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The sulfur analog of an acetal, called a thioacetal, can be produced when a ketone or aldehyde is treated with a thiol (RSH) under acidic conditions. Draw the mechanism for the reaction below. Propane-1,3-dithiol HS SH H. H. A 1,3-dithiane

The sulfur analog of an acetal, called a thioacetal, can be produced when a ketone or aldehyde is treated with a thiol (RSH) under acidic conditions. Draw the mechanism for the reaction below. Propane-1,3-dithiol HS SH H. H. A 1,3-dithiane

Chemistry
Chemistry
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ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
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The sulfur analog of an acetal, called a thioacetal, can be produced when a ketone or aldehyde is treated with a thiol (RSH) under acidic conditions. Draw the mechanism for the reaction below. Propane-1,3-dithiol HS SH H. A 1,3-dithiane
Transcribed Image Text:The sulfur analog of an acetal, called a thioacetal, can be produced when a ketone or aldehyde is treated with a thiol (RSH) under acidic conditions. Draw the mechanism for the reaction below. Propane-1,3-dithiol HS SH H. A 1,3-dithiane
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Step 1

In the mechanism, propane -1,3-dithiol's one of the 'S' atom attacks on the aldehydic carbon (nudeophillic addition) and attaches, in second step another 'S' atom attacks on the nucleophillic carbon to leave protonated hydroxide (good leaving group) to form 1,3-dithane by nucleophilic substitution reaction as explained below:

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