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Cas Database

112-27-6

112-27-6

Identification

  • Product Name:Ethanol,2,2'-[1,2-ethanediylbis(oxy)]bis-

  • CAS Number: 112-27-6

  • EINECS:203-953-2

  • Molecular Weight:150.175

  • Molecular Formula: C6H14O4

  • HS Code:2909.49

  • Mol File:112-27-6.mol

Synonyms:NSC 60758;TEG;TEG(glycol);Trigen;Triglycol;Trigol;Triethyleneglycol (8CI);1,2-Bis(2-hydroxyethoxy)ethane;1,2-Di(b-hydroxyethoxy)ethane;1,8-Dihydroxy-3,6-dioxaoctane;2,2'-Ethylenedioxydiethanol;2-[2-(2-Hydroxyethoxy)ethoxy]ethanol;3,6-Dioxaoctane-1,8-diol;Glycol bis(hydroxyethyl) ether;Triethylene glycol;

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Safety information and MSDS view more

  • Pictogram(s):IrritantXi

  • Hazard Codes:Xi

  • Signal Word:No signal word.

  • Hazard Statement:none

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Remove contaminated clothes. Rinse skin with plenty of water or shower. In case of eye contact First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention. If swallowed Rinse mouth. Vapor and liquid are unlikely to cause harm. (USCG, 1999) Basic treatment: Establish a patent airway (oropharyngeal or nasopharyngeal airway, if needed). Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if necessary. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with 0.9% saline (NS) during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 ml/kg up to 200 ml of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool. Administer activated charcoal ... . /Ethylene glycol, glycols, and related compounds/

  • Fire-fighting measures: Suitable extinguishing media Alcohol foam, dry chemical This chemical is combustible. Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Collect leaking and spilled liquid in sealable containers as far as possible. Absorb remaining liquid in sand or inert absorbent. Then store and dispose of according to local regulations. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

Supplier and reference price

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  • Manufacture/Brand:TRC
  • Product Description:Triglycol
  • Packaging:100 g
  • Price:$ 210
  • Delivery:In stock
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  • Manufacture/Brand:TCI Chemical
  • Product Description:Triethylene Glycol >99.0%(GC)
  • Packaging:25g
  • Price:$ 17
  • Delivery:In stock
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  • Manufacture/Brand:TCI Chemical
  • Product Description:Triethylene Glycol >99.0%(GC)
  • Packaging:500g
  • Price:$ 24
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Triethylene glycol 99%
  • Packaging:20kg
  • Price:$ 463
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Triethylene glycol United States Pharmacopeia (USP) Reference Standard
  • Packaging:0.5ml
  • Price:$ 366
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Triethylene glycol for synthesis
  • Packaging:25 L
  • Price:$ 283
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Triethylene glycol for synthesis. CAS 112-27-6, EC Number 203-953-2, chemical formula HO(CH CH O) H., for synthesis
  • Packaging:8082459025
  • Price:$ 273
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Triethylene glycol for synthesis. CAS 112-27-6, EC Number 203-953-2, chemical formula HO(CH CH O) H., for synthesis
  • Packaging:8082452500
  • Price:$ 83
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Triethylene glycol for synthesis
  • Packaging:2.5 L
  • Price:$ 79.46
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Triethylene glycol BioUltra, anhydrous, ≥99.0% (GC)
  • Packaging:500 mL
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Relevant articles and documentsAll total 17 Articles be found

Boigegrain,R. et al.

, p. 2529 - 2530 (1975)

Synthesis and hydrolysis behavior of side-chain functionalized norbornenes

Carlise, Joseph R.,Kriegel, Robert M.,Rees Jr., William S.,Weck, Marcus

, p. 5550 - 5560 (2005)

The stabilities of various functionalized norbornenes that are monomers for the ring-opening metathesis polymerization (ROMP) in aqueous solution were evaluated toward hydrolysis under a range of temperatures (37, 60, and 80 °C) and pH values (3-9). All monomers contain hydrolyzable linkages to pendant functional groups, and conclusions were drawn relating to how the chemical diversity of these pendant functional groups, in accordance with the pH and temperature variations, affect hydrolysis of the aforementioned linkages. The hydrolysis was monitored by reverse phase HPLC analysis, and/or NMR spectroscopy. As expected, monomers containing ester linkages were fairly labile at higher pH values, while acetal-based linkers were cleaved at lower pH values. β-Amino ester groups experienced a significant increase in hydrolysis rate, while carboxylic acid-containing monomers did not follow any clear trend. Saccharide-containing monomers exhibited unique behaviors for various pH values and temperature ranges.

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.

