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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9
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53 views

Does the alpha effect apply to third row elements?

Alkylperoxy anions are stronger nucleophiles than alkoxides (the so-called alpha effect), but would an alkyldisulfide anion be a better nucleophile than an alkylthiolate anion?
8
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0answers
290 views

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:...
6
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0answers
86 views

Using Ethylene Glycol as anti-freeze in a biodigester gas storage system

I am busy building a bio-digester to produce biogas for cooking/water heating in a cold climate. I am using the 3 IBC tank solution. Tank 1 is the digester itself. Tank 2 is the gas storage unit. ...
4
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0answers
95 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 ...
3
votes
0answers
52 views

Insertion vs epoxide formation

How can it be explained that in the first reaction mentioned below, a 7-membered ring dominates when the leaving group is nitrogen and an epoxide forms when the leaving group is dimethyl sulfide? ...
3
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0answers
445 views

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 ...
2
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0answers
70 views

Deposition of elemental sulfur

I want to create a thin film of elemental sulfur. Based on significant searching, I can find that elemental sulfur deposition is a significant problem in oil and gas. However, I cannot find any ...
2
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0answers
272 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 ...
1
vote
0answers
28 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 ($\mathrm{p}K_\mathrm{a}$ ...
1
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0answers
1k views

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. ...
1
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0answers
391 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 ...
0
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0answers
21 views

Reaction of aqueous mercury(II) chloride with cysteine?

I know that thiols react with mercury (which is why they were originally known as mercaptans). I haven’t been able to determine what this reaction actually is. If I add HgCl$_2$ to a solution ...
0
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0answers
273 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 ...