Diethylene glycol diethyl ether

Base Information

• Chemical Name: Diethylene glycol diethyl ether
• CAS No.: 112-36-7
• Molecular Formula: C8H18O3
• Molecular Weight: 162.229
• Hs Code.: 29091900
• European Community (EC) Number: 203-963-7
• ICSC Number: 1151
• UN Number: 1993
• UNII: ZH086O935Z
• DSSTox Substance ID: DTXSID3025047
• Nikkaji Number: J5.124A
• Wikipedia: Diethylene_glycol_diethyl_ether
• Wikidata: Q5275148
• Metabolomics Workbench ID: 151496
• ChEMBL ID: CHEMBL1235106
• Mol file: 112-36-7.mol

Synonyms:DIETHYLENE GLYCOL DIETHYL ETHER;112-36-7;2-Ethoxyethyl ether;1-Ethoxy-2-(2-ethoxyethoxy)ethane;Diethyl carbitol;Ethyl diglyme;Diethyldiethylene glycol;Bis(2-ethoxyethyl) ether;Ether, bis(2-ethoxyethyl);3,6,9-Trioxaundecane;DEGDEE;diethyleneglycoldiethylether;Ethane, 1,1'-oxybis[2-ethoxy-;Ethyldiglyme;2-(2-Ethoxyethoxy)-1-ethoxyethane;Diethylether diethylenglykolu;1-Ethoxy-2-(beta-ethoxyethoxy)ethane;HSDB 68;Ethanol, 2,2'-oxybis-, diethyl ether;Ethane, 1,1'-oxybis(2-ethoxy-;Glycol, diethylene-, diethyl ether;EINECS 203-963-7;Diethylether diethylenglykolu [Czech];BRN 1699259;diethyleneglycol diethyl ether;UNII-ZH086O935Z;AI3-19428;DTXSID3025047;CHEBI:44664;ZH086O935Z;MFCD00009254;EC 203-963-7;Hisolve EDE;P4G;diethoxydiglycol;ethoxyethyl ether;HISOLVE EDE;(1-ethoxy)-ethyl ether;D0L3IS;diethyleneglycol diethylether;1,5-diethoxy-3-oxapentane;SCHEMBL16596;Diethylene glycol diethylether;diethylene glycol-diethyl ether;DIETHOXYDIGLYCOL [INCI];1,1'-oxybis(2-ethoxy)ethane;1,1'-oxybis(2-ethoxyethane);DTXCID505047;CHEMBL1235106;Diethyl ene glycol diethyl ether;Diethylene glycol, diethyl ether;Ethane, 1,1'-oxybis[2-ethoxy-];ther de dithylneglycol et de dithyle;Tox21_302050;UNDECANE, 3,6,9-TRIOXA-;1-ethoxy-2-(2-ethoxyethoxyl)ethane;LS-552;1-ethoxy-2-(2-ethoxyethoxy)-ethane;AKOS015915322;1-Ethoxy-2-(2-ethoxyethoxy)ethane #;DB08357;1-Ethoxy-2-(.beta.-ethoxyethoxy)ethane;NCGC00164135-01;NCGC00255128-01;CAS-112-36-7;B0489;DIETHYLENE GLYCOL DIETHYL ETHER [MI];Diethylene glycol diethyl ether, HPLC Grade;FT-0624903;(Diethyl carbitol);DIETHYLENE GLYCOL DIETHYL ETHER [HSDB];A802561;Diethylene glycol diethyl ether, for HPLC, >=99%;J-509308;Q5275148;Diethylene glycol diethyl ether, reagent grade, >=98%;F8881-4182;Z1255402671;2-Ethoxyethyl ether, Bis(2-ethoxyethyl) ether, Diethyldiglycol;Diethylene glycol diethyl ether, Vetec(TM) reagent grade, 98+ %

Chemical Property of Diethylene glycol diethyl ether

Chemical Property:

• Appearance/Colour: colourless liquid
• Vapor Pressure: 0.5 mm Hg ( 20 °C)
• Melting Point: -44.3 °C
• Refractive Index: n20/D 1.412(lit.)
• Boiling Point: 190.2 °C at 760 mmHg
• Flash Point: 71.1 °C
• PSA: 27.69000
• Density: 0.902 g/cm³
• LogP: 1.07600
• Storage Temp.: Store below +30°C.
• Water Solubility.: SOLUBLE
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 8
• Exact Mass: 162.125594432
• Heavy Atom Count: 11
• Complexity: 58.4
• Transport DOT Label: Flammable Liquid

