112-27-6 Usage
Description
2,2'-(Ethylenedioxy)diethanol, also known as Triethylene Glycol (TEG), is a colorless liquid with a mild odor and is denser than water. It is a poly(ethylene glycol) with octane-1,8-diol, where the carbon atoms at positions 3 and 6 have been replaced by oxygen atoms. TEG is produced by the direct hydration of ethylene oxide and is a member of a homologous series of dihydroxyalcohols. It is known for its hygroscopic quality, making it an efficient dehydrating agent.
Uses
Used in Natural Gas and Oil Industry:
2,2'-(Ethylenedioxy)diethanol is used as a dehydrating agent for natural gas, oilfield associated gas, and carbon dioxide. It removes water from the gas before being condensed and reused in the system, ensuring the efficient and safe transportation of these resources.
Used in Air Conditioning Systems:
In the air conditioning industry, 2,2'-(Ethylenedioxy)diethanol is used as a dehumidifying agent. It helps in removing excess moisture from the air, providing a comfortable and controlled environment.
Used as a Solvent:
2,2'-(Ethylenedioxy)diethanol is used as a solvent for various applications, including nitrocellulose, rubber, resin, grease, paint, and pesticides. Its ability to dissolve a wide range of substances makes it a versatile component in the chemical industry.
Used in Plasticizers and Polyester Resins:
2,2'-(Ethylenedioxy)diethanol is used as a chemical intermediate to produce plasticizers and polyester resins, which are essential components in the manufacturing of various plastics and synthetic materials.
Used in Hydraulic Fluids and Brake Fluids:
As an additive, 2,2'-(Ethylenedioxy)diethanol enhances the performance of hydraulic fluids and brake fluids, improving the efficiency and safety of mechanical systems.
Used in Disinfection:
2,2'-(Ethylenedioxy)diethanol has mild disinfectant qualities and is used as an air disinfectant for virus and bacteria control when volatilized.
Used in Organic Synthesis:
It is also used in organic synthesis, such as the production of brake oil with high boiling point and good low-temperature performance.
Used in Gas Chromatography:
2,2'-(Ethylenedioxy)diethanol can be used as an extractant in gas chromatography, a technique used to separate and analyze compounds in a mixture.
Used in the Subsea Natural Gas Dehydration Process:
As an absorbent agent, 2,2'-(Ethylenedioxy)diethanol plays a crucial role in the subsea natural gas dehydration process, ensuring the efficient removal of water from the gas.
Used in Edible and Vegetable Oils:
Triethylene glycol can be used to prepare fatty acid gelators, which are used to gelate various edible and vegetable oils, enhancing their texture and stability.
Used in Superparamagnetic Iron Oxide Nanoparticles:
As a solvent, 2,2'-(Ethylenedioxy)diethanol is used to prepare superparamagnetic iron oxide nanoparticles for in situ protein purification, a technique with significant applications in the biotechnology and pharmaceutical industries.
Production Methods
Triethylene glycol, like diethylene glycol, is produced commercially
as a by-product of ethylene glycol production.
Its formation is favored by a high ethylene oxide to water
ratio.
Reactivity Profile
Triethylene glycol is a ether-alcohol derivative. The ether being relatively unreactive. Flammable and/or toxic gases are generated by the combination of alcohols with alkali metals, nitrides, and strong reducing agents. They react with oxoacids and carboxylic acids to form esters plus water. Oxidizing agents convert alcohols to aldehydes or ketones. Alcohols exhibit both weak acid and weak base behavior. They may initiate the polymerization of isocyanates and epoxides. Reacts with strong oxidants. [Handling Chemicals Safely 1980. p. 932].
Health Hazard
Under normal conditions of use, Triethylene Glycol (TEG) is not expected to cause irritation to the skin, eyes or respiratory tract. However, in applications where vapours or mists are created, inhalation may cause irritation to the respiratory system. No ceiling on worker exposure has been set by the American Conference of Governmental Hygienists (ACGIH), neither has a Workplace Exposure Limit been established for TEG. TEG is readily biodegradable, has a low potential to bioaccumulate and has low toxicity to aquatic organisms. TEG is not flammable, unless preheated.
Flammability and Explosibility
Notclassified
Chemical Reactivity
Reactivity with Water No reaction; Reactivity with Common Materials: No reactions; Stability During Transport: Stable; Neutralizing Agents for Acids and Caustics: Not pertinent; Polymerization: Not pertinent; Inhibitor of Polymerization: Not pertinent.