Nanotitania catalyzes the chemoselective hydration and alkoxylation of epoxides

Ballesteros–Soberanas, Jordi,Leyva–Pérez, Antonio,Martínez–Castelló, Aarón,Oliver–Meseguer, Judit,Tejeda–Serrano, María

, (2021/10/12)

Glycols and ethoxy– and propoxy–alcohols are fundamental chemicals in industry, with annual productions of millions of tons, still manufactured in many cases with corrosive and unrecoverable catalysts such as KOH, amines and BF3?OEt2. Here we show that commercially available, inexpensive, non–toxic, solid and recyclable nanotitania catalyzes the hydration and alkoxylation of epoxides, with water and primary and secondary alcohols but not with phenols, carboxylic acids and tertiary alcohols. In this way, the chemoselective synthesis of different glycols and 1,4–dioxanones, and the implementation of nanotitania for the production in–flow of glycols and alkoxylated alcohols, has been achieved. Mechanistic studies support the key role of vacancies in the nano–oxide catalyst.

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.

Photocatalytic Degradation of Hexaethylene Glycol

Simangoye Ngobissi, Drocilia Ednah,Soufi, Jihène,Vanoye, Laurent,Richard, Dominique

, p. 1608 - 1614 (2017/08/29)

Abstract: Polyethylene glycol (PEG) photodegradation was studied in water under UV irradiation in the presence of catalytic amount of TiO2 using hexaethylene glycol as a model compound. Full conversion was achieved in 7 h with an average quantum yield around 1%. Formic acid was found to be the main intermediate and was slower to oxidize into CO2 (traces remains after 24 h). The other intermediates [lower PEG, oxidized PEG (formates, aldehydes and acids, acetic acid)] of the photodegradation have also been identified and quantified. A mechanism based on previous literature but also taking into account these new observations is proposed. Graphical Abstract: [Figure not available: see fulltext.].

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.

Bis-TEGylated poly(p-benzamide)s: Combining organosolubility with shape persistence

Schulze, Maren,Michen, Benjamin,Fink, Alke,Kilbinger, Andreas F. M.

, p. 5520 - 5530 (2013/08/23)

The synthesis of perfectly planar, bis-substituted aromatic polyamides is reported herein. With highly flexible triethylene glycol chains attached and conformational restriction through intramolecular, bifurcated hydrogen bonds these are among the most shape-persistent yet organo-soluble polymers to date. Starting from 4-nitrosalicylic acid, our group developed a route to phenyl-2,5-bis-TEGylated aminobenzoate, which could be polymerized by addition of lithium bis(trimethylsilyl)amide (LiHMDS). Since this technique has not been applied to step-growth polycondensations of polyaramides so far, the influence of two different solvents and an N-protective group was investigated. Therefore, substituted phenyl aminobenzoate derivatives carrying a free amine or an N-protective group have been polymerized. Additionally, the tendency for self-assembly of the readily soluble bis-TEGylated poly(p-benzamide) was observed by transmission electron microscopy (TEM) in the dried state. Dynamic light scattering (DLS) measurements of chloroform solutions did not indicate the formation of aggregates. Thus, intermolecular interactions, which other aromatic polyamides typically exhibit, are prevented. The access to bis-substituted, entirely rigid poly(p-benzamide)s via this new polycondensation method paves the way for exciting new structures in materials science and supramolecular chemistry.

Process route upstream and downstream products

Process route

pentaethylene glycol
2615-15-8

pentaethylene glycol

formic acid
64-18-6

formic acid

Tetraethylene glycol
112-60-7

Tetraethylene glycol

Pentaethylene glycol
4792-15-8

Pentaethylene glycol

ethylene glycol
107-21-1

ethylene glycol

acetic acid
64-19-7,77671-22-8

acetic acid

diethylene glycol
111-46-6

diethylene glycol

2,2'-[1,2-ethanediylbis(oxy)]bisethanol
112-27-6

2,2'-[1,2-ethanediylbis(oxy)]bisethanol

Conditions
Conditions Yield
With titanium(IV) oxide; In water; for 24h; Concentration; UV-irradiation;
diethylene glycol
111-46-6

diethylene glycol

Tetraethylene glycol
112-60-7

Tetraethylene glycol

Pentaethylene glycol
4792-15-8

Pentaethylene glycol

2,2'-[1,2-ethanediylbis(oxy)]bisethanol
112-27-6

2,2'-[1,2-ethanediylbis(oxy)]bisethanol

Conditions
Conditions Yield
at 190 ℃;
ethylene glycol
107-21-1

ethylene glycol

ethylene dibromide
106-93-4

ethylene dibromide

Tetraethylene glycol
112-60-7

Tetraethylene glycol

Pentaethylene glycol
4792-15-8

Pentaethylene glycol

diethylene glycol
111-46-6

diethylene glycol

2,2'-[1,2-ethanediylbis(oxy)]bisethanol
112-27-6

2,2'-[1,2-ethanediylbis(oxy)]bisethanol

Conditions
Conditions Yield
at 115 - 120 ℃; Produkt5: Hexaaethylenglykol;
diethylene glycol
111-46-6

