Reactions of Thiols - Video Tutorials & Practice Problems
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concept
Thiol Redox Reaction Concept 1
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Here, we're going to say that the oxidation of a thiol with an oxidizing agent. Example, bromine water, which is just br two and water yields a die sulfide. Now, the way it works is that we're gonna have two moles of thiol, they're going to undergo oxidation to help produce one mole of a disulfide. In this reaction, we have our sh bonds for each thy molecule are broken and an ss bond is formed. So looking at it from an oxidation perspective, we're starting out with these two thiol molecules. Oxidation means the gaining of oxygen or the loss of hydrogen. So in oxidation, we're gonna lose these two hydrogens, the Sulfurs themselves need to basically make up for the loss of a bond. So their best result is to bond with one another. So now we have these two Sulfurs here bonded to each other. This becomes our di sulfide product. Now going the opposite way we could undergo reduction. When we're talking about reduction here, it means the addition of hydrogen. So in this way, we break the bond and give back hydrogens to each sulfur, right? So we're gonna say here that oxidation shorthand, sometimes written as just o and for reduction, we can write it in shorthand as just H OK. Oxidation means the gaining of oxygen or the loss of hydrogen hyd um reduction means the gaining of hydrogen right now, remember reduction reactions like we said, will convert the di sulfide back into its Thile. So keep this in mind when we're talking about oxidation and reduction reactions and how they connect thys to dis sulfides.
2
example
Reactions of Thiols Example 1
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Determine the product of the following oxidation reaction. So here we, we have a thy reacting with bromine water here. Remember for us to form our disulfide, we need two moles of our thy. So even though it's not shown to us, we assume there's two moles of this thy. So here we have our two moles of our thy. And remember what happens here is that we're gonna lose a hydrogen from each style. So you lose H two here and what's left behind connects together. So this sulfur here will connect to the other sulfur. In order to make our disulfide. This would be our final answer in terms of this oxidation reaction.
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Problem
Problem
Which thiol will produce the following disulfide upon oxidation?
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B
C
D
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Problem
Problem
Draw product of the following reaction.
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B
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D
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