????? ??? ???? ??? ??

????? ??? ???? ??? C??? ??, ??, ??

??

Bis (2-methoxyethyl) ether, also known as diglyme, is a linear aliphatic diether widely used as a solvent and present as a clear liquid at room temperature with a mild ether odor. The compound is notknown to occur in nature. It is synthesized from ethylene oxide and methanol in the presence of either acidic or basic catalysts. The reaction is based on the classic Williamson ether synthesis. It can also be produced from diethylene glycol and dimethyl sulfate. In June 2012, ECHA proposed addition of diglyme to the REACH very high concern list.

??? ??

Diethylene glycol dimethyl ether is a clear, water-white neutral liquid of faint, pleasant odor. This ether may be used as a solvent for alkali metal hydrides for use in such reactions as reduction, alkylation and condensation. It may also be used as a lacquer solvent.

??

Diethylene glycol dimethyl ether is used as a solvent in organic reactions due to its stability towards higher pH and its high boiling point. It is particularly involved in reactions utilizing organometallic reagents such as Grignard reactions and metal hydride reductions. It is also a solvent for hydroboration reactions with diborane.

??

ChEBI: A polyether that is the dimethyl ether derivative of diethylene glycol.

?? ??

Colorless watery liquid with a pleasant odor. Floats and mixes with water.

??? ?? ??

Oxidizes readily in air to form unstable peroxides that may explode spontaneously [Bretherick, 1979 p.151-154, 164]. A mixture of liquid air and diethyl ether exploded spontaneously, [MCA Case History 616(1960)]. Water soluble.

?? ???

A violent explosion occurred when lithium aluminum hydride was being used to dry 2-Methoxyethyl ether. The ignition may have occurred due to the presence of large amounts of water or perhaps peroxide formed in the ether. About 75% of the ether had been removed when the explosion occurred, [MCA Case History 1494 (1968)].

????

INGESTION (severe cases): nausea, vomiting, abdominal cramps, weakness progressing to coma.

????

2-Methoxyethyl ether is combustible.

?? ??

Reactivity with Water No reaction; Reactivity with Common Materials: No reaction; Stability During Transport: Stable; Neutralizing Agents for Acids and Caustics: Not pertinent; Polymerization: Not pertinent; Inhibitor of Polymerization: Not pertinent.

Synthesis

265 g (2.5 mol) of diethylene glycol, 320 g (10.0 mol) of methanol, and 14.3 g (0.0125 equivalents) of NAFION 1100 EW Polymer (H+ form) were charged to a one-liter autoclave. After sealing and pressure testing, the contents of the autoclave were agitated, and the autoclave was pressurized to 100 psi with nitrogen. After 5 minutes of agitation, the autoclave was depressurized. This process was repeated two more times to ensure complete deoxygenation. After deoxygenation, the autoclave was heated to a temperature of 198 ℃, and the contents of the autoclave were agitated at 1900 rpm for 5 hours at temperature (198-200 ℃). A pressure of 810 psi was obtained. After 5 hours, the autoclave was cooled and sampled. By analysis, a total of 77.2% by weight of the diethylene glycol (1.93 moles) was converted in the reaction, producing 0.335 mol of Diglyme. The co-product includes 1,4 dioxane and the intermediate diethylene glycol monomethyl ether.

????

The metabolite 2-methoxyacetic acid, which is generated from 2-methroxyethanol by the reaction of alcohol dehydrogenase, may be important for the toxic effects. It can undergo activation to methoxyacetyl coenzyme A and enter the Krebs cycle or fatty acid biosynthesis. Several metabolites of 2-methoxyethanol, such as 2-methoxy-N-acetyl glycine, have been identified that support this pathway. Thus, 2-methoxyacetic acid may interfere with essential metabolic pathways of the cell, and it was hypothesized that this causes the testicular lesions and malformations in experimental animals.

Purification Methods

Dry diglyme with NaOH pellets or CaH2, then reflux with, and distil (under reduced pressure) it from Na, CaH2, LiAlH4, NaBH4 or NaH. These operations are carried out under N2. The amine-like odour of diglyme has been removed by shaking with a weakly acidic ion-exchange resin (Amberlite IR-120) before drying and distilling. Addition of 0.01% NaBH4 to the distillate inhibits peroxidation. Purify it also as for dioxane. It has been passed through a 12-in column of molecular sieves to remove water and peroxides. [Beilstein 1 IV 2393.]

????? ??? ???? ??? ?? ?? ? ???

???

?? ??

????? ??? ???? ??? ?? ??

???	??	???	??	?? ?	??
Neostar United (Changzhou) Industrial Co., Ltd.	+86-0519-85551759 +8613506123987	marketing1@neostarunited.com	China	8831	58
Anhui lixing chemical co.,ltd	+86-5638152626 +86-17756305689	gdq@lixingchem.com	China	10	58
Hebei Chuanghai Biotechnology Co., Ltd	+86-15531157085 +86-15531157085	abby@chuanghaibio.com	China	8809	58
Hebei Mujin Biotechnology Co.,Ltd	+86 13288715578 +8613288715578	sales@hbmojin.com	China	12816	58
Hebei Chuanghai Biotechnology Co,.LTD	+86-13131129325	sales1@chuanghaibio.com	China	5876	58
Henan Bao Enluo International TradeCo.，LTD	+86-17331933971 +86-17331933971	deasea125996@gmail.com	China	2472	58
HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD	+8615350851019	admin@86-ss.com	China	1001	58
Capot Chemical Co.,Ltd.	+86-（0）57185586718 +86-13336195806	sales@capot.com	China	29730	60
Henan Tianfu Chemical Co.,Ltd.	+86-0371-55170693 +86-19937530512	info@tianfuchem.com	China	21631	55
Hefei TNJ Chemical Industry Co.,Ltd.	+86-0551-65418679 +8618949832763	info@tnjchem.com	China	2986	55

????? ??? ???? ??? ?? ??: