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Ethylene Glycol

Base Information
  • Chemical Name:Ethylene Glycol
  • CAS No.:107-21-1
  • Deprecated CAS:37221-95-7,71767-64-1,1371582-33-0,2088100-90-5,849688-22-8,71767-64-1
  • Molecular Formula:C2H6O2
  • Molecular Weight:62.0684
  • Hs Code.:2905.31
  • European Community (EC) Number:203-473-3,920-413-8
  • ICSC Number:0270
  • NSC Number:155081,152325,152324,93876,57859,32854,32853
  • UN Number:3082
  • UNII:FC72KVT52F
  • DSSTox Substance ID:DTXSID8020597
  • Nikkaji Number:J4.061D
  • Wikipedia:Ethylene glycol
  • Wikidata:Q194207
  • NCI Thesaurus Code:C77464
  • RXCUI:1314364
  • Metabolomics Workbench ID:52011
  • ChEMBL ID:CHEMBL457299
  • Mol file:107-21-1.mol
Ethylene Glycol

Synonyms:1,2 Ethanediol;1,2-Ethanediol;2 Hydroxyethanol;2-Hydroxyethanol;Ethylene Glycol;Glycol, Ethylene;Glycol, Monoethylene;Monoethylene Glycol

Suppliers and Price of Ethylene Glycol
Supply Marketing:
Business phase:
The product has achieved commercial mass production*data from LookChem market partment
Manufacturers and distributors:
  • Manufacture/Brand
  • Chemicals and raw materials
  • Packaging
  • price
  • TRC
  • 1,2-EthyleneGlycol(EthyleneGlycol)
  • 1ml
  • $ 65.00
  • TRC
  • 1,2-EthyleneGlycol(EthyleneGlycol)
  • 5ml
  • $ 105.00
  • TCI Chemical
  • Ethylene Glycol >99.5%(GC)
  • 500g
  • $ 25.00
  • TCI Chemical
  • Ethylene Glycol >99.5%(GC)
  • 25g
  • $ 20.00
  • Sigma-Aldrich
  • Ethylene glycol ReagentPlus , ≥99%
  • 30kg
  • $ 918.00
  • Sigma-Aldrich
  • Ethylene glycol-13C2 99 atom % 13C
  • 1 g
  • $ 913.00
  • Sigma-Aldrich
  • Ethylene glycol anhydrous, ZerO2?, 99.8%
  • 2 mL
  • $ 18.00
  • Sigma-Aldrich
  • Ethylene glycol anhydrous, ZerO2 , 99.8%
  • 2x2ml
  • $ 17.40
  • Sigma-Aldrich
  • Ethylene glycol ReagentPlus , ≥99%
  • 500ml
  • $ 64.50
  • Sigma-Aldrich
  • Ethylene glycol EMPLURA
  • 1009491000
  • $ 59.00
Total 608 raw suppliers
Chemical Property of Ethylene Glycol
Chemical Property:
  • Appearance/Colour:clear, colorless syrupy liquid 
  • Vapor Pressure:0.08 mm Hg ( 20 °C) 
  • Melting Point:-13 °C 
  • Refractive Index:n20/D 1.431(lit.)  
  • Boiling Point:197.5 °C at 760 mmHg 
  • PKA:14.22(at 25℃) 
  • Flash Point:108.2 °C 
  • PSA:40.46000 
  • Density:1.097 g/cm3 
  • LogP:-1.02900 
  • Storage Temp.:2-8°C 
  • Sensitive.:Hygroscopic 
  • Solubility.:water: miscible 
  • Water Solubility.:miscible 
  • XLogP3:-1.4
  • Hydrogen Bond Donor Count:2
  • Hydrogen Bond Acceptor Count:2
  • Rotatable Bond Count:1
  • Exact Mass:62.036779430
  • Heavy Atom Count:4
  • Complexity:6
Purity/Quality:

