlenk technique

4.1: diisopropylamine; n-butyllithium / tetrahydrofuran; hexane / -78 - 20 °C / Inert atmosphere; Schlenk technique

With n-butyllithium; bromine; tert.-butyl lithium; diisopropylamine; potassium hydroxide; In tetrahydrofuran; diethyl ether; hexane;

DOI:10.1002/chem.201402561

upstream raw materials:

S,S'-(2,5-bis(hexyloxy)-1,4-phenylene) O,O,O',O'-tetraisopropyldiphosphorothioate

hydroquinone

1-bromo-hexane

2,5-dihexyloxy-1,4-dibromobenzene

Downstream raw materials:

3,6-bis(hexyloxy)-1,4-dimercapto-2,5-diphosphinobenzene

4,8-bis(hexyloxy)-2,6-diphenylbenzo[1,2-d:4,5-d']bis([1,3]thiaphosphole)

4,8-bis(hexyloxy)-2,6-bis(4-methoxyphenyl)benzo[1,2-d:4,5-d']bis([1,3]thiaphosphole)

4,4'-(4,8-bis(hexyloxy)benzo[1,2-d:4,5-d']bis([1,3]thiaphosphole)-2,6-diyl)dibenzonitrile

Refernces