117-82-8

Usage

Uses

Used in Cosmetic Industry:
Bis(2-methoxyethyl) phthalate is used as an additive in the cosmetic industry for its ability to enhance the flexibility, durability, and overall quality of the products. It contributes to the smoothness and consistency of creams, lotions, and other cosmetic formulations.
Used in Plastic Industry:
Bis(2-methoxyethyl) phthalate is used as a plasticizer in the plastic industry to increase the flexibility, workability, and durability of plastic materials. It is particularly useful in the manufacturing of toys, including inflatable water products, hoppers, play and exercise balls, ensuring that these products maintain their shape and structure over time.
Used as a Solvent:
Due to its solvent properties, Bis(2-methoxyethyl) phthalate is employed in various applications where a solvent is required to dissolve or carry other substances. This makes it a versatile component in the formulation of various products, including some in the agricultural sector.
Agricultural Uses:
In agriculture, phthalates, such as Bis(2-methoxyethyl) phthalate, are used in the form of salts or derivatives of phthalic acid. Potassium hydrogen phthalate, for instance, serves as the primary standard for preparing a standard sodium hydroxide solution. Additionally, Dioctyl phthalate, an ester of phthalic acid and octyl alcohol, is used as a plasticizer in plastics, which can have applications in the agricultural industry for the production of durable and flexible equipment and containers.

Production Methods

DMEP is formed by the esterification of ethylene glycol monomethyl ether with phthalic anhydride in the presence of a catalyst (sulfuric acid or p-toluenesulfonic acid) or noncatalytically at high temperature.

Health Hazard

Dimethoxyethyl phthalate (DMEP) causes teratogenic, reproductive, and fetotoxic effects in animals.

Safety Profile

Moderately toxic by ingestion and intraperitoneal routes. Mddly toxic by inhalation. Experimental teratogenic and reproductive effects. A skin and eye irritant. Mutation data reported. A pesticide. Combustible when exposed to heat or flame; can react with oxidizing materials. To fight fre, use water, foam, CO2, dry chemical. When heated to decomposition it emits acrid smoke and irritating fumes.

InChI:InChI=1/C14H18O6/c1-19-7-5-9-3-4-11(13(15)16)12(14(17)18)10(9)6-8-20-2/h3-4H,5-8H2,1-2H3,(H,15,16)(H,17,18)/p-2

Upstream product

• 85-44-9 phthalic anhydride 
• 109-86-4 2-methoxy-ethanol 
• 88-95-9 Phthaloyl dichloride 

Relevant academic research and scientific papers

Diacidic ionic liquid supported on magnetic-silica nanocomposite: a novel, stable, and reusable catalyst for selective diester production

Abstract: Supported diacidic ionic liquid on magnetic silica nanoparticles (SDAIL@magnetic nanoSiO2) was successfully prepared through a multi-step approach. 2,2- bis ((3- methylimidazolidin-1-yl) methyl) propane- 1,3- diol bromide salt was immobilized onto the surface of magnetic silica nanoparticles via covalent bonding to prepare a novel powerful acidic catalyst. The synthesized catalyst was characterized by FT-IR, SEM, TGA, VSM, N2 adsorption–desorption measurements and acid-base titration. The catalytic activity of the prepared SDAIL@magnetic nanoSiO2 was investigated for the selective diesterification of alcohols by phthalic anhydride to afford corresponding dialkyl plasticizers under solvent-free conditions. The nature of two acidic counter anions as well as the presence of Lewis acidic species (Fe3O4) on the magnetic nanosilica and high surface area of the nanosilica influenced the behavior of the catalyst. Surperisingly, the high acidic character of the catalyst facilitates the reaction with a short reaction time. Furthermore, TG analysis strongly demonstrates that major content of IL is still stable on the support up to 290?°C, so catalyst has a good thermal stability. Under the optimized conditions, the conversion of phthalic anhydride was 100% and diester plasticizers were obtained with excellent yields (80–100%). The SDAIL@magnetic nanoSiO2 catalyst showed a good reusability and could be easily separated from the reaction mixture using an external magnet thanks to its superparamagnetic behavior and reused for several runs without significant activity loss. An important advantage of the SDAIL@magnetic nanoSiO2 was its high-hydrophilicity resulted in excellent selectivity towards the formation of only diesters which are commonly used plasticizers in different industries. Graphical abstract [Figure not available: see fulltext.].

