Questions tagged [organosulfur-compounds]
For questions about organosulfur compounds, i.e. organic compounds that contain sulfur. These include, but are not limited to, thioesters, thioureas, xanthates, thioacetals, sulfoxides, sulfones, sulfolanes, sulfonic acids, sulfinic acids, disulfides.
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What can be used to thionate a monosubstituted urea?
I'm looking to make a thiourea from a monosubstituted urea. I haven't found any references that use Lawesson's Reagent, which I have been using for the thionation of di and trisubstituted ureas. Is ...
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Sulfonyl azides: diazo or azide transfer?
Sulfonyl azides, $\ce{RSO2N3}$, are capable of acting as sources of electrophilic azide ("$\ce{N+3}$"), but are also capable of effecting diazo transfer, as shown in the scheme below, taken from ref 1:...
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Removing sulfur in Barton-Kellogg reaction without triphenylphosphine
I'm trying to understand how the sulfur was removed in the following reaction, taken from a paper by Ben Feringa:1
After some research I found out that this is a Barton-Kellogg reaction. Based on ...
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How do thiol groups act as reducing agents?
In my biochemistry practicals, we used reducing agents such as beta mercaptoethanol:
and dithiothreitol (DTT)
Both of these have S-H groups, and I am sure that these are involved in the reduction ...
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Why do heavy metals like mercury and lead have an affinity for sulfur or sulfur compounds?
Many of the heavy metals such as mercury, lead, thallium, cadmium, and arsenic exert toxic effects largely by binding to or otherwise interfering with organic sulfur compounds or groups in the body. ...
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Which affects acidity more, in relation to induction? (Distance vs. quantity)
I already know that the answer is III. I'm just looking for further explanation on how the others compare to each other, mainly IV vs V.
I know that iodine is less electronegative than chlorine, ...
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Toluenesulfonate vs. methylsulfonate
Are there any advantages/disadvantages of using toluenesulfonate instead of methylsulfonate as a leaving group in E2 and SN2 reactions? I know they are both excellent leaving groups but how do they ...
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How does lansoprazole degrade in acidic conditions (mechanism)? [closed]
Can anybody help me and explain the mechanism of reaction here? And also I was wondering when disulfide bond is made, can molecule dissociate, return to the previous state and make a disulfide bond ...
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Why do DMSO and acetone have such radically different melting temperatures?
DMSO and acetone have almost identical structures, except for us replacing the carbonyl carbon with sulfur to obtain DMSO. DMSO's melting point is $19~\mathrm{^\circ C}$, whereas acetone's is $-95\ \...
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Sulfinate R/S configuration
How to determine the configuration of the attached chiral compound? It can be represented with two Lewis structures, in the one to the left, the =O substituent has the biggest priority, while in the ...
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Mustard gas hydrolysis (at a very high rate)
Explain mustard gas hydrolysis at a very high rate:
$\ce{Cl-CH2-CH2-S-CH2-CH2-Cl}$
I tried searching online but did not find this reaction anywhere. Can someone explain me the steps/mechanism of ...
user14857
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Release of sulfur dioxide from odored fuel gases
Often, fuel gases such as butane and natural gas (methane) are mixed with some foul-smelling impurities such as thiols (mercaptans) and hydrogen sulfide. Presumably, anything containing sulfur would ...
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Why might PM2.5 concentration increase or stay the same when SO2 is reduced?
The question is in the title. I've made some research, but in every paper I found the correlation between $\ce{SO2}$ and $\mathrm{PM_{2.5}}$ is described as positive. Thus if $\ce{SO2}$ is reduced, $\...
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Can electrostatic interaction affect nucleophilic attack by thiolate anion
Suppose a protein side chain has a $\ce{-SH}$ group which is partially deprotonated to thiolate anion $\ce{-S -}$. This thiolate can perform a nucleophilic attack on a certain substrate.
Will the ...
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Reduction of a disulfide bond
I'm trying to reduce a disulfide bond, I've tried 2-mercapto-ethanol, because I've seen in literature that using a thiol is the most common procedure. I carry out the reaction at 80o C but so far I ...
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