Electrochemical Oxidation of But-2-yne-1,4-diol

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Title:Electrochemical Oxidation of But-2-yne-1,4-diol
Creators:
Hlavatý, Jaromír
Štícha, Martin
Journal or Publication Title:
Collection of Czechoslovak Chemical Communications, 71, 11-12, pp. 1517-1524
Uncontrolled Keywords:Anhydrous electrolytes, Galvanostatic preparative electrooxidation, Di(1,3-dioxepan-2-yl)ethyne, But-2-yne-1,4-dial diacetal, But-2-yne-1,4-diol

Abstract

But-2-yne-1,4-diol (<strong>1</strong>) was electrochemically oxidized on glassy carbon anode in a dry THF solution containing a quaternary ammonium salt, in an undivided cell giving di(1,3-dioxepan-2-yl)ethyne (<strong>5</strong>) in 80% yield. The electrochemically generated dialdehyde intermediate is assumedly acetalized in a fast reaction with THF. Dimerized product <strong>6</strong> was isolated in 85% yield after electrooxidation of diol <strong>1</strong> in dry 1,2-dimethoxyethane under similar conditions. <p>

Title:Electrochemical Oxidation of But-2-yne-1,4-diol
Creators:
Hlavatý, Jaromír
Štícha, Martin
Uncontrolled Keywords:Anhydrous electrolytes, Galvanostatic preparative electrooxidation, Di(1,3-dioxepan-2-yl)ethyne, But-2-yne-1,4-dial diacetal, But-2-yne-1,4-diol
Divisions:Life and Chemical Sciences > Institute of Organic Chemistry and Biochemistry > Collection of Czechoslovak Chemical Communications
Journal or Publication Title:Collection of Czechoslovak Chemical Communications
Volume:71
Number:11-12
Page Range:pp. 1517-1524
ISSN:0010-0765
E-ISSN:1212-6950
Publisher:Institute of Organic Chemistry and Biochemistry
Related URLs:
URLURL Type
http://dx.doi.org/10.1135/cccc20061517UNSPECIFIED
ID Code:2558
Item Type:Article
Deposited On:06 Feb 2009 17:19
Last Modified:06 Feb 2009 16:19

Citation

Hlavatý, Jaromír; Štícha, Martin (2006) Electrochemical Oxidation of But-2-yne-1,4-diol. Collection of Czechoslovak Chemical Communications, 71 (11-12). pp. 1517-1524. ISSN 0010-0765

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