Triethylene Glycol

Base Information

• Chemical Name: Triethylene Glycol
• CAS No.: 112-27-6
• Deprecated CAS: 118662-30-9,121202-29-7,676-18-6,939972-01-7,1629855-96-4,121202-29-7,676-18-6
• Molecular Formula: C6H14O4
• Molecular Weight: 150.175
• Hs Code.: 2909.49
• European Community (EC) Number: 203-953-2
• ICSC Number: 1160
• NSC Number: 60758
• UNII: 3P5SU53360
• DSSTox Substance ID: DTXSID4021393
• Nikkaji Number: J5.122E
• Wikipedia: Triethylene glycol,Triethylene_glycol
• Wikidata: Q420630
• NCI Thesaurus Code: C84227
• RXCUI: 1368702
• Metabolomics Workbench ID: 56591
• ChEMBL ID: CHEMBL1235259
• Mol file: 112-27-6.mol

Synonyms:1,2-bis(2-hydroxyethoxy)ethane;2,2'-(1,2-ethanediylbis(oxy))bisethanol;2,2'-(ethylenedioxy)diethanol;2,2'-ethylenedioxybis(ethanol);3,6-dioxaoctane-1,8-diol;bis(2-hydroxyethoxyethane);ethylene glycol dihydroxydiethyl ether;polyethylene glycol (3);polyethylene glycol 150;triethylene glycol;triethylene glycol, dipotassium salt;triethylene glycol, disodium salt;triethylene glycol, sodium salt

Chemical Property of Triethylene Glycol

Chemical Property:

• Appearance/Colour: clear liquid
• Vapor Pressure: <0.01 mm Hg ( 20 °C)
• Melting Point: -7 °C
• Refractive Index: n20/D 1.455(lit.)
• Boiling Point: 288 °C at 760 mmHg
• PKA: 14.06±0.10(Predicted)
• Flash Point: 165.6 °C
• PSA: 58.92000
• Density: 1.124 g/cm³
• LogP: -0.99580
• Storage Temp.: Store below +30°C.
• Sensitive.: Hygroscopic
• Solubility.: H2O: 50 mg/mL at 20 °C, clear, colorless
• Water Solubility.: SOLUBLE
• XLogP3: -1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 150.08920892
• Heavy Atom Count: 10
• Complexity: 49.7

Purity/Quality:

98% ^*data from raw suppliers

Triglycol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Ethylene Glycols
• Canonical SMILES: C(COCCOCCO)O
• Inhalation Risk: A harmful contamination of the air will not or will only very slowly be reached on evaporation of this substance at 20 °C.
• Description: Triethylene Glycol (TEG) is the third members of a homologous series of dihydroxyalcohols. TEG is produced in the Master Process by the direct hydration of ethylene oxide. TEG is co-produced with MEG and DEG. TEG is a colourless liquid.The main uses for triethylene glycol are based upon its hygroscopic quality. It is used as a dehydrating agent for natural gas pipelines where it removes the water from the gas before being condensed and reused in the system. It is also a dehumidifying agent in air-conditioning units.It is also used to make chemical intermediates such as plasticisers and polyester resins. It is an additive in hydraulic fluids and brake fluids, and TEG is also used as a solvent in many applications, including as a selective solvent for aromatics, and a solvent in textile dyeing.Triethylene glycol also has mild disinfectant qualities and, when volatised, is used as an air disinfectant for virus and bacteria control.
• Uses: triethylene glycol is a solvent prepared from ethylene oxide and ethylene glycol.Triethylene glycol can be used:To prepare fatty acid gelators, which are used to gelate various edible and vegetable oils.As a solvent to prepare superparamagnetic iron oxide nanoparticles for in situ protein purification.As an absorbent agent in the subsea natural gas dehydration process. In various plastics to increase pliability; in air disinfection. Triethylene glycol is used as a plasticizer, as an additive for hydraulic fluids and brake fluids, and as a disinfectant. It is an active component of certain pigments, printing dyes, inks and paste. It finds application as a liquid desiccant and used in the dehydration of natural gas, carbon dioxide, hydrogen sulfide and air conditioning systems. It plays as an important role in anti-freeze and de-icing products, cleaning and furnishing care products, lubricant and greases. Triethylene glycol is widely used as an excellent dehydrating agent for natural gas, oilfield associated gas and carbon dioxide; Used as solvent for nitrocellulose, rubber, resin, grease, paint, pesticide, etc; Used as air bactericide; Used as triethylene glycol ester plasticizer for PVC, polyvinyl acetate resin, glass fiber and asbestos pressing board; Used as anti drying agent of tobacco, fiber lubricant and desiccant of natural gas; It is also used in organic synthesis, such as the production of brake oil with high boiling point and good low temperature performance. It can be used in gas chromatography as extractant.

