Tetraglyme

Base Information

• Chemical Name: Tetraglyme
• CAS No.: 143-24-8
• Deprecated CAS: 70992-84-6,2377495-23-1
• Molecular Formula: C10H22O5
• Molecular Weight: 222.282
• Hs Code.: 2909 19 90
• European Community (EC) Number: 205-594-7
• NSC Number: 65624
• UNII: 78L136FLZ9
• DSSTox Substance ID: DTXSID7044396
• Nikkaji Number: J5.817C
• Wikipedia: Tetraethylene_glycol_dimethyl_ether
• Wikidata: Q3788669
• Metabolomics Workbench ID: 56701
• ChEMBL ID: CHEMBL3182543
• Mol file: 143-24-8.mol

Synonyms:tetraethylene glycol dimethyl ether;tetraglyme

Chemical Property of Tetraglyme

Chemical Property:

• Appearance/Colour: clear liquid
• Vapor Pressure: <0.01 mm Hg ( 20 °C)
• Melting Point: -30 °C(lit.)
• Refractive Index: n20/D 1.432(lit.)
• Boiling Point: 275.3 °C at 760 mmHg
• Flash Point: 140.6 °C
• PSA: 46.15000
• Density: 0.986 g/cm³
• LogP: 0.32900
• Storage Temp.: Store below +30°C.
• Solubility.: Chloroform (Sparingly), Methanol (Slightly)
• Water Solubility.: Soluble
• XLogP3: -0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 12
• Exact Mass: 222.14672380
• Heavy Atom Count: 15
• Complexity: 98

Purity/Quality:

98% ^*data from raw suppliers

Tetraglyme ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 19-43-62-61
• Safety Statements: 36-24-45-36/37-53-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Solvents -> Glycol Ethers (Glymes)
• Canonical SMILES: COCCOCCOCCOCCOC
• Uses: Tetraethylene glycol dimethyl ether is used as a solvent. Solvent. Tetraethylene glycol dimethyl ether is used in lithium-ion battery technology. It is associated with trifluoroethanol and used as a working pair for organic absorption heat pumps. It acts as a solvent for cleaning and degreasing due to its chemical and thermal stability. Moreover, it is suitable solvent for high temperature reactions due its high boiling point. Further, it is used in the selective adsorption of proteins during the promotion of cell adhesion.

Technology Process of Tetraglyme

There total 12 articles about Tetraglyme 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: 38.0%

cyclohexano-15-crown-5 ether (17454-48-7,62623-99-8) + methyl iodide (74-88-4) → Tetraethylene glycol dimethyl ether (143-24-8) + 2-(9-methoxy-1,4,7-trioxanonyl)cyclohexyl methyl ether + 2-[[2-(methoxy)ethoxy]ethoxy]-1-[(2-methoxy)ethoxy]cyclohexane

Guidance literature:

cyclohexano-15-crown-5 ether; With potassium mirror; In tetrahydrofuran; at 20 ℃; for 0.416667h;

methyl iodide; In tetrahydrofuran; Further stages.;

DOI:10.1021/jo026086r

Reference yield:

Allyl glycidyl ether (106-92-3,25639-25-2,90907-93-0) + 15-crown-5 (33100-27-5) + methyl iodide (74-88-4) → glycidyl methyl ether (930-37-0) + Tetraethylene glycol dimethyl ether (143-24-8) + tetraethylene glycol methyl vinyl ether + 6-allyloxy-5-methoxy-hex-1-ene

Guidance literature:

15-crown-5; With potassium; In tetrahydrofuran; at 25 ℃; for 0.416667h;

Allyl glycidyl ether; In tetrahydrofuran;

methyl iodide; In tetrahydrofuran; Further byproducts given. Title compound not separated from byproducts;

DOI:10.1016/S0022-328X(02)01801-6

Reference yield:

oxirane (75-21-8,99932-75-9) + Dimethyl ether (115-10-6,157621-61-9) → 1,2-dimethoxyethane (110-71-4) + Triethylene glycol dimethyl ether (112-49-2) + diethylene glycol dimethyl ether (111-96-6) + Tetraethylene glycol dimethyl ether (143-24-8) + pentaglyme (1191-87-3)

Guidance literature:

With boron trifluoride dimethyl etherate; In polyethyleneglycol dimethyl ether; at 50 - 80 ℃; for 0.0333333h; under 6750.68 - 10501.1 Torr; Product distribution / selectivity;

upstream raw materials:

1,11-dichloro-3,6,9-trioxaundecane

sodium methylate

2-(2-methoxyethoxy)ethyl alcohol

3-oxa-1,5-dichloropentane

Downstream raw materials:

F-tetraethylene glycol dimethyl ether

methanol

methoxyethene

2-methoxyethyl vinyl ether

Refernces

• 1、 -. "METHOD FOR PRODUCING ALKYLENE GLYCOL DIETHERS". Page/Page column 7-9. . Retrieved 2008/06/13.
• 2、 Grobelny, Zbigniew,Stolarzewicz, Andrzej,Maercker, Adalbert,Krompiec, Stanis?aw,Bieg, Tadeusz. "Cleavage of different ether bonds in butyl glycidyl ether and allyl glycidyl ether by K-, K+ (15-crown-5)2". . p. 133 - 138. Retrieved 2007/10/03.