All Questions
Tagged with halides carbonyl-compounds
29
questions
5
votes
1
answer
423
views
Why does the 1H NMR spectrum of methacryloyl chloride show two singlets instead of two doublets for vinyl protons?
Based on what I have understood, for methacryloyl chloride there is a geminal coupling of the vinyl protons since they are not chemically equivalent. Why are two singlets observed for vinyl protons ...
0
votes
0
answers
43
views
Why isn't formyl chloride stable? [duplicate]
I am currently studying methods of synthesising ketones and aldehydes and one of the methods is Friedel-Crafts acylation. However, my teacher told our class that we can't use this to make benzaldehyde ...
1
vote
1
answer
388
views
Double bond or carbanion for nucleophillic attack [closed]
I came across this question:
According to me the Hydride ion should take hydrogen from left (unsubstituted carbon) because carbanion will be more stable there and this carbanion will then act as a ...
7
votes
2
answers
453
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What is the major product in the reaction between 4-chloropentanal and lithium aluminium hydride?
What would be the major product between 4-chloropentanal and $\ce{LiAlH4}$?
After the reduction of the aldehyde, would the hydroxyl group formed at $\ce{C-1}$ attack $\ce{C-4}$ causing cyclization to ...
2
votes
0
answers
426
views
Does KCN prefer SN2 or nucleophilic addition?
If we have a 1° halide that also contains a carbonyl group (like 5‐chloropentan‐2‐one), and we add 1 mole of KCN in DMSO to it, what will happen?
Will the SN2 product by substitution of chlorine or ...
-1
votes
2
answers
3k
views
Why are halogens base sensitive groups (Wolff-Kishner Reduction)?
So while studying about Wolff-Kishner reduction reaction to form alkanes from carbonyl groups. I read that it is not suitable for base sensitive groups as the environment is highly basic and as an ...
1
vote
1
answer
140
views
Reaction of 2,3-dichlorobutanoate with a decarboxylating agent followed by hydrochloric acid and then aq. potassium hydroxide
Question
$$\ce{CH3-CH(Cl)-CH(Cl)-COO- ->[-CO2]A->[HCl]B->[aq KOH]C}$$ Product C is:
a) $\ce{CH3-CH2-CHO}$
b) $\ce{CH3-CH(OH)-CH2-CH2-OH}$
c) $\ce{CH3-CHO}$
d)$\ce{CH3-C(=O)-CH3}$
Answer
My ...
5
votes
0
answers
139
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Can a per-acetylated sugar anomerize?
So I have a question concerning a reaction mechanism for the reaction below.
I know for certain that I get the alfa anomer, but I can't explain it. When I draw out the mechanism it doesn't make sense ...
1
vote
0
answers
492
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Reaction of Br2/KOH with succinic anhydride
What products will be formed when $\ce{Br2/KOH}$ reacts with the following compound in water at room temperature?
Here is what I think is possible:
$\ce{OH-}$ will take up the acidic hydrogen.
$\ce{...
9
votes
0
answers
315
views
The Action of Nitrogen Iodide on Methyl Ketones
I recently encountered two old publications on action of nitrogen iodide on various compounds (Ref.1 and Ref.2). Between them, Ref.1 described the iodoform formation by methyl ketones upon treatment ...
16
votes
4
answers
6k
views
Reasons for negative iodoform test
Why does 2',6'-dimethylacetophenone not give iodoform test?
-1
votes
1
answer
60
views
Will a reverse osmosis membrane exclude perfluorobutanoic acid?
I recently did a water quality test and it showed a detectable level of perfluorobutanoic acid, a potentially dangerous carboxylate PFC.
Will a reverse osmosis water purification system exclude this ...
1
vote
0
answers
284
views
Why do amides react differently with PCl5? [duplicate]
In a reaction involving $\ce{PCl5}$ and any reactant containing oxygen atom, it generally takes out the oxygen and put chlorine their due to formation of strong bond between phosphorus and oxygen.
...
1
vote
1
answer
4k
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What is the reaction of pentane-2,4-dione with chlorine in presence of NaOH? [duplicate]
We know that in haloform reaction alpha acidic hydrogen are substituted by halogen atom. But in the above case we find two acidic hydrogens in between the two keto groups (due to -R effect) which are ...
7
votes
0
answers
289
views
How can I solve this synthesis?
I have this task to do:
My solution:
Is that possible? Can you please help me with the steps 2 and 3?
This is what I did, but my teacher told me I should make the diketone (compound no. 5) from ...