This tag shall be applied to questions related to organosulfur compounds, i.e. organic compounds that contain sulfur.

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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 SO2 and PM2.5 is described as positive. Thus if SO2 is reduced, PM2.5 should also be reduced.
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1answer
30 views

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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26 views

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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0answers
98 views

What is the structure of trifluoromethanesulphonic acid in the gas phase?

During an interesting discussion in our group’s seminar, the question arose what actually causes trifluoroacetic acid to be a much better nucleophile than trifluoromethanesulphonic acid. Part of the ...
2
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1answer
45 views

Dipole and size of a thioether relative to hydrocarbon

I am an enzymologist and I would like to check whether the consensus of how enzymes tell thioethers from hydrocarbons on substrates is a fact or fiction. So are any of these wrong? S–π ...
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0answers
28 views

What is the mechanism for the conversion of thiourea to diazomethane?

I really want to know how this reaction works: \begin{align} \ce{SC(NH2)2 + 2 NH3 &-> CH2N2 + 2 NH4+ + S^2-}\\ (\ce{S=C(NH2)2 + 2 NH3 &-> H2C=N=N + S(NH4)2 }) \end{align} This seems ...
2
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1answer
67 views

Did my teacher specialist about sulfur compounds made an error in part of Ramberg-Bäcklund rearragement mechanism?

I have a lot of troubles with what I circled in red with the big question mark near. I am not speaking about stereochemistry but about conservation of number of hydrogen atoms, and also there is ...
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18 views

Emulsifying Thiols

I've got a chemical solution with a lot of Thiols in it. The Thiol compound(s) keeps on coagulating to the bottom half of the solution. I'd like it more to be dispersed and emulsified. What can I ...
2
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0answers
28 views

S-N bond IR vibrations

I am working on organosulfur compounds where i have S-N bonding, according to literature it might be having an ir vibration of 1100cm-1, could anyone confirm it with reference. (the complete bonding ...
3
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1answer
67 views

How do I convert 4-(Methylthio)benzaldehyde to 4-(thioacetate)benzaldehyde?

Sorry if I have the incorrect name of the final product. I'm trying to acylate the methyl mercaptan substituent to a thioester (thioacetate). I appreciate any help!
3
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1answer
101 views

Attachment of disulfide (protected) thiolated oligonucleotide on gold surface

What will happen if I incubate a clean gold surface in un-deprotected ($\ce{oligo-C6-S-SH}$) thiolated oligonucleotide solution instead of deprotected ($\ce{oligo-C6-SH}$) solution. I have read clean ...
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2answers
158 views

Why is sodium methanethiolate still a better nucleophile than sodium methoxide when the solvent is ethanol

I'm looking at a problem where sodium methanethiolate and sodium methoxide, both in equal amounts, are being reacted with $\ce{CH3I}$ and the solvent is ethanol. I understand that sodium ...
3
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1answer
118 views

In a nucleophilic substitution reaction, does the other atom to which the nucleophile is bonded matter?

For example, 1-bromopropane + $\ce{NaSH ->}$ Propanethiol + $\ce{NaBr}$ vs. 1-bromopropane + $\ce{H2S ->}$ Propanethiol + $\ce{HBr}$ Which is more valid, and why? Or are they equally valid?
6
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1answer
508 views

Mozingo reduction mechanism

I have been searching for the mechanism of the Mozingo reduction on Google but I haven't found anything relevant. Is the mechanism known? If so, what is it; if not, what hypothetical mechanisms can ...
6
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1answer
173 views

Which functional group is -CSSH?

If we replace two oxygen in $\ce{-COOH}$ what is the name of the compound we get?
3
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1answer
675 views

What is the effect of substituting oxygen with sulfur in drug molecules?

What sort of changes in the properties of organic or drug molecules can be anticipated if you substitute some or all of the oxygen atoms with sulphur atoms, and vice versa. My interest in this ...
8
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1answer
675 views

Oxidative chlorination mechanism (sulfide to sulfonyl chloride)

I cannot find much guidance in the literature. Any ideas as to what the mechanism of this reaction might be?
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1answer
1k views

Why do thiols have such a propensity for bonding with mercury?

Historically, thiols $\ce{-SH}$ were known as "mercapto-" due to their strong propensity to bond with mercury. Certain drugs still carry this designation, though mercaptopurine has an $\ce{=S}$ group ...
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2answers
204 views

What is a good method to measure the redox potential of a cellular system?

I know how to measure the concentration of free thiols which is reflective of the redox potential of cellular compartment such as the cytoplasm or a lysosome. What other methods exist?