112-26-5

Basic information

• Product Name: 1,2-Bis(2-chloroethoxy)ethane
• Synonyms: 1,2-BIS(2-CHLOROETHOXY)ETHANE (SEE 2229);Triglycol dichloride, Dichlorotriethylene dioxide, Tri(ethylene glycol) dichloride;1,2-Bis(2-chloroethoxy)ethane,97%;1,2-Bis(2-chloroethoxy)ethane,98%;1,2-Bis(2-chloroethoxy)ethane,99+%;1,2-Bis(2-chloroethoxy)ethane, 97% 100ML;Di(2-chloroethyl) Cellosolve Ethylene Glycol Bis(2-chloroethyl) Ether;Triglycol dichlorideDichlorotriethylene dioxide
• CAS NO: 112-26-5
• Molecular Formula: C₆H₁₂Cl₂O₂
• Molecular Weight: 187.06
• EINECS: 203-952-7
• Product Categories: Building Blocks;C2 to C7;Chemical Synthesis;Ethers;Organic Building Blocks;Oxygen Compounds
• Mol File: 112-26-5.mol

Chemical Properties

• Melting Point: -31°C
• Boiling Point: 235 °C(lit.)
• Flash Point: 250 °F
• Appearance: clear colorless to pale yellow liquid
• Density: 1.197 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.601mmHg at 25°C
• Refractive Index: n20/D 1.461(lit.)
• Storage Temp.: 2-8°C
• Solubility: insoluble
• Water Solubility: insoluble
• BRN: 506177
• CAS DataBase Reference: 1,2-Bis(2-chloroethoxy)ethane(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Bis(2-chloroethoxy)ethane(112-26-5)
• EPA Substance Registry System: 1,2-Bis(2-chloroethoxy)ethane(112-26-5)

Safety Data

• Hazard Codes: Xn
• Statements: 19-21/22-37/38-41-36/37/38
• Safety Statements: 26-36/37/39
• RIDADR: UN 2810 6.1/PG 3
• WGK Germany: 3
• RTECS: KH4900000
• TSCA: Yes
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 112-26-5(Hazardous Substances Data)

Usage

Chemical Properties

clear colorless to pale yellow liquid. Insoluble in water. Combustible.

Uses

Different sources of media describe the Uses of 112-26-5 differently. You can refer to the following data:
1. Solvent for hydrocarbons, oils, etc.; extractant; intermediate for resins and insecticides; organic synthesis.
2. 1,2-Bis(2-chloroethoxy)ethane is used as pharmaceutical intermediate.
3. 1,2-bis(2-chloroethoxy)ethane was used in the synthesis of 1,1′-[1,2-ethanediylbis(oxy-1,2-ethanediyl)]bis[3-methyl-1H-imidazolium-1-yl] chloride.

InChI:InChI=1/C6H12Cl2O2/c1-6(9-4-2-7)10-5-3-8/h6H,2-5H2,1H3

Upstream product

• 638-56-2 1,11-dichloro-3,6,9-trioxaundecane 
• 3926-62-3 sodium monochloroacetic acid 
• 5197-62-6 2-[2-(chloroethoxy)ethoxy]ethanol 
• 108213-17-8 2-(2-(2-chloroethoxy)ethoxy)ethyl 4-methylbenzenesulfonate 
• 19249-03-7 triethylene glycol di-(p-toluenesulfonate) 
• 17134-17-7 triethylene glycol bis(chloroformate) 
• 123-91-1 1,4-dioxane 
• 74-85-1 ethene 
• 7782-50-5 chlorine 
• 112-27-6 2,2'-[1,2-ethanediylbis(oxy)]bisethanol 
• 1462-33-5 2-chloroethyl chloromethyl ether 
• 75-21-8 oxirane 