diethylene glycol

Tetraethylene glycol
112-60-7

Tetraethylene glycol

Pentaethylene glycol
4792-15-8

Pentaethylene glycol

2,2'-[1,2-ethanediylbis(oxy)]bisethanol
112-27-6

2,2'-[1,2-ethanediylbis(oxy)]bisethanol

Conditions
Conditions Yield
ethylene glycol
107-21-1

ethylene glycol

diethylene glycol
111-46-6

diethylene glycol

2,2'-[1,2-ethanediylbis(oxy)]bisethanol
112-27-6

2,2'-[1,2-ethanediylbis(oxy)]bisethanol

Conditions
Conditions Yield
at 180 - 200 ℃; Hydrolysis;
With water; at 100 ℃; pH=6; Product distribution / selectivity; Multiclave;
With water; CR11:H+2; at 100 ℃; pH=5; Product distribution / selectivity; Multiclave;
With water; CR11:Na+2:H+2=1:1 (molar); at 100 ℃; pH=7; Product distribution / selectivity; Multiclave;
With water; CR11:Na+2:H+2=1:2 (molar); at 100 ℃; pH=7; Product distribution / selectivity; Multiclave;
With water; CR11:Na+2:H+2=2:1 (molar); at 100 ℃; pH=8; Product distribution / selectivity; Multiclave;
With water; CR11:Na+2; at 100 ℃; pH=12; Product distribution / selectivity; Multiclave;
With water; IRC748: H+2; at 100 ℃; pH=5; Product distribution / selectivity; Multiclave;
With water; IRC748: Na+2:H+2=1:1 (molar); at 100 ℃; pH=7; Product distribution / selectivity; Multiclave;
With water; IRC748: Na+2:H+2=1:2 (molar); at 100 ℃; pH=6; Product distribution / selectivity; Multiclave;
With water; IRC748: Na+2:H+2=2:1 (molar); at 100 ℃; pH=10; Product distribution / selectivity; Multiclave;
With water; IRC748: Na+2; at 100 ℃; pH=6; Product distribution / selectivity; Multiclave;
With water; TP208: H+2; at 100 ℃; pH=4; Product distribution / selectivity; Multiclave;
With water; TP208: Na+2:H+2=1:1 (molar); at 100 ℃; pH=7; Product distribution / selectivity; Multiclave;
With water; TP208: Na+2:H+2=1:2 (molar); at 100 ℃; pH=6; Product distribution / selectivity; Multiclave;
With water; TP208: Na+2:H+2=2:1 (molar); at 100 ℃; pH=11; Product distribution / selectivity; Multiclave;
With water; TP208:Na+2; at 100 ℃; pH=6; Product distribution / selectivity; Multiclave;
With water; ethylene diamine tetraacetic acid tetrasodium salt; at 100 ℃; pH=11; Product distribution / selectivity; Multiclave;
With water; diammonium dihydrogenethylenediaminetetraacetate; at 100 ℃; pH=6; Product distribution / selectivity; Multiclave;
With water; edetate disodium; at 100 ℃; pH=7; Product distribution / selectivity; Multiclave;
With water; pipecolic Acid; at 100 ℃; pH=4; Product distribution / selectivity; Multiclave;
With water; ethylenediaminetetraacetic acid; at 100 ℃; pH=2; Product distribution / selectivity; Multiclave;
With water; nitrilotriacetic acid; at 100 ℃; pH=3; Product distribution / selectivity; Multiclave;
With water; sodium N-lauroylsarcosinate; at 100 ℃; pH=8; Product distribution / selectivity; Multiclave;
With water; 3-piperidin-1-yl-propane-1,2-diol; at 100 ℃; pH=9; Product distribution / selectivity; Multiclave;
With water; sodium 2-(1,2-dihydroxyethyl)-4-hydroxy-5-oxo-2,5-dihydro-furan-3-olate; at 100 ℃; pH=9; Product distribution / selectivity; Multiclave;
With water; iminodiacetic acid disodium salt; at 100 ℃; pH=10; Product distribution / selectivity; Multiclave;
With water; ethylenediaminetetraacetic acid tripotassium salt; at 100 ℃; pH=11; Product distribution / selectivity; Multiclave;
With water; nitrilotriacetic acid, disodium salt; at 100 ℃; pH=8; Product distribution / selectivity; Multiclave;
With water; dipotassium ethylene diamine tetracetate; at 100 ℃; pH=6; Product distribution / selectivity; Multiclave;
With water; poly(D,L-aspartic acid) sodium salt; at 100 ℃; pH=9; Product distribution / selectivity; Multiclave;
With water; ethylenediaminetetraacetic acid potassium salt; at 100 ℃; pH=4; Product distribution / selectivity; Multiclave;
With water; dipotassium salt of piperazine-1,4-bis(2-ethanesulfonic acid); at 100 ℃; pH=9; Product distribution / selectivity; Multiclave;
With water; 2-Picolinic acid; at 100 ℃; pH=9; Product distribution / selectivity; Multiclave;
With water; 2,2'-piperazine-1,4-diyl-bis-ethanesulfonic acid; at 100 ℃; pH=5; Product distribution / selectivity; Multiclave;
With water; monosodium salt of ethylenediaminetetraacetic acid; at 100 ℃; pH=4; Product distribution / selectivity; Multiclave;
With water; trisodium Edetate; at 100 ℃; pH=10; Product distribution / selectivity; Multiclave;
With water; at 160 ℃; for 2h; Product distribution / selectivity;
With 1,2-dimethoxyethane; water; sodium molybdate; at 160 ℃; for 2h; Product distribution / selectivity;
With Tetraethylene glycol dimethyl ether; water; at 160 ℃; for 2h; Product distribution / selectivity;
With Polyglykol DME 250; water; at 160 ℃; for 2h; Product distribution / selectivity;
With Polyglykol DME 500; water; potassium iodide; at 160 ℃; for 2h; Product distribution / selectivity;
With Polyglykol DME 500; water; at 160 ℃; for 2h; Product distribution / selectivity;
With water; Ag-promoted hydrotalcite, calcined, (3/1 Mg/Al); at 150 ℃; under 9810.38 Torr; Product distribution / selectivity; pilot plant reactor;
With water; at 190 ℃; under 27902.8 Torr; Pressure; Temperature;
With 1-vinylimidazole; water; 1-vinyl-3-butyl-3H-imidazol-1-ium bromide; at 100 ℃; for 3h; under 11251.1 Torr; Reagent/catalyst; chemoselective reaction; Autoclave; Inert atmosphere;
21 %Chromat.
12 %Chromat.
7 %Chromat.
With titanium(IV) oxide; water; In tetrahydrofuran; at 120 ℃; under 2250.23 Torr; Inert atmosphere;
methyloxirane
75-56-9,16033-71-9

