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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Identify the more acidic hydrogen in 1-(methylsulfanyl)propane-2-thione
This was a question that was asked in one of my exams, in which we had to confirm if the given order was correct or incorrect. The key says the given order is correct and the professor at my high ...
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Why doesn’t the reaction between 3-mercaptopropionic acid and methyl iodide yield a methyl ester? [closed]
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I don’t understand why 3‐methylthiopropionic acid (X) is the correct answer. Wouldn’t sulfur and carbon have similar electronegativities?
As the consequence, isn’t it more ...
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Mechanism of deprotection of enol thioether
I was reading some enolate chemistry from Carruthers textbook and came across the selective alkylation of unsymmetrical ketones. The reaction involves blocking one alpha-position of the ketone using ...
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which is more acidic thiols or carboxylic acid?
According to me as the key atoms are different so when the h+ is released and each of them gets a negative charge as sulphur is a bigger atom compared to oxygen charge is more dispersed , hence the ...
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How do I make a 6-mercapto-1-hexanol (MCH) aqueous working dilution?
I am using 6-mercapto-1-hexanol (MCH) as part of the immobilization procedure for forming a self-assembled DNA monolayer on a gold surface (see the first figure of this paper for a good visual ...
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Protecting Thiol group in presence of alcohol
What protecting group can I use that will protect the thiol in the presence of an alcohol? Is there a set of conditions, or a group that I can use that is selective to the thiol over the alcohol?
I am ...
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Detection of Nitrogen and Sulfur in Lassaigne's Test
In Lassaigne's test for the detection of nitrogen and/or sulfur in organic compounds, we prepare Lassaigne's extract. In this extract, NaCN is formed if nitrogen is present, and $\ce{Na2S}$ is formed ...
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Can stainless steel "soap" bars actually work or is it just deceptive marketing?
The Wikipedia — Stainless steel soap article sounds highly skeptical, although it does include a possible mechanism involving the chromium in the stainless steel binding with the sulfur compounds and ...
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Stable thioesters in biological millieu?
It seems that most thioesters are highly reactive in cells and blood due to the high concentration of biological thiols. Are there any derivatives of thioesters that are stabilized at physiological ...
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What are the relevant pK values on HEPES?
HEPES is 2-[4-(2-Hydroxyethyl)piperazin-1-yl]ethane-1-sulfonic acid. I have read (MA Al-Ghobashy, Bull of Faculty of Pharmacy, Cairo University 2014; 52: 71-78) that the sulfonic acid group is ...
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Retrosynthesis of (2E)-1-(2,4-dimethylphenyl)-3-(thiophen-2-yl)prop-2-en-1-one
I am struggling to find a way to disconnect this molecule and I am unsure of the order:
First, I was thinking of disconnecting the C=C of the α,β-unsaturated carbonyl. Then for the thiophene group ...
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Mechanism of Grignard reaction with 2-(thiiran-2-yl)oxirane
What will be the final major product?
The answer is 2-(methoxymethyl)-3-(substituted methyl)thiirane:
I think $\ce{R}$ of $\ce{RMgX}$ attacks thiirane ring because negative charge on sulfur is more ...
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Absolute configuration of sulfur in phenyl styryl sulfoxide
Provide absolute configuration to sulfur atom.
I know that oxygen atom will get the highest priority by Cahn–Ingold–Prelog rule, but what about the next priority? I believe it should be phenyl, but ...
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Questions regarding the Newman-Kwart rearrangement
The Newman-Kwart rearrangement is a reaction that converts a phenol to a thiophenol by forming a phenolic thiocarbamate with two alkyl groups (methyl) on the nitrogen. This is acheived by reacting ...
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Is sulphonamide group prone to undergo diazotization?
I wonder if it is not a problem that there is another $\ce{-NH2}$ group in the molecule not connected to aromatic ring and if it can get protonated and react with $\ce{HNO2}$ too, in this case the one ...
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