Diethylene Glycol Monoethyl Ether

Base Information

• Chemical Name: Diethylene Glycol Monoethyl Ether
• CAS No.: 111-90-0
• Molecular Formula: C6H14O3
• Molecular Weight: 134.175
• Hs Code.: 29094400
• European Community (EC) Number: 203-919-7
• ICSC Number: 0039
• NSC Number: 408451
• UNII: A1A1I8X02B
• DSSTox Substance ID: DTXSID2021941
• Nikkaji Number: J5.117I
• Wikipedia: 2-(2-Ethoxyethoxy)ethanol
• Wikidata: Q416399
• NCI Thesaurus Code: C65380
• RXCUI: 1311147
• Metabolomics Workbench ID: 122963
• ChEMBL ID: CHEMBL1230841
• Mol file: 111-90-0.mol

Synonyms:carbitol;diethylene glycol monoethyl ether;ethyl carbitol;ethylcarbitol;Transcutol;transcutol HP;transcutol P

Chemical Property of Diethylene Glycol Monoethyl Ether

Chemical Property:

• Appearance/Colour: colourless liquid
• Vapor Pressure: 0.12 mm Hg ( 20 °C)
• Melting Point: -80 °C
• Refractive Index: n20/D 1.427(lit.)
• Boiling Point: 202 °C at 760 mmHg
• PKA: 14.37±0.10(Predicted)
• Flash Point: 96.1 °C
• PSA: 38.69000
• Density: 0.999 g/cm³
• LogP: 0.03180
• Storage Temp.: Store below +30°C.
• Sensitive.: Hygroscopic
• Solubility.: water: soluble
• Water Solubility.: Miscible
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 134.094294304
• Heavy Atom Count: 9
• Complexity: 47.6

Purity/Quality:

99% ^*data from raw suppliers

Di(ethylene glycol) ethyl ether ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 36-20-36/37/38
• Safety Statements: 23-24/25-39-26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Solvents -> Glycol Ethers (E Series)
• Canonical SMILES: CCOCCOCCO
• 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.
• Effects of Long Term Exposure: The substance defats the skin, which may cause dryness or cracking.
• Uses: Diethylene glycol monoethyl ether has low setting point and low viscocity at low temperature so it is used in manufacturing brake fluid. It is used as a flow and gloss promoter in paint industries, in production of printing ink and as a cleaner in offset printing. Also used in textile as a solvent for dyestuff in the printing and dying of fiber & fabrics, in the production & wood preservaties. Di(ethylene glycol) ethyl ether is suitable for use as solvent for the polymer electrospinning. Usually used as solvent for the polymer electrospinning.

Technology Process of Diethylene Glycol Monoethyl Ether

There total 9 articles about Diethylene Glycol Monoethyl 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: 95.0%

trimethylsilyl 2-[2-(2-ethoxyethoxy)ethoxy]-2,3,3,3-tetrafluoropropionate (197356-81-3) → ethoxyethoxyethanol (111-90-0) + Carbitol-trimethylsilylaether (16654-46-9) + Sodium; 2-[2-(2-ethoxy-ethoxy)-ethoxy]-2,3,3,3-tetrafluoro-propionate

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; water; for 1h; Ambient temperature;

DOI:10.1021/jo971319d

Reference yield:

oxirane (75-21-8,99932-75-9) + ethanol (64-17-5) → 2-ethoxy-ethanol (110-80-5) + ethoxyethoxyethanol (111-90-0)

Guidance literature:

With sulfuric acid; at 100 - 130 ℃; im Autoklaven;

DOI:10.1111/j.1475-4967.2000.tb00184.x

Reference yield:

oxirane (75-21-8,99932-75-9) + 2-ethoxy-ethanol (110-80-5) → ethoxyethoxyethanol (111-90-0)

Guidance literature:

With tungsten(VI) oxide; at 90 - 95 ℃; unter Druck;

upstream raw materials:

oxirane

2-ethoxy-ethanol

ethanol

ethyl bromide

Downstream raw materials:

monoethyl ether of triethylene glycol

3,6,9,12-tetraoxatetradecan-1-ol

2-butoxyethyl 2-ethoxyethyl ether

2-(2-ethoxyethoxy)ethyl tosylate

Refernces

• 1、 Lousenberg, Robert D.,Shoichet, Molly S.. "Synthesis of Trifluorovinyl Ethers Incorporating Functionalized Hydrocarbon Ether Groups: Insight into the Mechanism of Trifluorovinyl Ether Formation from Trimethylsilyl 2-Alkoxy-2,3,3,3-tetrafluoropropionates". . p. 7844 - 7849. Retrieved 2007/10/03.