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Tagged with organosulfur-compounds alcohols
5
questions
2
votes
0
answers
102
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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 ...
2
votes
1
answer
1k
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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 ...
12
votes
3
answers
13k
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Why do tosylation and mesylation of alcohols follow different mechanisms?
Why do the tosylation and mesylation of an alcohol proceed via different mechanisms?
More specifically,
In tosylation, the lone pair of the alcohol attacks the sulfur in TsCl, but why does it not ...
3
votes
2
answers
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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 ...
17
votes
4
answers
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Why is pyridine used when making tosyl esters from alcohols?
Tosyl chloride is used to make a hydroxyl group into a better leaving group. However, when the reaction of tosyl chloride and an alcohol occurs, a weak base such as pyridine should be used. Why?