2,5,8,11,14,17-Hexaoxaoctadecane

Base Information

• Chemical Name: 2,5,8,11,14,17-Hexaoxaoctadecane
• CAS No.: 1191-87-3
• Molecular Formula: C12H26 O6
• Molecular Weight: 266.335
• Hs Code.: 2901100000
• European Community (EC) Number: 214-743-5
• NSC Number: 244990
• DSSTox Substance ID: DTXSID80152319
• Nikkaji Number: J142.872A
• Wikidata: Q27093554
• Metabolomics Workbench ID: 56593
• Mol file: 1191-87-3.mol

Synonyms:2,5,8,11,14,17-Hexaoxaoctadecane;1191-87-3;pentaglyme;Pentaethyleneglycol dimethyl ether;1-methoxy-2-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethoxy]ethane;1-(2-METHOXY-ETHOXY)-2-{2-[2-(2-METHOXY-ETHOXY]-ETHOXY}-ETHANE;1,14-dimethoxy-3,6,9,12-tetraoxa-tetradecane;EINECS 214-743-5;C(OCCOCCOC)COCCOCCOC;SCHEMBL124091;CHEBI:44934;DTXSID80152319;BAA19187;2,8,11,14,17-Hexaoxaoctadecane;MFCD00055429;NSC244990;AKOS025396478;DB02580;NSC 244990;NSC-244990;AS-76354;CS-0442132;Pentaethylene glycol dimethyl ether (Pentaglyme);Q27093554;B0001-283024

Chemical Property of 2,5,8,11,14,17-Hexaoxaoctadecane

Chemical Property:

• Vapor Pressure: 0.000874mmHg at 25°C
• Boiling Point: 314.2°C at 760 mmHg
• Flash Point: 118.2°C
• PSA: 55.38000
• Density: 1.005g/cm³
• LogP: 0.34560
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: -0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 15
• Exact Mass: 266.17293854
• Heavy Atom Count: 18
• Complexity: 129

Purity/Quality:

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

2,5,8,11,14,17-Hexaoxaoctadecane 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COCCOCCOCCOCCOCCOC

Technology Process of 2,5,8,11,14,17-Hexaoxaoctadecane

There total 13 articles about 2,5,8,11,14,17-Hexaoxaoctadecane 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: 66.0%

(2,5,8-trioxanonylsulfonyl)benzene → pentaglyme (1191-87-3)

Guidance literature:

With sodium amalgam; In benzene; Heating;

Reference yield: 46.0%

2-methoxy-ethanol (109-86-4,95507-80-5) + triethylene glycol di-(p-toluenesulfonate) (19249-03-7) → pentaglyme (1191-87-3)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; at 66 ℃; for 24h;

DOI:10.1021/jo00182a017

Reference yield: 5.5%

Pentaethylene glycol (4792-15-8) + methyl iodide (74-88-4) → 3,6,9,12,15-pentaoxahexadecanol (23778-52-1,95507-80-5) + pentaglyme (1191-87-3)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide;

DOI:10.1016/S0031-6865(97)00041-1

upstream raw materials:

2-(2-methoxyethoxy)ethyl alcohol

1-chloro-3,6,9-trioxadecane

2-methoxy-ethanol

1,2-bis-(2-bromo-ethoxy)-ethane

Refernces

• 1、 Ouchi, Mikio,Inoue, Yoshihisa,Kanzaki, Takashi,Hakushi, Tadao. "Ring-contracted Crown Ethers: 14-Crown-5, 17-Crown-6, and Their Sila-analogues. Drastic Decrease in Cation-binding Ability". . p. 887 - 888. Retrieved 1984.
• 2、 Ouchi, Mikio,Inoue, Yoshihisa,Kanzaki, Takashi,Hakushi, Tadao. "Molecular Design of Crown Ethers. 1. Effects of Methylene Chain Length: 15- to 17-Crown-5 and 18- to 22-Crown-6". . p. 1408 - 1412. Retrieved 1984.
• 3、 Grobelny, Zbigniew,Stolarzewicz, Andrzej,Morejko-Buz, Barbara,Bartsch, Richard A.,Yamato, Kazuhiro,Fernandez, Fernando A.,Maercker, Adalbert. "Preparation and decomposition of potassium alkalide-lipophilic crown ether complexes in tetrahydrofuran". . p. 7807 - 7812. Retrieved 2007/10/03.