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Use this tag for questions relating to organic molecules and their properties (structure of organic molecules, spectroscopic properties, reaction mechanisms, stereochemistry etc). DO NOT use this tag as the only tag in your question, as this tag by itself cannot appropriately classify your question. Always use this tag in addition to other more specific tags.
0
votes
Why enol content of ethyl acetoacetate is more in toluene than water?
In water, due to more number of electropositive H present, the O will tend to H-bond with water molecules due to which enolisation hardly occurs although active methylene carbon. But in toluene, since …
1
vote
1
answer
2k
views
Can alkyl fluorides be formed by the Hunsdiecker reaction?
We know that the Hunsdiecker reaction is
$$\ce{RCOOAg + X2 ->[CCl4] RX + AgX + CO2}.$$
This reaction is successful with chlorine and bromine. Also, we know that if $\ce{X}$ is iodine, we will get an …
10
votes
1
answer
7k
views
Reaction between phenol and nitrous acid
My question is about the products formed when phenol reacts with nitrous acid. I googled it and reached this PubChem paper (DOI: 10.1016/S0045-6535(02)00857-3), which states:
It was found that phe …
3
votes
1
answer
215
views
How is more than one pinacolone is possible?
This question came in one of my school tests. They had given us an unsymmetrical pinacol i.e 1,1-diphenyl-2-methylpropane-1,2-diol and asked us whether it will give only one pinacolone or not.
Accord …
0
votes
1
answer
256
views
No.of isomeric ethers of formula C3H6O
I managed to get 3 ethers:-
1.4-member ring ether(Oxetane)
2.Vinyl ether
3. Epoxy ether
This question was asked in my school exam and the teacher had given its answer as 4..Could anyone please tell w …
-2
votes
1
answer
136
views
Rearrangement of 8a-ethyl-1,3,4,8a-tetrahydronaphthalen-4a(2H)-ol [closed]
really sorry for that previous post. I was actually half-asleep when I posted that q, hence the q was unclear. I am again reposting that question
The answer is given as A. Can anyone please explain H …
2
votes
Determine minimum C-H bond length in ethane derivatives
According to me, answer should be (c) less than (b) less than (d) less than (a).
Reason- Due to lone pairs present on bromine, in (c) the Carbon would acquire a partial sp character.
But in (d), due t …
1
vote
1
answer
256
views
What is the product of the reaction of diol with tosyl chloride followed by lithium aluminum...
This question is about the structure of products X and Y.
According to me, the answer should be only A (as OTs will substitute on benzylic carbon).
But in the answer key, they have given B and D.
…
0
votes
1
answer
124
views
How can we say whether or not an organic compound is soluble? [closed]
In the exam recently conducted by my school, they asked whether 2-hydroxyacetophenone is water soluble or not.
I thought that since there is intramolecular H-bonding in this compund, it won't be so …
2
votes
2
answers
555
views
Out of the given reagents, find the ones to be used to convert benzene to p-aminophenol
$\ce{Br2/FeBr3}$
$\ce{CH3Cl/AlCl3}$
$\ce{KMnO4}$
$\ce{HNO3/H2SO4}$
$\ce{NBS}$/hv
$\ce{NaOH}$
$\ce{Sn/HCl}$
$\ce{NH4SH}$
$\ce{NaBH4}$
I'm able to get the amino group onto the ring by using 4 and 7.
…