Technology Process of Triethylene Glycol

There total 28 articles about Triethylene Glycol 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: 72.0%

methyl 2-(2-(2-(2-methoxyethoxy)ethoxy)ethoxy)-4-nitrobenzoate (1447497-19-9) → 2-(2-(2-(2-methoxyethoxy)ethoxy)ethoxy)-4-nitrobenzoic acid (1447497-21-3) + 2,2'-[1,2-ethanediylbis(oxy)]bisethanol (112-27-6)

Guidance literature:

With methanol; water; sodium hydroxide; for 2h; Reflux;

DOI:10.1021/ma4010023

Reference yield: 50.0%

triethylene glycol bromide + 2,5-dihydroxy-4-nitrobenzoic acid methyl ester (1447497-17-7) → 2,5-bis(2-(2-(2-methoxyethoxy)ethoxy)ethoxy)-4-nitrobenzoic acid (1447497-20-2) + 2,2'-[1,2-ethanediylbis(oxy)]bisethanol (112-27-6)

Guidance literature:

triethylene glycol bromide; 2,5-dihydroxy-4-nitrobenzoic acid methyl ester; With potassium carbonate; In acetone; Inert atmosphere; Reflux;

With methanol; water; sodium hydroxide; for 2h; Reflux;

DOI:10.1021/ma4010023

Reference yield:

pentaethylene glycol (2615-15-8) → formic acid (64-18-6) + Tetraethylene glycol (112-60-7) + Pentaethylene glycol (4792-15-8) + ethylene glycol (107-21-1) + acetic acid (64-19-7,77671-22-8) + diethylene glycol (111-46-6) + 2,2'-[1,2-ethanediylbis(oxy)]bisethanol (112-27-6)

Guidance literature:

With titanium(IV) oxide; In water; for 24h; Concentration; UV-irradiation;

DOI:10.1007/s10562-017-2029-1

upstream raw materials:

oxirane

ethylene glycol

diethylene glycol

ethylene dibromide

Downstream raw materials:

Tetraethylene glycol

(ethane-1,2-diylbisoxy)bis(ethane-2,1-diyl) diacetate

2,2-dimethyl-1,3,6,9-tetraoxa-2-sila-cycloundecane

α,ω-di(cyanoethylene)triethylene tetraoxide

Refernces

• 1、 Carlise, Joseph R.,Kriegel, Robert M.,Rees Jr., William S.,Weck, Marcus. "Synthesis and hydrolysis behavior of side-chain functionalized norbornenes". . p. 5550 - 5560. Retrieved 2005.
• 2、 Ding, Tong,Gao, Guohua,Xia, Fei,Yuan, Huixia,Zha, Jinyin,Zhang, Dawei,Zhang, Jingshun. "CO2atmosphere enables efficient catalytic hydration of ethylene oxide by ionic liquids/organic bases at low water/epoxide ratios". supporting information. p. 3386 - 3391. Retrieved 2021/05/25.
• 3、 Simangoye Ngobissi, Drocilia Ednah,Soufi, Jihène,Vanoye, Laurent,Richard, Dominique. "Photocatalytic Degradation of Hexaethylene Glycol". . p. 1608 - 1614. Retrieved 2017/08/29.