Octaethyleneglycol monododecyl ether

Base Information

• Chemical Name: Octaethyleneglycol monododecyl ether
• CAS No.: 3055-98-9
• Molecular Formula: C28H58O9
• Molecular Weight: 538.763
• Hs Code.: 2909499000
• European Community (EC) Number: 696-071-6
• DSSTox Substance ID: DTXSID30184640
• Nikkaji Number: J208.815K
• Wikipedia: Octaethylene_glycol_monododecyl_ether
• Wikidata: Q7076696
• Metabolomics Workbench ID: 56425
• ChEMBL ID: CHEMBL501722
• Mol file: 3055-98-9.mol

Synonyms:C-12-E-8;dodecyloctaethyleneglycol monoether;n-dodecyl octaethylene glycol monoether;octaethyleneglycol monododecyl ether;octaethyleneglycol-dodecylmonoether

Chemical Property of Octaethyleneglycol monododecyl ether

Chemical Property:

• Appearance/Colour: colourless solid
• Vapor Pressure: 3.79E-16mmHg at 25°C
• Melting Point: 30oC
• Refractive Index: 1.458
• Boiling Point: 585.5 °C at 760 mmHg
• PKA: 14.36±0.10(Predicted)
• Flash Point: 307.9 °C
• PSA: 94.07000
• Density: 0.999 g/cm³
• LogP: 4.03240
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 34
• Exact Mass: 538.40808342
• Heavy Atom Count: 37
• Complexity: 389

Purity/Quality:

98%,99%, ^*data from raw suppliers

C12E8 ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCOCCOCCOCCOCCOCCOCCOCCOCCO
• Description: C12E8 is a nonionic surfactant formed by the ethoxylation of dodecanol, yielding a compound with eight repeated units of ethylene glycol. It can be used for solubilization of membrane-bound proteins.
• Uses: C12E8 is a non-ionic detergent used for solubilization of membrane-bound proteins.

Technology Process of Octaethyleneglycol monododecyl ether

There total 6 articles about Octaethyleneglycol monododecyl ether 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: 87.0%

tetraethylene glycol monododecyl ether (5274-68-0,9015-55-8) + 1,3,6,9,12-pentaoxa-2-thiacyclotetradecane 2,2-dioxide → Octa(ethylene oxide) dodecyl ether (3055-98-9)

Guidance literature:

tetraethylene glycol monododecyl ether; With sodium hydride; In tetrahydrofuran; mineral oil; for 0.5h; Inert atmosphere;

1,3,6,9,12-pentaoxa-2-thiacyclotetradecane 2,2-dioxide; In tetrahydrofuran; mineral oil; pH=2; Inert atmosphere;

With sulfuric acid; In tetrahydrofuran; water; mineral oil; at 80 ℃; for 2h; Inert atmosphere;

DOI:10.1021/acs.molpharmaceut.7b00496

Reference yield:

oxirane (75-21-8,99932-75-9) + 1-dodecyl alcohol (112-53-8) → Octa(ethylene oxide) dodecyl ether (3055-98-9)

Guidance literature:

With sodium methylate; at 100 ℃; for 6.5h; Inert atmosphere;

Reference yield:

Tetraethylene glycol (112-60-7) → Octa(ethylene oxide) dodecyl ether (3055-98-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine; dmap; thionyl chloride / dichloromethane / 0 - 25 °C

2.1: sodium hydride / mineral oil; tetrahydrofuran / 0.5 h / Inert atmosphere

2.2: pH 2 / Inert atmosphere

2.3: 2 h / 80 °C / Inert atmosphere

With dmap; thionyl chloride; sodium hydride; triethylamine; In tetrahydrofuran; dichloromethane; mineral oil;

DOI:10.1021/acs.molpharmaceut.7b00496

upstream raw materials:

Tetraethylene glycol

1-(2-{2-[2-(2-chloro-ethoxy)-ethoxy]-ethoxy}-ethoxy)-dodecane

tetraethylene glycol monododecyl ether

oxirane

Refernces

• 1、 Yu, Zeqiong,Bo, Shaowei,Wang, Huiyuan,Li, Yu,Yang, Zhigang,Huang, Yongzhuo,Jiang, Zhong-Xing. "Application of Monodisperse PEGs in Pharmaceutics: Monodisperse Polidocanols". . p. 3473 - 3479. Retrieved 2017/10/11.