3975-14-2

Usage

Uses

Used in Preservation of Human and Animal Corpses:
1,1,2,2-Tetraethoxyethane is used as a preservative for the purpose of maintaining the integrity and preventing decomposition of human and animal corpses. Its low toxicity and effectiveness in inhibiting microbial growth make it a suitable choice for this application.
Used in Chemical Industry:
1,1,2,2-Tetraethoxyethane is used as a solvent in the chemical industry for various reasons, such as its ability to dissolve a wide range of substances and its low toxicity. This makes it a versatile and safe option for use in chemical processes and reactions.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 1,1,2,2-tetraethoxyethane is used as a solvent for the production of various drugs and medications. Its low toxicity and compatibility with a wide range of substances make it an ideal choice for use in the development and manufacturing of pharmaceutical products.
Used in Cosmetics Industry:
1,1,2,2-Tetraethoxyethane is also used in the cosmetics industry as a solvent and preservative. Its ability to dissolve various ingredients and inhibit microbial growth makes it a valuable component in the formulation of cosmetics and personal care products.
Used in Paints and Coatings Industry:
In the paints and coatings industry, 1,1,2,2-tetraethoxyethane is used as a solvent to help dissolve and mix various components of paint and coating formulations. Its low toxicity and compatibility with a wide range of substances make it a preferred choice for use in this application.
Used in Industrial Cleaning:
1,1,2,2-Tetraethoxyethane is used as a cleaning agent in industrial settings due to its ability to dissolve grease, oil, and other contaminants. Its low toxicity and effectiveness in breaking down and removing dirt and grime make it a popular choice for industrial cleaning applications.

InChI:InChI=1/C10H22O4/c1-5-11-9(12-6-2)10(13-7-3)14-8-4/h9-10H,5-8H2,1-4H3

Upstream product

• 95-59-0 2,3-dichloro-1,4-dioxane 
• 64-17-5 ethanol 
• 619-33-0 dichloroacetaldehyde diethyl acetal 
• 141-52-6 sodium ethanolate 
• 496-45-7 glyoxal sulfate 
• 131543-46-9 Glyoxal 
• 57987-56-1 1,2-diethoxy-1,2-dichloro-ethane 
• 5344-23-0 diethoxyacetaldehyde 
• 122-51-0 orthoformic acid triethyl ester 
• 3054-95-3 acrylaldehyde diethyl acetal 
• 10487-05-5 3,3-diethoxypropane-1,2-diol 

Downstream Products

• 57987-56-1 1,2-diethoxy-1,2-dichloro-ethane 
• 856440-31-8 tetraethyl 4,5-bis(4-methoxyphenyl)cyclohex-4-ene-1,1,2,2-tetracarboxylate 
• 5344-23-0 diethoxyacetaldehyde 
• 25226-98-6 trans-cinnamaldehyde diethylacetal 
• 10602-40-1 Maleinaldehydsaeure-ethylester-diethylacetal 
• 621-63-6 glycoaldehyde diethyl acetal 
• 22573-27-9 1,2-diethoxy-1,2-diphenylethane 

Relevant academic research and scientific papers

Process for continuously preparing acetals of alpha, beta-dicarbonyl compounds

The present invention relates to a process for preparing acetals of α,β-dicarbonyl compounds of the general formula (R″O)2CRCR′(OR″)2 which are obtained by continuous reaction of α,β-dicarbonyl compounds R—CO—CO—R′ with alcohols R″OH or HO—X—OH in countercurrent.