99% *data from raw suppliers

1,2-EthyleneGlycol(EthyleneGlycol) *data from reagent suppliers

Safty Information:
  • Pictogram(s): HarmfulXn 
  • Hazard Codes:Xn 
  • Statements: 22-36-41 
  • Safety Statements: 26-39-36/37/39 
MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:
  • Chemical Classes:Other Classes -> Ethylene Glycols
  • Canonical SMILES:C(CO)O
  • Recent ClinicalTrials:Evaluation of Fecal Microbiome Changes After Antegrade Continence Enema Placement and Initiation of Bowel Flush Regimen
  • Recent EU Clinical Trials:Efficacy of a very low-volume Polyethylene Glycole (PEG 1L) bowel preparation vs. low-volume (2L) and high-volume (4L) PEG-based preparations. A randomized controlled study.
  • Inhalation Risk:A harmful contamination of the air will be reached rather slowly on evaporation of this substance at 20 °C.
  • Effects of Short Term Exposure:The substance is irritating to the eyes and respiratory tract. The substance may cause effects on the kidneys, central nervous system and acid-base balance in the body. This may result in renal failure, brain injury and metabolic acidosis. Exposure could cause lowering of consciousness.
  • Uses and Industrial Applications Ethylene glycol (EG) is commonly used as an antifreeze agent and a feedstock for the production of polyethylene terephthalate, which is utilized in bottles and packaging materials. Its widespread application across industries underscores its importance as a versatile chemical compound.
  • Market Overview and Applications The EG market is projected to experience rapid expansion, with an expected value surpassing USD 61.7 billion by 2031. This growth is driven by the booming plastic industry, particularly in packaging applications where EG serves as a platform chemical for polyethylene terephthalate (PET). EG is also utilized as a solvent, antifreeze, and anti-icer in the automotive and aviation industries. Saudi Arabia, the United States, and Kuwait are among the leading producers of EG.
  • Chemical Composition and Production Ethylene glycol (EG) is a 1,2-glycol compound produced by the reaction of ethylene oxide with water. It is classified as a glycol and an ethanediol. The primary commercial process for EG production involves the direct oxidation of petroleum-based ethylene to obtain ethylene oxide, followed by the hydration of ethylene oxide to produce EG. Alternatively, EG can be synthesized from dimethyl oxalate (DMO) through hydrogenation over precious metal palladium catalysts at high pressures.
  • Renewable Sources and Sustainability There is increasing awareness regarding sustainable development and raw material security, leading to the exploration of innovative pathways for EG production from renewable sources. Bio-based EG synthesis reduces dependence on petroleum and potentially decreases carbon footprint. Plant biomass, consisting of cellulose, hemicellulose, and lignin, is a widely available and cost-effective feedstock for bio-EG production.
  • Biological Pathways for EG Synthesis Microorganisms such as yeast, bacteria, and mold are employed in the biological conversion of carbon-rich intermediates into ethanol. This biochemical process is conducted at low temperatures, with ethanol subsequently dehydrated to form bio-ethylene. Bioethylene undergoes similar processing steps as petroleum-based ethylene for EG production. Feedstocks for bio-ethanol production include corn starch, sugarcane, and wheat starch.
  • Bulk Production and Synthesis Routes EG is considered a bulk chemical, with an annual production of approximately 57 million metric tonnes. Apart from conventional synthesis from ethylene oxide, EG can also be synthesized from syngas via dimethyl oxalate as an intermediate. These various synthesis routes contribute to the versatility and availability of EG for diverse industrial applications.
Technology Process of Ethylene Glycol

There total 920 articles about Ethylene 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:
Guidance literature:
With sodium hydroxide; In octanol; at 183 ℃; for 0.0833333h; Product distribution / selectivity;
Guidance literature:
polyethylene terephthalate; With sodium hydroxide; In propan-1-ol; at 89 ℃; for 0.25h;
With hydrogenchloride; In propan-1-ol; water; Product distribution / selectivity;
Guidance literature:
With ruthenium-carbon composite; hydrogen; In water; at 215 ℃; for 1.5h; under 39003.9 Torr; Reagent/catalyst; Catalytic behavior; Autoclave;
DOI:10.1039/c6ra27524a
Refernces

Cationic hybrid hydrogels from amino-acid-based poly(ester amide): Fabrication, characterization, and biological properties

10.1002/adfm.201103147

The research focuses on the development of a new family of cationic charged biocompatible hybrid hydrogels, based on arginine unsaturated poly(ester amide) (Arg-UPEA) and Pluronic diacrylate (Pluronic-DA), which were fabricated through UV photocrosslinking in an aqueous medium. The purpose of this study was to improve the cellular interactions of synthetic hydrogels for potential biomedical applications by introducing cationic Arg-UPEA, which possesses biocompatibility and cationic properties. The conclusions drawn from the research indicate that the incorporation of Arg-UPEA into Pluronic-DA hydrogels significantly enhanced cell attachment, proliferation, and viability of both Detroit 539 human fibroblasts and bovine aortic endothelial cells. The chemicals used in the process include Pluronic F127, acryloyl chloride, triethylamine, Irgacure 2959 (as a photoinitiator), L-arginine, p-toluenesulfonic acid monohydrate, fumaryl chloride, ethylene glycol, 1,3-propanediol, 1,4-butanediol, 1,6-hexanediol, and p-nitrophenol, among others. These chemicals were utilized in the synthesis of the hydrogel precursors and for the characterization of their physicochemical properties.

A simple and efficient synthesis of new mono- and bis([1,2,4]-oxadiazol)- benzaldehyde building blocks

10.1055/s-2007-990834

The research focuses on the development of a simple and efficient method for synthesizing new mono- and bis([1,2,4]-oxadiazol)benzaldehyde building blocks, which are valuable in organic chemistry for a variety of applications. The purpose of this study was to create a high-yielding, five-step procedure with minimal and straightforward purifications, starting from readily available benzamidoxime, derived from 4-cyanobenzaldehyde. The conclusion of the research is that the team successfully developed a general method for synthesizing these compounds with aromatic and aliphatic linkers, yielding overall yields between 66% and 80%. Key chemicals used in the process include 4-cyanobenzaldehyde, ethylene glycol, p-toluenesulfonic acid, hydroxylamine hydrochloride, sodium carbonate, pyridine, phenylacetyl chloride, and various dicarboxylic acids or acid dichlorides to introduce different linkers. The final products, the mono- and bis([1,2,4]-oxadiazol)benzaldehydes, were obtained through a series of reactions involving O-acylation, acetal deprotection, and cyclization steps.

Dimeric and trimeric molybdenum( II) complexes containing 2-substituted η3-bonded butadienyl bridging ligands

10.1016/s0022-328x(97)00456-7

The study investigates the formation of dimeric and trimeric molybdenum(II) complexes containing 2-substituted 3-bonded butadienyl bridging ligands. The starting material used is [MoCI(CO)2(@-CH2(COCI)C=CH2)phen] (phen = 1,10-phenanthroline) (1). When 1 reacts with 1,2-ethanediol or N,N'-diethylethylenediamine in a 2:1 mole ratio, dimeric complexes [MoCI(CO)2(@-CH/(COACH2)C=CH2)phen]2 are formed, where A represents the substituent group (A = O for ester, A = NEt for amide). Reactions with hydroquinone or 1,4-phenylenediamine yield monomeric complexes [MoCI(CO)2(@-CH2(COA)C=CH2)phen], while dimeric complexes are isolated from reactions involving 4,4'-ethylenedianiline or p-xylylenediamine. Attempts to prepare a novel complex bridged by three linked amide substituted butadienyl groups using diethylenetriamine were unsuccessful. However, reaction of 1 with triethanolamine or tris(2-aminoethyl)amine in a 3:1 mole ratio gives trimeric complexes [MoCI(CO)2(~/a-CH2(COACH2CH2)C=CH2)phen]3 N (A = O, NH) in good yield. The study establishes conditions for the formation of these complexes and examines the boundaries of dimer and trimer formation using various bifunctional and trifunctional reagents.