methyloxirane

ethylene glycol
107-21-1

ethylene glycol

diethylene glycol
111-46-6

diethylene glycol

2,2'-[1,2-ethanediylbis(oxy)]bisethanol
112-27-6

2,2'-[1,2-ethanediylbis(oxy)]bisethanol

Conditions
Conditions Yield
Pentaerythritol; methyloxirane; With potassium hydroxide; In water; at 150 ℃; for 1.5h; under 2250.23 - 3000.3 Torr;
oxirane; at 150 ℃; for 2.5h; under 2250.23 - 3000.3 Torr;
With acetic acid; pH=~ 6; Product distribution / selectivity;
carbon dioxide
124-38-9,18923-20-1

carbon dioxide

[1,3]-dioxolan-2-one
96-49-1

[1,3]-dioxolan-2-one

ethylene glycol
107-21-1

ethylene glycol

diethylene glycol
111-46-6

diethylene glycol

2,2'-[1,2-ethanediylbis(oxy)]bisethanol
112-27-6

2,2'-[1,2-ethanediylbis(oxy)]bisethanol

Conditions
Conditions Yield
With Polyglykol DME 500; water; potassium iodide; at 200 ℃; for 2h; Product distribution / selectivity;
diethylene glycol
111-46-6

diethylene glycol

2,2'-[1,2-ethanediylbis(oxy)]bisethanol
112-27-6

2,2'-[1,2-ethanediylbis(oxy)]bisethanol

Conditions
Conditions Yield
With water; at 160 - 200 ℃; under 11032.6 - 14710.2 Torr;
With titanium(IV) oxide; In tetrahydrofuran; at 120 ℃; under 2250.23 Torr; Inert atmosphere;
ethylene glycol
107-21-1

ethylene glycol

diethylene glycol
111-46-6

diethylene glycol

2,2'-[1,2-ethanediylbis(oxy)]bisethanol
112-27-6

2,2'-[1,2-ethanediylbis(oxy)]bisethanol

Conditions
Conditions Yield
With carbon monoxide; Λ(+)-tris(pentane-2,5-dionato)ruthenium; at 200 ℃; under 112509 Torr;
With carbon monoxide; Λ(+)-tris(pentane-2,5-dionato)ruthenium; at 200 ℃; under 112509 Torr; Product distribution;
ethylene glycol
107-21-1

ethylene glycol

diethylene glycol
111-46-6

diethylene glycol

2,2'-[1,2-ethanediylbis(oxy)]bisethanol
112-27-6

2,2'-[1,2-ethanediylbis(oxy)]bisethanol

Conditions
Conditions Yield
at 100 ℃;

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