Downstream Products

• 72659-57-5 1,2-Bis<β,β'-(p-diphenyphosphinophenoxy)ethoxy>ethane 
• 337515-01-2 (R)-2-Amino-3-(2-{2-[2-((R)-2-amino-2-methoxycarbonyl-ethylsulfanyl)-ethoxy]-ethoxy}-ethylsulfanyl)-propionic acid methyl ester 
• 79687-42-6 24-benzyl-1,4,7,10,13,16,19,22-octaoxa-2,6,23-cyclotetracosanetrione 
• 29239-84-7 4,4'-diphenol 
• 859857-56-0 C₂₈H₃₂N₆O₄N₁₂ 
• 859857-55-9 C₂₈H₃₆N₆O₈ 
• 78554-67-3 2-nitro-6,7,9,10,12,13-hexahydro-5,8,11,14-tetraoxabenzocyclododecene 
• 111571-06-3 4-(2-{2-[2-(4-cyanophenoxy)ethoxy]ethoxy}ethoxy)benzonitrile 

Relevant articles and documents

Ionic liquid-type crown ether as a novel medium for a liquid/liquid extraction of radioactive metal ion85Sr2+

1,13-Dichloro-4,7,10-trioxatridecane (2-[2-(1-chloro-2-ethoxy)ethoxy]ethyl chloride) (3a) was synthesized by a chlorination of 1,13-dihydroxy-4,7,10- trioxatridecane (triethylene glycol). And it was treated with imidazole and sodium ethoxide to give the 1N,1N′(oxoethylene)-diimidazole (3b), which was then converted to ionic liquid-type crown ether (ILCE) 3 with a reaction with 1,9-dichloro-3,6-trioxaoctane (2a). Further, the anion of ILCE was exchanged by an anion-exchange method. Ultimately, we developed a very efficient synthetic pathway for ILCEs 1-4 which have various physical and chemical characteristics by a modification of the polyethylene glycol chain length and anions. 85Sr2+ was successfully extracted into the [(3,2)OEtIm][Cl] (3) phase, but it was not extracted into the [(2,2)OEtIm][Cl] (1), [(3,3)OEtIm][Cl] (2), and [(4,3)OEtIm][Cl] (4) phases. Copyright

Crown ether type ionic liquid based on imidazole, benzimidazole and their derivatives

The invention discloses a crown ether type ionic liquid based on imidazole, benzimidazole and their derivatives. Cations of the crown ether type ionic liquid are imidazole, benzimidazole and their derivatives; anions include neutral or alkaline mononuclear and multinuclear anions; the mononuclear anions include Cl-, Br-, BF4-, PF6-, CF3COO-, CF3SO2-, (CF3SO2)N- and OH-; the multinuclear anions include AlCl4-, FeCl3- CuCl3- and AuCl4-. In some reactions, the crown ether type ionic liquid has the advantages of high reaction rate, high conversion rate, high reaction selectivity, reusability of acatalytic system and the like. In addition, the crown ether type ionic liquid also has a potential application prospect in terms of solvent extraction, separation and purification of matters, recycling of waste macromolecular compounds, fuel cells and solar cells, extraction of industrial waste gas, dissolution of geological samples, separation and treatment of nuclear fuels and nuclear wastes andthe like.

Design of task-specific ionic liquids for catalytic conversion of CO 2 with aziridines under mild conditions

A series of polyethylene glycol (PEG)-functionalized ionic liquids (ILs) were developed as recyclable and efficient catalysts for selective synthesis of 5-aryl-2-oxazolidinones from aziridines and CO2 without addition of any organic solvents or additives. In particular, high yields, chemo- and regio-selectivities of oxazolidinones were attained when BrDBNPEG 150DBNBr (DBN: 1,5-diazabicyclo[4.3.0]non-5-ene) was used as the catalyst, presumably due to activation of CO2 by the ether linkage in the PEG backbone, and stabilization of the ring-opened species of aziridine by the delocalized cation BrDBNPEG150DBN+. Furthermore, the catalyst could be reused for over four consecutive cycles without appreciable loss of catalytic activity and selectivity. The effects of catalyst structure and various reaction parameters on the catalytic performance were also investigated in detail. It was demonstrated that the catalyst worked well for a variety of aziridines producing the corresponding oxazolidinones in good yields and excellent regio-selectivities. Therefore, this solvent-free process could thus represent an environmentally friendly approach for ILs-catalyzed conversion of CO2 into value-added chemicals.

