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2 votes
3 answers
3k views

Why would the hydrogen sulfide ion be a better nucleophile than a bromide ion?

Why would the hydrogen sulfide ion be a better nucleophile than a bromide ion? My professor says that hydrogen sulfide ion is a better nucleophile. I thought I could determine the better ...
Megan Kester's user avatar
2 votes
0 answers
330 views

Electrophilic substitution in phenyl alkyl ether

Phenylalkyl ethers undergo usual halogenation in the benzene ring, e.g., anisole undergoes bromination with bromine in ethanoic acid even in the absence of iron (III) bromide catalyst. Why do we use ...
JM97's user avatar
  • 3,487
20 votes
1 answer
883 views

Carbometalation of alkenes

Alkynes are capable of undergoing carbometalation, e.g. with organocopper reagents: Why don't the corresponding alkenes undergo analogous carbometalation reactions? Is β-elimination the issue?
EJC's user avatar
  • 14.4k
11 votes
1 answer
4k views

Why are beta-ketoacids better at decarboxylation than gamma or delta?

My book claims that beta-ketoacids and beta-dicarboxylic acids are better at decarboxylating than their gamma and delta counterparts. Why is that? I would assume that since gamma and delta keto-acids ...
Nova's user avatar
  • 1,782
-2 votes
2 answers
2k views

Rate determining step

The formation of the cation is the rate-determining step. we can look at this in two ways. Either that a cation is an unstable species and so it will be formed slowly from a stable neutral organic ...
Koolman's user avatar
  • 493
5 votes
1 answer
2k views

Phenol or ethanol as a nucleophile for ether formation?

If we react phenol with $\ce{C2H5I}$ in $\ce{C2H5O- Na+}$ (excess), $\ce{C2H5OH}$ (anhydrous) solutions . In this reaction why is diethyl ether not formed and the actual product is phenyl ethyl ...
Koolman's user avatar
  • 493
1 vote
1 answer
430 views

Alkyl halide reaction

In the following the reaction , According to me the product should be compound (A) due to substitution reaction. But the product formed is the compound (B) , what could be the mechanism for the ...
Koolman's user avatar
  • 493
1 vote
2 answers
343 views

Formal charges can mislead when writing arrow-pushing mechanisms

We know opposing charges attract and like charges repel. By this logic then, in the two examples on the left, the curved arrows would be show the formation of an oxygen-oxygen bond. However, these ...
Koolman's user avatar
  • 493
-1 votes
2 answers
10k views

Reactivity towards SN1 reaction

In the following compounds , we have to find order of compounds of their reactivity towards SN1 reaction. According to me , we should compare carbo cation stability which is formed as an ...
Koolman's user avatar
  • 493
2 votes
0 answers
331 views

Why are trifluoromethyl diazirines so stable?

Why are trifluoromethyl diazirines so stable? Trifluoromethyl diazirines stability is well documented, however I am yet to find an explanation of why... Can it be homoaromatic or even aromatic? 2 pie ...
James's user avatar
  • 21
3 votes
0 answers
87 views

Grignard reaction - exchange of groups

Why is this reaction successful: Why doesn't metal-halide exchange occur easily to get Ar-MgCl and R-Br?
EJC's user avatar
  • 14.4k
4 votes
1 answer
2k views

Is there any reaction between amines and AgNO3?

I found a question in a book about the reaction between $\ce{AgNO3}$ and aromatic/aliphatic amines, but I couldn't find any information about it. What should be the expected reaction mechanism and ...
Rosbie's user avatar
  • 283
-2 votes
1 answer
1k views

Functional Group compatibility in organic chemistry [closed]

As a continuation to the question: Predicting reaction among compounds I found the list of functional group on wikipaedia: https://en.wikibooks.org/wiki/Organic_Chemistry/...
girl101's user avatar
  • 535
3 votes
2 answers
2k views

Does pressure affect non-gaseous reactions?

Pressure holds a great significance when it comes to reactions involving gaseous species. Changing pressure can affect the kinetics and even mechanisms of such reactions. However, does pressure hold ...
Tabish Mir's user avatar
  • 1,091
7 votes
0 answers
239 views

Solve this chemical or biological mystery

I hope this is the best place to pose this unique question. Please forgive me if it's not. I went into a closet to get a prescription medication that was filled about a year ago. The label on the ...
End Antisemitic Hate's user avatar

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