DPE, 1,2-Diphenoxyethan

Chemical Properties

Off-white Crystals

Uses

Preparation

DPE is as follows:A three-necked flask was charged with 15.7 g of bromobenzene (100 mmol) and 47 ml of DMF, and stirred. 12.7 g of sodium carbonate (120 mmol, 1.2 eq.), 1.9 g of cuprous iodide (10 mmol, 0.1 eq.), 1.87 g of 2,2'-bipyridine (12 mmol, 0.1 eq.) and 7.4 g of ethylene glycol (120 mmol, 1.2 equivalent), the reaction mixture was stirred at 100 ° C overnight. After recovering DMF under reduced pressure, 100 ml of water and 100 ml of toluene were added, and the aqueous phase was extracted three times with 300 ml of toluene, and the organic layers were combined. Washed sequentially with 5% sodium carbonate. The organic phase was dried over anhydrous sodium sulfate, filtered, and then filtered and evaporated,The crude product was recrystallized from isopropanol and dried in vacuo to give 19.5 g of product, yield 91%, purity over 99%.

General Description

DPE is an intermediate that forms during the sonochemical oxidation of chlorophenol and phenoxyacetic acid. DPE (C6H5–O–CH2–CH2–O–C6H5, DPOE) is a flexible bichromophore in which the two phenyl rings are separated from one another by an −O–CH2–CH2–O– chain with five flexible dihedral angles about which hindered rotation can occur. As such, it is a phenyl capped analog of dimethoxyethane (DMOE), which has served as a model compound for development of force fields for polyethylene glycol (PEG).

Flammability and Explosibility

Nonflammable

Consumer Uses

ECHA has no public registered data indicating whether or in which chemical products the substance might be used. Other release to the environment of this substance is likely to occur from: indoor use as processing aid.