Synthesis, structure and luminescent property of a new 3D porous metal-organic framework with rutile topology

10.1016/j.molstruc.2007.01.064

The research focuses on the synthesis, structure, and luminescent properties of a novel 3D porous metal-organic framework (MOF) with rutile topology, denoted as Cd(CTC)(HPDA)·(H2O) (1). The MOF was synthesized using 1,3-propanediamine (PDA) as a template, with cadmium chloride dihydrate and cis,cis-1,3,5-cyclohexanetricarboxylate (CTC) as reactants. The synthesis involved mixing these compounds in N,N-dimethylformamide, ethylene glycol, and water, followed by the slow diffusion of PDA at 65°C for five days, yielding colorless block-shaped crystals. The product was characterized using X-ray crystallography, which revealed a 3D network with quadrangular channels. The structure was further analyzed using thermogravimetric analysis (TGA), differential thermal analysis (DTA), powder X-ray diffraction (XRD), inductively coupled plasma (ICP) analysis, and infrared (IR) spectroscopy. The compound exhibited intense fluorescence at 364 nm upon excitation at 240 nm at room temperature, indicating potential as a photoactive material. The research was supported by several funding agencies and the crystallographic data was deposited with the Cambridge Crystallographic Data Centre.

Acid-free, organocatalytic acetalization

10.1016/j.tet.2005.09.079

The research aims to develop a general, acid-free method for the acetalization of various aldehydes and ketones using N,N-bis[3,5-bis(trifluoromethyl)phenyl] thiourea as a neutral, double hydrogen bonding organocatalyst. The purpose of this method is to provide a mild and highly practical approach for the synthesis of acetals, which are important intermediates and protecting groups in synthetic and carbohydrate chemistry, particularly for acid-labile substrates. The study successfully demonstrated that a wide range of aliphatic and aromatic carbonyl compounds, including saturated, aromatic, and unsaturated aldehydes and ketones, could be efficiently converted into their respective acetals at very low catalyst loadings (0.01–1 mol%) and at room temperature, yielding products in 65–99% yield with turnover frequencies around 600 h?1. The chemicals used in the process include various aldehydes and ketones, N,N-bis[3,5-bis(trifluoromethyl)phenyl] thiourea, ethanol, 1,2-ethanediol, and alkyl orthoformates, among others. The conclusions of the research highlight the high efficiency and broad applicability of the developed organocatalytic acetalization method, which operates at the lowest catalyst loadings reported for an organocatalytic reaction to date and is particularly beneficial for substrates that are sensitive to acidic conditions.

3-Methyl-2-cyclopentenone-Derived Synthons

10.1055/s-1982-29807

The research aims to optimize the synthesis of 2-bromo-3-methyl-2-cyclopentenone 1,2-ethanediyl acetal (1) and its precursors, including 3-methyl-2-cyclopentenone (5) and 2-bromo-3-methyl-2-cyclopentenone (8), as these compounds are important for the generation of organolithium derivatives used in natural products synthesis. The study presents improved methods for preparing these compounds, focusing on high yields and purity. Key chemicals used include 3-methyl-2-cyclopentenone, bromine, sodium hydrogen carbonate, p-toluenesulfonic acid, and 1,2-ethanediol. The researchers developed a purification method for 3-methyl-2-cyclopentenone, achieving a 94% yield. They also optimized the bromination and acetalization processes, obtaining 2-bromo-3-methyl-2-cyclopentenone in 61% yield and the final acetal in 66% yield. The study concludes that the optimized procedures provide efficient and environmentally friendly methods for synthesizing these important intermediates, with all components isolated or recovered in high yields, minimizing waste and environmental impact.

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