2-[(Dodecyloxy)methyl]-1,4,7,10,13,16-hexaoxacyclooctadecane

Base Information

• Chemical Name: 2-[(Dodecyloxy)methyl]-1,4,7,10,13,16-hexaoxacyclooctadecane
• CAS No.: 83585-76-6
• Molecular Formula: C₂₅H₅₀O₇
• Molecular Weight: 462.668
• DSSTox Substance ID: DTXSID40511600
• Nikkaji Number: J445.058B
• Mol file: 83585-76-6.mol

Synonyms:83585-76-6;DTXSID40511600;2-[(DODECYLOXY)METHYL]-1,4,7,10,13,16-HEXAOXACYCLOOCTADECANE

Chemical Property of 2-[(Dodecyloxy)methyl]-1,4,7,10,13,16-hexaoxacyclooctadecane

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 13
• Exact Mass: 462.35565393
• Heavy Atom Count: 32
• Complexity: 357

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCOCC1COCCOCCOCCOCCOCCO1

Technology Process of 2-[(Dodecyloxy)methyl]-1,4,7,10,13,16-hexaoxacyclooctadecane

There total 4 articles about 2-[(Dodecyloxy)methyl]-1,4,7,10,13,16-hexaoxacyclooctadecane 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: 51.0%

1-Dodecyloxy-3-[2-(2-{2-[2-(2-hydroxy-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-propan-2-ol → ((dodecyloxy)methyl)-18-crown-6 (83585-76-6)

Guidance literature:

With potassium hydroxide;

DOI:10.1246/bcsj.57.1612

Reference yield:

penta(ethylene glycol) bis(p-toluenesulfonate) (41024-91-3) → ((dodecyloxy)methyl)-18-crown-6 (83585-76-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 55 percent / NaH (80percent in paraffine oil) / tetrahydrofuran / 12 h / Heating

2: 94 percent / H₂, Pd/C (10percent) / ethanol / 4 h / Ambient temperature

3: 1) NaH (80percent in paraffine oil) / 1) 30 min, r. t., THF, 2) 6h, reflux, THF

With palladium on activated charcoal; hydrogen; sodium hydride; In tetrahydrofuran; ethanol;

Reference yield:

2-Benzyloxymethyl-1,4,7,10,13,16-hexacyclooctadecan (76377-04-3) → ((dodecyloxy)methyl)-18-crown-6 (83585-76-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / H₂, Pd/C (10percent) / ethanol / 4 h / Ambient temperature

2: 1) NaH (80percent in paraffine oil) / 1) 30 min, r. t., THF, 2) 6h, reflux, THF

With palladium on activated charcoal; hydrogen; sodium hydride; In ethanol;

upstream raw materials:

1-Bromotetradecane

2-hydroxymethyl-18-crown-6

penta(ethylene glycol) bis(p-toluenesulfonate)

2-Benzyloxymethyl-1,4,7,10,13,16-hexacyclooctadecan