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.
81
questions
-1
votes
0
answers
25
views
Trouble understanding thiol deprotonation using potassium carbonate [closed]
I am having trouble understanding how potassium carbonate would deprotonate a thiol group into a thiolate all while being in NMP solvent.
4
votes
1
answer
264
views
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 ...
- 51
1
vote
1
answer
125
views
Why doesn’t the reaction between 3-mercaptopropionic acid and methyl iodide yield a methyl ester? [closed]
Problem
Answer
Question
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 ...
- 51
1
vote
2
answers
116
views
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 ...
- 371
2
votes
1
answer
562
views
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 ...
- 41
3
votes
1
answer
459
views
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 ...
- 79
2
votes
0
answers
102
views
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 ...
- 21
3
votes
1
answer
281
views
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 ...
- 39
1
vote
0
answers
91
views
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 ...
- 11
0
votes
0
answers
67
views
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 ...
- 137
0
votes
0
answers
332
views
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 ...
- 53
7
votes
1
answer
475
views
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 ...
- 73
3
votes
2
answers
139
views
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 ...
4
votes
1
answer
389
views
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 ...
- 41
1
vote
0
answers
50
views
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 ...
- 21
3
votes
0
answers
168
views
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 ...
- 31
0
votes
1
answer
215
views
Does cinnabar react with iodine?
Does cinnabar react with bromine and iodine to form elemental sulphur? This reaction was described in "Explorations in the history of science and technology in China" but I have doubts...
- 1
1
vote
0
answers
68
views
phenolsulphonic acid
Phenolsulfonic Acid( PSA) is produced after sulphonation of Phenol at around 100 degrees. They use this product in tinplating.
Once a stable PSA is formed after sufficient reaction , unreacted ...
- 11
-3
votes
2
answers
934
views
Will a titanium piercing tarnish if submerged in sulfur water (hot spring)?
I have tried to research whether titanium piercings will tarnish if one submerges in sulfur hot springs. Will titanium piercings react to the sulfur water?
1
vote
1
answer
112
views
What is the density of sodium trimethylsilylpropanesulfonate (DSS)?
I tried to look for the density of sodium trimethylsilylpropanesulfonate (DSS) online but could not find anything. Perhaps someone here measured it/knows where it may be found?
- 1,410
3
votes
1
answer
1k
views
Chemical composition of silver tarnish
I had taken as a given that silver tarnish is a layer of silver sulfide on the surface of a utensil, and that cleaning it using a thiourea based agent like Tarn-X dissolves the sulfide layer.
However,...
- 9,332
0
votes
2
answers
175
views
How to experimentally determine the elemental composition in fingernails?
I am doing a project in my highschool about analysing C/N and C/S ratio of finger nails of various ages and sexes.
Please suggest me a way to do this. I don't know where to start, I know the various ...
- 313
-1
votes
1
answer
273
views
A question about thiamine [closed]
How does the the nitrogen of thiazole in thiamine acquire a positive charge without being stabilized by another negative charge or by being a salt of an anion?
- 565
1
vote
0
answers
32
views
Acidity of 2-sulfopropanedioic acid in water
Sulfuric acid is a strong acid ($\mathrm{p}K_\mathrm{a}$ value below that of $\ce{H3O+}$: completely dissociated in water) at its first deprotonation, but is a weak acid ($\mathrm{p}K_\mathrm{a}$ ...
2
votes
1
answer
1k
views
What should be the name of the given compound?
Following compound is named as
(1) 6-Mercaptocyclohex-4-ene-1,3-diol
(2) 1-Mercaptocyclohex-2-ene-4,6-diol
(3) 1-Mercaptocyclohex-5-ene-2,4-diol
(4) 4-Mercaptocyclohex-2-ene-1,5-diol
As per my ...
- 371
1
vote
0
answers
100
views
What should be IUPAC name of given compound (see image)? [closed]
I think the name should be 1-carbamoylpentane-3-sulphonic acid, but the answer sheet mentions it as 2-carbamoylpentane-3-sulphonic acid:
Can anyone please explain why the chain starting with methyl ...
- 179
1
vote
1
answer
297
views
If heavy metals bind to sulfur why isn't sulfur used as a safer way to chelate them? [closed]
I was wondering about sulfur as an alternative life-threatening chelators. Why isn't sulfur used as a chelator if heavy metals have an affinity for it?
4
votes
0
answers
1k
views
Reaction mechanism of thiol to disulfide oxidation under basic conditions?
I have been looking everywhere for an explanation to a reaction mechanism concerning the oxidation of DTT (or just thiols to disulfides in general) using oxygen as the oxidant. I'm aware that ...
- 91
1
vote
1
answer
86
views
Combustion and pyrolysis of sulfides and organosulfurs
Last week there was a huge fire in french chemical factory Lubrizol, we now know the main products that burnt, to simplify the discussion I extracted a few compounds:
isobutyl and isobutene ...
- 111
14
votes
2
answers
4k
views
How to remove stain from pavement after having dropped sulfuric acid on it?
I had this car battery that flipped in my car trunk.
When I got it out of there it spilled some acid on the pavement. It's a sulfuric acid battery. I added some baking soda on it and poured some more ...
- 257