2-[2-(2-Octoxyethoxy)ethoxy]ethanol

Base Information

• Chemical Name: 2-[2-(2-Octoxyethoxy)ethoxy]ethanol
• CAS No.: 19327-38-9
• Molecular Formula: C₁₄H₃₀O₄
• Molecular Weight: 262.39
• Hs Code.: 2909499000
• DSSTox Substance ID: DTXSID30172926
• Nikkaji Number: J190.859F
• Wikidata: Q83042994
• Mol file: 19327-38-9.mol

Synonyms:(OOE)3E;n-octyl(oxyethylene)(3)ethanol

Chemical Property of 2-[2-(2-Octoxyethoxy)ethoxy]ethanol

Chemical Property:

• Vapor Pressure: 2.16E-06mmHg at 25°C
• Refractive Index: n20/D 1.445
• Boiling Point: 353 °C at 760 mmHg
• PKA: 14.36±0.10(Predicted)
• Flash Point: 167.3 °C
• PSA: 47.92000
• Density: 0.949 g/cm³
• LogP: 2.38900
• Storage Temp.: 2-8°C
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 15
• Exact Mass: 262.21440943
• Heavy Atom Count: 18
• Complexity: 142

Purity/Quality:

98%Min ^*data from raw suppliers

Triethyleneglycolmonooctylether ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R19:May form explosive peroxides.; R36/38:Irritating to eyes and skin.
• Hazard Codes: Xi:Irritant
• Statements: R19:May form explosive peroxides.; R36/38:Irritating to eyes and skin.
• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCCCCCOCCOCCOCCO
• Uses: Triethylene glycol monooctyl ether is a useful agent to solubilize membrane proteins.

Technology Process of 2-[2-(2-Octoxyethoxy)ethoxy]ethanol

There total 9 articles about 2-[2-(2-Octoxyethoxy)ethoxy]ethanol 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: 71.0%

1,3,6,9,12-pentaoxa-2-thiacyclotetradecane 2,2-dioxide + n-hexylmagnesium chloride (44767-62-6) → triethylene glycol monooctyl ether (19327-38-9,798544-31-7,54141-05-8)

Guidance literature:

1,3,6,9,12-pentaoxa-2-thiacyclotetradecane 2,2-dioxide; n-hexylmagnesium chloride; With dilithium tetrachlorocuprate; In tetrahydrofuran; at 20 ℃; for 1h;

With sulfuric acid; In tetrahydrofuran; water; chemoselective reaction;

DOI:10.1021/acs.orglett.6b01745

Reference yield:

Tetraethylene glycol (112-60-7) → triethylene glycol monooctyl ether (19327-38-9,798544-31-7,54141-05-8)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine; thionyl chloride / dichloromethane / Inert atmosphere

2: sodium periodate; ruthenium(III) chloride trihydrate / water; acetonitrile / 1 h

3: dilithium tetrachlorocuprate / tetrahydrofuran / 1 h / 20 °C

With sodium periodate; thionyl chloride; dilithium tetrachlorocuprate; ruthenium(III) chloride trihydrate; triethylamine; In tetrahydrofuran; dichloromethane; water; acetonitrile;

DOI:10.1021/acs.orglett.6b01745

Reference yield:

1,3,6,9,12-pentaoxa-2-thiacyclotetradecane 2-oxide → triethylene glycol monooctyl ether (19327-38-9,798544-31-7,54141-05-8)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium periodate; ruthenium(III) chloride trihydrate / water; acetonitrile / 1 h

2: dilithium tetrachlorocuprate / tetrahydrofuran / 1 h / 20 °C

With sodium periodate; dilithium tetrachlorocuprate; ruthenium(III) chloride trihydrate; In tetrahydrofuran; water; acetonitrile;

DOI:10.1021/acs.orglett.6b01745

upstream raw materials:

oxirane

diethylene glycol octyl ether

octanol

1-bromo-octane

Downstream raw materials:

2-{2-[2-(2-Octyloxy-ethoxy)-ethoxy]-ethoxy}-ethanol

17-octyloxy-3,6,9,12,15-pentaoxa-heptadecan-1-ol

pentaethylene glycol monooctyl ether

Refernces

• 1、 Ramírez-Contreras, Rodrigo,Morandi, Bill. "Chemo- and Regioselective Functionalization of Polyols through Catalytic C(sp3)-C(sp3) Kumada-Type Coupling of Cyclic Sulfate Esters". supporting information. p. 3718 - 3721. Retrieved 2016/08/16.
• 2、 -. "Omega-hydrofluoroalkyl ethers, precursor carboxylic acids and derivatives thereof, and their preparation and application". Page 19. . Retrieved 2010/01/31.