Ethylene Glycol

Base Information

• Chemical Name: Ethylene Glycol
• CAS No.: 25322-68-3
• Deprecated CAS: 37221-95-7,71767-64-1,1371582-33-0,2088100-90-5,849688-22-8,71767-64-1
• Hs Code.: 2909.49
• 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: 25322-68-3.mol

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

Chemical Property of Ethylene Glycol

Chemical Property:

• Appearance/Colour: White waxy crystalline flakes
• Vapor Pressure: <0.01 mm Hg ( 20 °C)
• Melting Point: 64-66 °C
• Refractive Index: n20/D 1.469
• Boiling Point: >250 °C
• Flash Point: 270 °C
• PSA: 40.46000
• Density: 1.27 g/mL at 25 °C
• LogP: -1.02900
• Storage Temp.: 2-8°C
• Sensitive.: Hygroscopic
• Solubility.: H2O: 50 mg/mL, clear, colorless
• Water Solubility.: Soluble in water.
• 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

Polyethylene glycol 1000 for synthesis ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,T
• Statements: 36/38-52/53-33-23/24/25
• Safety Statements: 26-36-24/25-61-45-36/37

MSDS Files:

SDS file from LookChem

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.
• Description: Polyethylene glycols are a family of linear polymers formed by a base-catalyzed condensation reaction with repeating ethylene oxide units being added to ethylene. The molecular formula is (C2H4O)multH2O where mult denotes the average number of oxyethylene groups. The molecular weight can range from 200 to several million corresponding to the number of oxyethylene groups. The higher-molecular-weight materials (100 000 to 5 000 000) are also referred to as polyethylene oxides. The average molecular weight of any specific polyethylene glycol product falls within quite narrow limits (°5%). The number of ethylene oxide units or their approximate molecular weight (e.g., PEG-4 or PEG-200) commonly designates the nomenclature of specific polyethylene glycols. Polyethylene glycols with amolecular weight less than 600 are liquid, whereas those of molecular weight 1000 and above are solid. These materials are nonvolatile, water-soluble, tasteless, and odorless. They are miscible with water, alcohols, esters, ketones, aromatic solvents, and chlorinated hydrocarbons, but immiscible with alkanes, paraffins, waxes, and ethers.
• Uses: Polyethylene Glycol is a binder, coating agent, dispersing agent, flavoring adjuvant, and plasticizing agent that is a clear, colorless, viscous, hygroscopic liquid resembling paraffin (white, waxy, or flakes), with a ph of 4.0–7.5 in 1:20 concentration. it is soluble in water (mw 1,000) and many organic solvents. polyethylene glycol (PEG) is a binder, solvent, plasticizing agent, and softener widely used for cosmetic cream bases and pharmaceutical ointments. Pegs are quite humectant up to a molecular weight of 500. Beyond this weight, their water uptake diminishes. Used in conjunction with carbon black to form a conductive composite.1 Polymer nanospheres of poly(ethylene glycol) were used for drug delivery.2 Poly(ethylene Glycol) molecules of approximately 2000 monomers. Poly(ethylene Glycol) is used in various applications from industrial chemistry to biological chemistry. Recent research has shown PEG m aintains the ability to aid the spinal cord injury recovery process, helping the nerve impulse conduction process in animals. In rats, it has been shown to aid in the repair of severed sciatic axons, helping with nerve damage recovery. It is industrially produced as a lubricating substance for various surfaces to reduce friction. PEG is also used in the preparation of vesicle transport systems in with application towards diagnostic procedures or drug delivery methods. H2 histamine receptor antagonist, anti-ulcer agent nonionic emulsifier A polymer used to precipitate proteins, viruses, DNA and RNA
• Indications: Polyethylene glycol (Miralax) is another osmotic laxative that is colorless and tasteless once it is mixed.
• Therapeutic Function: Laxative

Technology Process of Ethylene Glycol

There total 10 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:

Reference yield: 95.0%

→ polyethylene glycol (253222-68-3,25322-68-3)

Guidance literature:

Reference yield: 90.0%

bromoacetic acid tert-butyl ester (5292-43-3) + poly(ethylene glycol) → polyethylene glycol (253222-68-3,25322-68-3)

Guidance literature:

poly(ethylene glycol); With potassium tert-butylate; In tert-butyl alcohol; benzene; at 35 ℃; for 2h;

bromoacetic acid tert-butyl ester; In tert-butyl alcohol; benzene; at 20 ℃;

With hydrogenchloride; water; more than 3 stages;

Reference yield: 79.0%

mPEG (20 kDa)-amine + N-methoxycarbonylmaleimide (55750-48-6) → polyethylene glycol (253222-68-3,25322-68-3) + mPEG (20 kDa)maleimide + mPEG-maleamic acid

Guidance literature:

mPEG (20 kDa)-amine; In dichloromethane; at 40 ℃;

With sodium carbonate; sodium sulfate; In dichloromethane; at 5 - 5.75 ℃; for 9.5 - 15h;

N-methoxycarbonylmaleimide; In dichloromethane; at 5 - 40 ℃; for 29 - 30.75h; Product distribution / selectivity; Heating / reflux;

upstream raw materials:

glycerol

succinic acid anhydride

Z-Lys(Z)-OPfp

N-methoxycarbonylmaleimide

Refernces

• 1、 -. "Catalyst and Method for Production of Polyols by Hydrogenolysis of Carbohydrates". Page/Page column 2-3. . Retrieved 2010/11/29.
• 2、 -. "Conjugates of the hydrophilic polymer and the molecules from boxwood extraction, and pharmaceutical compositions of the conjugates". Page/Page column 4. . Retrieved 2008/06/13.