Highly efficient conversion of carbon dioxide catalyzed by polyethylene glycol-functionalized basic ionic liquids

A series of polyethylene glycol (PEG)-functionalized basic ionic liquids (ILs) were developed for efficient CO2 conversion into organic carbonates under mild conditions. In particular, BrTBDPEG150TBDBr was proven to be a highly efficient and recyclable catalyst for the synthesis of cyclic carbonates without utilization of any organic solvents or additives. This is presumably due to the activation of epoxide assisted by hydrogen bonding and activation of CO2 by the ether linkage in the PEG backbone or through the formation of carbamate species with the secondary amino group in the IL cation on the basis of in situ FT-IR study under CO2 pressure. In addition, the subsequent transesterification of cyclic carbonate e.g. ethylene carbonate (EC) with methanol to dimethyl carbonate (DMC) can also be effectively catalyzed by BrTBDPEG150TBDBr, thanks to the activation of methanol by the secondary and tertiary nitrogen in the IL to easily form CH 3O-, realizing a so-called "one-pot two-stage" access to DMC from CO2 without separation of cyclic carbonate by using one kind of single component catalyst. Therefore, this protocol represents a highly efficient and environmentally friendly example for catalytic conversion of CO2 into value-added chemicals such as DMC by employing PEG-functionalized basic ILs as catalysts.

SYNTHESIS OF DIFUNCTIONAL OXYETHYLENE-BASED COMPOUNDS

A method of reacting a toluenesulfonyl-terminated polyoxyethylene compound having the formula CH3—C6H4—SO2—(O—CH2—CH2)n—O—R1 with an ammonium salt having the formula NR24X to form a compound having the formula X—CH2—CH2—(O—CH2—CH2)n-1—R3. The value n is a positive integer. X is a halogen, cyanide, cyanate, thiocyanate, or azide. R1 is a terminating group. Each R2 is hydrogen or an alkyl group. —R3 is —O—R1 or —X.

Practical use of NH4X salts for difunctional oxyethylene-based intermediates

A series of tosyl functionalized oxyethylene-based organic compounds were selected to analyze the scope and efficiency of a general substitution method for conversion to difunctional, soluble oxyethylene based intermediates using readily available ammonium salts, glycols and commercially modified ethoxy-ethanols. Straightforward preparation, product purification and low cost reagents are particularly advantageous for compounds incorporating halides, thiocyanates and methoxy groups.

Ionic liquid type crown ether derivatives, method for preparing the same and method for isolating metal ions using the same

Disclosed relates to an ionic liquid type crown ether derivative, expressed by Chemical Formula 1 below, for isolating metal ions, a method for preparing the same and a method for isolating selectively the metal ions using the cycle size of the same. The present invention can provide the ionic liquid type crown ether and isolate metal ions including radioactive isotopes efficiently using the same. Furthermore, the prevent invention provides crown ether valuably used as a recyclable and environment-friendly isolating medium by preparing crown ether of ionic liquid type. wherein m, n, X? and R are identical with those in the description.

Crosslinked polysaccharide, obtained by crosslinking with substituted polyethylene glycol, as superabsorbant

New crosslinked polysaccharides useful as absorbents or superabsorbents alone or in a mixture are obtained by reacting polysaccharides (preferably containing carboxylates groups) with at least one crosslinker selected in the group constituted by activated polyethylene glycols such as for example halogenated (Cl, Br, I), mesylated, tosylated, or triflated activated polyethylene glycols.

The halogen-mediated opening of epoxides in the presence of pyridine-containing macrocycles

The ring opening of epoxides with elemental iodine and bromine in the presence of three pyridine-containing macrocyclic diamides as new catalysts affords vicinal iodo alcohols and bromo alcohols in high yields. This new procedure occurs regioselectively under mild conditions in various aprotic solvents. The catalysts are easily recovered and can be reused several times.

A safe and efficient procedure to prepare alkyl and alkoxyalkyl chlorides and dichlorides by catalytic decomposition of the corresponding alkyl and alkoxyalkyl chloroformates and bischloroformates with hexabutylguanidinium chloride

Small amounts of hexabutylguanidinium chloride (0.01 mol%) decomposes pure chloroformates or bischloroformates with different lengths of carbon chains by a semicontinuous process to diminish run-away risk, leading to chloride compounds with high yield and purity.