Safety Profile
Poison by intravenous
route. Mildly toxic to humans by ingestion.
Experimental reproductive effects. An eye
and skin irritant. Many glycol ether
compounds have dangerous human
reproductive effects. Combustible when
exposed to heat or flame. Can react with
oxidizing materials. Explosive in the form of
vapor when exposed to heat, flame, or
spark. To fight fire, use alcohol foam, dry
chemical. When heated to decomposition it
emits acrid smoke and irritating fumes. See
also ESTERS and GLYCOL ETHERS.
Purification Methods
Dry the glycol with CaSO4 for 1 week, then it is repeatedly and very slowly fractionally distilled under a vacuum. Store it in a vacuum desiccator over P2O5. It is very hygroscopic. [Beilstein 1 IV 2400.]
Check Digit Verification of cas no
The CAS Registry Mumber 112-27-6 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,1 and 2 respectively; the second part has 2 digits, 2 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 112-27:
(5*1)+(4*1)+(3*2)+(2*2)+(1*7)=26
26 % 10 = 6
So 112-27-6 is a valid CAS Registry Number.
InChI:InChI=1/C6H14O4/c7-1-3-9-5-6-10-4-2-8/h7-8H,1-6H2
112-27-6Relevant articles and documents
Boigegrain,R. et al.
, p. 2529 - 2530 (1975)
Substituted diether diols by ring-opening of carbocyclic and stannylene acetals
Martinez-Bernhardt, Rolando,Castro, Peter P.,Godjoian, Gayane,Gutierrez, Carlos G.
, p. 8919 - 8932 (1998)
Reduction of malonaldehyde bis(ethylene and propylene acetals) with borane or monochloroborane produces diether diols 1 and 2 in high yield. Similar reduction of glyoxal his(ethylene acetals) has only limited utility for the preparation of tetrasubstituted triethylene glycols 3. Organotin chemistry is complementary: stannylene acetals prepared from disubstituted vicinal diols can be alkylated with half an equivalent of 1,2-dibromoethane to produce tetrasubstituted triethylene glycols 3, or with two equivalents of 2-chloroethanol to produce disubstituted triethylene glycols 4.
CO2atmosphere enables efficient catalytic hydration of ethylene oxide by ionic liquids/organic bases at low water/epoxide ratios
Ding, Tong,Gao, Guohua,Xia, Fei,Yuan, Huixia,Zha, Jinyin,Zhang, Dawei,Zhang, Jingshun
supporting information, p. 3386 - 3391 (2021/05/25)
The development of an efficient and low-cost strategy for the production of monoethylene glycol (MEG) through hydration of ethylene oxide (EO) at low H2O/EO molar ratios is an important industrial challenge. We have established that by using CO2as the reaction atmosphere, hydration of EO can be achieved at a low H2O/EO ratio of 1.5?:?1 along with high yields (88-94%) and selectivities (91-97%) of MEG catalyzed by binary catalysts of ionic liquids and organic bases. The results are significantly better than those of experiments conducted under an atmosphere of N2. Isotope labeling experiments revealed that CO2had altered the reaction pathway and participated in the reaction, in which cycloaddition of EO with CO2occurred first followed by the hydrolysis of ethylene carbonate (EC) to generate MEG and recover CO2. The ionic liquids and organic bases synergistically catalyzed the one-pot two-step reaction. DFT calculations confirmed that this route is more kinetically favorable compared to the pathway of direct epoxide hydration.
Catalytic hydration process for production of ethylene glycol
-
Paragraph 0035-0042, (2017/02/24)
The invention relates to a method for producing glycol by catalytic hydration, which solves the problems of high equipment investment and high energy consumption existed in the direct hydration production of glycol in prior art. The method comprises the following steps: a) a material flow 1 containing ethylene oxide and water is introduced in a catalytic hydration reaction unit R, a material flow 6 containing glycol can be obtained after the reaction; b) the material flow 6 is introduced in a feed preheater of an evaporation tower D3, and preheating is carried out to obtain a material flow 7; c) the material flow 7 is introduced in the center part of the evaporation tower, after being separated, a glycol aqueous solution 8 is obtained at the bottom of the evaporation tower, and a steam material flow 9 is obtained at the top of the tower; and d) the material flow 9 is divided into a material flow 10 and a material flow 11; the material flow 10 is introduced in the feed preheater of the evaporation tower D3; and the material flow 11 is introduced into a subsequent flow. The technical scheme can better solve the problems, and the method of the invention can be used in an industrial production for producing glycol by ethylene oxide catalytic hydration.