Process for the continuous preparation of acetals of alpha,beta-dicarbonyl compounds

The production of linear and cyclic acetals of formulae (I) and (Ia) respectively comprises reacting alpha ,beta -dicarbonyl compounds (II) of the type R-CO-CO-R' with alcohols (III) of the type ROH or HO-X-OH continuously in countercurrent apparatus: (RO)2CRCR'(OR)2 (I). The production of linear acetals (I) and cyclic acetals (Ia) comprises reacting alpha ,beta -dicarbonyl compounds, selected from glyoxal and higher dialdehydes, diketones and ketoaldehydes with 1-8 carbon (C) alkyl, 3-8 C cycloalkyl, 2-8 C alkenyl, 2-8 C alkynyl and/or 6-18 C aryl groups, with 1-8 C alkanols, 3-8 C cycloalkanols, 2-8 C alkenols, 2-8 C alkynols or diols with a 2-12 C alk(en)ylene chain continuously in a countercurrent apparatus. [Image] R and R' : H, 1-8 C alkyl, 3-8 C cycloalkyl, 2-8 C alkenyl, 2-8 C alkynyl or 6-18 C aryl R : 1-8 C alkyl, 3-8 C cycloalkyl, 2-8 C alkenyl or 2-8 C alkynyl or a chain X; and X : 2-12 C alkylene or 2-12 C alkenylene linking both O atoms of the alpha -C atom and/or both O atoms of the beta -C atom.

THE MONOACETALIZATION OF GLYOXAL: A DIRECT SYNTHESIS OF 2,2-DIMETHOXY AND DIETHOXY ETHANALS

Direct monoacetalization of glyoxal by methanol or ethanol is described.Yields of 50 to 70percent are obtained.

Les dialkoxy-2,2 ethanals, synthons difonctionnels a deux carbones : preparation par acetalisation du glyoxal et quelques applications en synthese

Known for a long time, 2,2-dialkoxy ethanals had to be prepare by rather tedious indirect pathways since monoacetalization of glyoxal was unknown.We discovered that it is possible to acetalize only one of the glyoxal functions using a great excess of alcohol, in the presence of an active enough catalyst.With careful monitoring of the reaction, 50 to 70 percent yield of monoacetals is obtained.The monoacetal is formed much quicker than the diacetal and the maximum yield is rather quickly obtained; with further elimination of water, diacetalization proceeds at the expense of the monoacetal.Depending on azeotropic compositions and boiling points, one of the following methods is used: 1.General method: 40 percent aqueous glyoxal (1 mol), alcohol (10 mol), catalyst (0.01 to 0.1 equivalent) and solvent are refluxed with azeotropic water extraction.The monitored (GC) reaction is stopped at the most favourable moment. 2.Method without solvent, convenient for unreactive alcohols, such as i-butanol: water is evaporated from glyoxal solution (1 mol); the residue, alcohol (10 mol) and catalyst are refluxed with water azeotropic extraction. 3.Method without solvent and without water azeotropic extraction: dehydrated glyoxal (1 mol) is refluxed with alcohol (10 mol) and catalyst.This method is the most convenient for methanol and ethanol.This sample and inexpensive preparation of 2,2-dialkoxy ethanals prompted us to perform syntheses of difunctional molecules otherwise only tediously accessible, since easily obtained functionalized acetals can be hydrolysed to functionalized aldehydes which constitute interesting synthons.Hydride or catalytic reduction as well as organometallic reactions lead to alcohols, further hydrolysed into 2-hydroxy aldehydes or oxidized to give way finally to α-ketoaldehydes for which this method provides a general synthetic pathway.From the oximes, prepared by classical methods, nitriles and amines can be obtained.Starting directly from the aldahydes, amines may be prepared by hydrogenation in the presence of ammonia or amines.The reaction of 2,2-dialkoxy ethanals with amides provides hydroxy and alkoxy acetal amides.The Cannizzaro reaction was also investigated; the same reactivity is displayed by formaldehyde and glyoxal monoacetals.Other reactions, among which Wittig and Wittig-Horner, are presently being studied in our laboratory.

DISSYMETRATION DE LA MOLECULE DU GLYOXAL 1-SYNTHESE ET REACTIVITE DE L'ACETOXY-1 TRIETHOXY-1,2,2 ETHANE

Acetoxy-1 triethoxy-1,2,2 ethane, a dissymetric derivative of glyoxal, is prepared and reacted with various bases and nucleophiles, as amines, cyanotrimethylsilane, organometallic and WITTIG reagents.Various acetals are obtained, leading to α-fonctionalized aldehydes.