Purity/Quality:

98% min ^*data from raw suppliers

Diethylene glycol diethyl ether ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36-19
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Solvents -> Glycol Ethers (Glymes)
• Canonical SMILES: CCOCCOCCOCC
• Inhalation Risk: No indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.
• Effects of Short Term Exposure: The substance is mildly irritating to the eyes and skin.
• Effects of Long Term Exposure: The substance defats the skin, which may cause dryness or cracking.
• Uses: Diethylene Glycol Diethyl Ether is a very useful organic solvent. It has a high boiling point and has been used to study the activities of enzymes in aqueous organic mixtures. Solvent; high boiling reaction medium. Diethylene glycol diethyl ether is used to study the activities of enzymes in aqueous organic mixtures.

Technology Process of Diethylene glycol diethyl ether

There total 14 articles about Diethylene glycol diethyl 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:

2-(2-methoxyethoxy)ethyl alcohol (111-77-3,95507-80-5) + ethoxyethoxyethanol (111-90-0) → diethylene glycol ethyl methyl ether (1002-67-1) + 3,6,9-trioxaundecane (112-36-7)

Guidance literature:

With H-type ZSM-5(SiO₂/Al₂O₃=280); at 180 ℃; for 8h;

Reference yield:

(E/Z)-1,2-dibromo-1,2-difluoroethylene (359-21-7) + sodium 2-ethoxyethoxide (16993-83-2) → 3,6,9-trioxaundecane (112-36-7) + monoethylene glycol diethyl ether (629-14-1) + (E)-1,2-Dibromo-1-(2-ethoxy-ethoxy)-2-fluoro-ethene + 2-ethoxyethyl bromofluoroacetate + (E)-1-Bromo-2-(2-ethoxy-ethoxy)-1,2-difluoro-ethene + (Z)-1-Bromo-2-(2-ethoxy-ethoxy)-1,2-difluoro-ethene

Guidance literature:

In 2-ethoxy-ethanol; at 30 - 40 ℃; Product distribution;

DOI:10.1021/jo00064a036

Reference yield:

1,4-dioxane (123-91-1,28347-88-8,28347-91-3,39449-24-6,54841-74-6) + diethyl ether (60-29-7,927820-24-4) → 3,6,9-trioxaundecane (112-36-7)

Guidance literature:

With ZSM-5 type zeolite; at 145 ℃; for 5h; under 5250.53 Torr; Reagent/catalyst; Temperature; Pressure; Autoclave; Inert atmosphere;

upstream raw materials:

tetrachloromethane

2-Bromoethyl ethyl ether

ethanol

3-oxa-1,5-dichloropentane

Downstream raw materials:

2-phenylethanol

1-methoxy-2-methylpropylene oxide

phenyl-(2,4,6-trimethyl-3-nitro-phenyl)-ether

1,2-bis(diphenylarsino)ethane

Refernces

A synthesis of (R)-mevalonolactone

10.1016/S0040-4020(01)88311-3

The study details an enantioselective synthesis of (R)-mevalonolactone (1) starting from (2S,3R)-epoxide 2, which was prepared with >95% enantiomeric excess (ee) by asymmetric epoxidation of nerol. The primary hydroxyl group of epoxide 2 was protected by formation of ethoxyethyl ether 5, and subsequent reduction yielded 6. Conversion of 6 to its benzyl ether 7 was followed by ozonolysis to afford intermediate 8. To remove an additional carbon from 8, it was converted to phenylselenide 9, and oxidative elimination formed an alkene, which was cleaved by further oxidation to yield alkenol 11. Oxidation of 11 with pyridinium dichromate in DMF gave 12, and reductive ozonolysis of 12 afforded benzyl ether 13. Finally, removal of the benzyl group by catalytic hydrogen transfer yielded (R)-mevalonolactone (1). The study aimed to develop a synthetic pathway that could lead to both prospective haptens and (R)-mevalonolactone from a common intermediate, with potential applications in the development of a radioimmunoassay for measuring mevalonic acid concentration in biological media.

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