A novel hydrogen-bonded silica-supported acidic ionic liquid: An efficient, recyclable and selective heterogeneous catalyst for the synthesis of diesters

Abstract: In this study, two novel acidic ionic liquids, including a hydroxyl functionalized diacidic ionic liquid [HFDAIL] and a sulfonated diacidic ionic liquid [SFDAIL], were prepared and immobilized on the surface of silica nanoparticles (SNPs) via hydrogen bonding. The materials were characterized by FT-IR, NMR, SEM, nitrogen physisorption measurement, TGA and acid-base titration. The catalytic activity of the prepared catalysts was investigated in the synthesis of phthalate, maleate and succinate diesters under solvent-free conditions. It was found that nanosilica@[HFDAIL] with higher availability of acidic sites and higher hydrophilicity was more efficient compared to the nanosilica@[SFDAIL]. Notably, nanosilica@[HFDAIL] catalyst has also demonstrated excellent selectivity for the diester product while the monoester product was predominant in the case of nanosilica@[SFDAIL] even after prolonged reaction time or higher catalyst loading. In addition, the nanosilica@[HFDAIL] catalyst could be separated by simple filtration and reused several times without any significant loss of catalytic performance, but a remarkable decrease in activity was observed for nanosilica@[SFDAIL] in the next runs. GRAPHICAL ABSTRACT?: SYNOPSIS Two novel acidic ionic liquids, including a hydroxyl functionalized diacidic ionic liquid [HFDAIL] and a sulfonated diacidic ionic liquid [SFDAIL], were prepared and immobilized on the surface of silica nanoparticles via hydrogen bonding. The catalytic activity of the catalysts was investigated in the synthesis of diesters under solvent-free conditions.

Synthesis and characterization of a new hydroxyl functionalized diacidic ionic liquid as catalyst for the preparation of diester plasticizers

Two new functionalized diacidic ionic liquids (FDAILs) including hydroxyl functionalized diacidic ionic liquid (HFDAIL) and sulfonated diacidic ionic liquid (SFDAIL) were synthesized and characterized by 1HNMR, 13CNMR and FT-IR. The catalytic activities of these FDAILs were examined in esterification reaction of anhydrides with some alcohols to give corresponding dialkyl plasticizers under solvent-free conditions. The results indicate that HFDAIL, as hydroxyl-bearing catalyst, show better catalytic performance. Under the optimum conditions, using HFDAIL, the conversion of phthalic anhydride was high and diester plasticizers were obtained with good to excellent yields in the presence of only 10?mol% of ionic liquid. All the produced diesters could be easily recovered due to their immiscibility with the ionic liquid. Recycling experiments suggests that these ionic liquids can be reused several times without remarkable loss in their catalytic activity.

13C NMR/DFT/GIAO studies of phenylene bis(1,3-dioxolanium) dications and 2,4,6-triphenylene tris(1,3-dioxolanium) trication

The o-, m-, and p-phenylene bis(1,3-dioxolanium) dications (4-6) and 2,4,6-triphenylene tris(1,3-dioxolanium) trication (7) have been prepared by the ionization of the corresponding 2-methoxyethyl benzoates in FSO3H or CF3SO3H at 40 and 60 °C, respectively. The charge delocalization in these carbocations was probed by 13C NMR chemical shifts and substantiated by GIAO/DFT calculations. Relatively less charge is delocalized into the aromatic ring of the carbotrication 7. The rotational barrier around the C+-Ar bond for carbodications 4 and 5 was also estimated to be 8-10 kcal/mol.