3,3-Bis-(2-ethyl-hexyloxymethyl)-3,4-dihydro-2H-thieno[3,4-b][1,4]dioxepine

Base Information

• Chemical Name: 3,3-Bis-(2-ethyl-hexyloxymethyl)-3,4-dihydro-2H-thieno[3,4-b][1,4]dioxepine
• CAS No.: 634591-75-6
• Molecular Formula: C25H44O4S
• Molecular Weight: 440.688
• Mol file: 634591-75-6.mol

Synonyms:3,3-Bis-(2-ethyl-hexyloxymethyl)-3,4-dihydro-2H-thieno[3,4-b][1,4]dioxepine;

Chemical Property of 3,3-Bis-(2-ethyl-hexyloxymethyl)-3,4-dihydro-2H-thieno[3,4-b][1,4]dioxepine

Chemical Property:

• Boiling Point: 495.5±25.0 °C(Predicted)
• PSA: 65.16000
• Density: 0.993±0.06 g/cm3(Predicted)
• LogP: 6.97170

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3,3-Bis-(2-ethyl-hexyloxymethyl)-3,4-dihydro-2H-thieno[3,4-b][1,4]dioxepine

There total 2 articles about 3,3-Bis-(2-ethyl-hexyloxymethyl)-3,4-dihydro-2H-thieno[3,4-b][1,4]dioxepine 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: 70.0%

2-Ethylhexyl alcohol (104-76-7) + 3,3-bis(bromomethyl)-3,4-dihydro-2H-thieno[3,4-b][1,4]dioxepine (701209-98-5) → 3,3-bis[[(2-ethylhexyl)oxy]methyl]-3,4-dihydro-2H-thieno[3,4-b][1,4]dioxepin (634591-75-6)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 110 ℃; for 24h;

DOI:10.1021/ma049222y

Reference yield:

2,3-dimethoxythiophene (51792-34-8) → 3,3-bis[[(2-ethylhexyl)oxy]methyl]-3,4-dihydro-2H-thieno[3,4-b][1,4]dioxepin (634591-75-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 73 percent / p-TsOH / toluene / Heating

2: 70 percent / NaH / dimethylformamide / 24 h / 110 °C

With sodium hydride; toluene-4-sulfonic acid; In N,N-dimethyl-formamide; toluene; 2: Williamson etherification;

DOI:10.1021/ma049222y

Reference yield: 98.0%

3,3-bis[[(2-ethylhexyl)oxy]methyl]-3,4-dihydro-2H-thieno[3,4-b][1,4]dioxepin (634591-75-6) → 6,8-dibromo-3,3-bis(2-ethylhexyloxymethyl)-3,4-dihydro-2H-thieno[3,4-b][1,4]dioxepine (700817-08-9)

Guidance literature:

With N-Bromosuccinimide; In chloroform; for 20h;

DOI:10.1021/ma049222y

upstream raw materials:

2-Ethylhexyl alcohol

3,3-bis(bromomethyl)-3,4-dihydro-2H-thieno[3,4-b][1,4]dioxepine

2,3-dimethoxythiophene

Downstream raw materials:

6,8-dibromo-3,3-bis(2-ethylhexyloxymethyl)-3,4-dihydro-2H-thieno[3,4-b][1,4]dioxepine

Refernces

• 1、 Reeves, Benjamin D.,Grenier, Christophe R.G.,Argun, Avni A.,Cirpan, Ali,McCarley, Tracy D.,Reynolds, John R.. "Spray coatable electrochromic dioxythiophene polymers with high coloration efficiencies". . p. 7559 - 7569. Retrieved 2004.