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

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3
votes
1answer
47 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
votes
1answer
94 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 ...
2
votes
2answers
77 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
votes
1answer
60 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
votes
1answer
144 views

Which functional group is -CSSH?

If we replace two oxygen in $\ce{-COOH}$ what is the name of the compound we get?
3
votes
1answer
553 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
votes
1answer
615 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?
16
votes
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 ...
15
votes
2answers
197 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?