Related Experiment Video
Updated: Oct 27, 2025

Ion-Exchange Membranes for the Fabrication of Reverse Electrodialysis Device
Published on: July 20, 2021
Upgrading of Ethanol to 1,1-Diethoxyethane by Proton-Exchange Membrane Electrolysis
Daisuke Kawaguchi1, Hitoshi Ogihara1, Hideki Kurokawa1
1Graduate School of Science and Engineering, Saitama University, 255 Shimo-Okubo, Sakura-ku, Saitama, 338-8570, Japan.
Abstract:
The direct acetalization of ethanol is a significant challenge for upgrading bioethanol to value-added chemicals. In this study, 1,1-diethoxyethane (DEE) is selectively synthesized by the electrolysis of ethanol using a proton-exchange membrane (PEM) reactor. In the PEM reactor, a Pt/C catalyst promoted the electro-oxidation of ethanol to acetaldehyde. The Nafion membrane used as the PEM served as a solid acid catalyst for the acetalization of ethanol and electrochemically formed acetaldehyde. DEE was obtained at high faradaic efficiency (78 %) through sequential electrochemical and nonelectrochemical reactions. The DEE formation rate through PEM electrolysis was higher than that of reported systems. At the cathode, protons extracted from ethanol were reduced to H2 . The electrochemical approach can be utilized as a sustainable process for upgrading bioethanol to chemicals because it can use renewable electricity and does not require chemical reagents (e. g., oxidants and electrolytes).
Related Concept Videos
Ethers from Alcohols: Alcohol Dehydration and Williamson Ether Synthesis
Ethers can be prepared from organic compounds by various methods. Some of them are discussed below,
Preparation of Ethers by Alcohol Dehydration
In this method, in the presence of protic acids, alcohol dehydrates to produce alkenes and ethers under different conditions. For example, in the presence of sulphuric acid, dehydration of ethanol at 413 K yields ethoxyethane, whereas it yields ethene at 443 K.
Ethers from Alkenes: Alcohol Addition and Alkoxymercuration-Demercuration
Ethers can also be prepared from alkenes through acid-catalyzed addition of alcohols and alkoxymercuration–demercuration.
Preparation of Ethers by Acid-Catalyzed Addition of Alcohol to Alkenes
The acid-catalyzed addition of alcohol to an alkene involves treating the alkene with an excess of alcohol in the presence of an acid catalyst to form an ether under suitable conditions. The hydrogen will add to the less substituted carbon so that the nucleophile can attack the more...
Preparation of Epoxides
Epoxides result from alkene oxidation, which can be achieved by a) air, b) peroxy acids, c) hypochlorous acids, and d) halohydrin cyclization.
Epoxidation with Peroxy Acids
Epoxidation of alkenes via oxidation with peroxy acids involves the conversion of a carbon–carbon double bond to an epoxide using the oxidizing agent meta-chloroperoxybenzoic acid, commonly known as MCPBA. Since the O–O bond of peroxy acids is very weak, the addition of electrophilic oxygen of...
Acid-Catalyzed Dehydration of Alcohols to Alkenes
Oxidation of Alkenes: Anti Dihydroxylation with Peroxy Acids
Regioselectivity and Stereochemistry of Acid-Catalyzed Hydration

