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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
0 answers
215 views

Why benzene is more easily reduced by Birch reduction than by catalytic hydrogenation?

As far as I know, H2,Pd is a better reducing agent than Na in liquid ammonia. However, Na in liquid ammonia can reduce benzene at low temperature conditon of about -30°C. Moreover, it is hard for H2,P …
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  • 454
-3 votes
1 answer
57 views

Stability of hydroxy aldehydes [closed]

I cannot understand if carbonyl adjacent to alkene stabilises or destabilises it. Generally, we say that more substituted alkene is stable. In those cases attached groups increase electron density of …
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  • 454
4 votes
3 answers
753 views

Reactivity of NBS

The given correct answer is (A). According to me there would be 2 enantiomeric pairs. My doubt is that it does not react with NBS but it does react with Cl/hv though both have the same initiation ste …
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  • 454
7 votes
1 answer
3k views

Which is more reactive towards electrophilic aromatic substitution? Benzene or naphthalene?

My attempt: The compound which would be more electron rich would also be more reactive to electrophilic aromatic substitution. In benzene 6 pi electrons are being shared between 6 carbons while in nap …
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  • 454
0 votes
0 answers
1k views

Regarding Hard and Soft nucleophiles

In the above reaction, I was told that the reason organocadmium reacts only with aryl chloride segment is because it is very less reactive and reacts only with most reactive sites. This was consisten …
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  • 454
0 votes
0 answers
102 views

Why are we not getting the most stable product in Aldol condensation?

The picture above is from my class notes. I am familiar with the mechanism of both acid and base catalysed Aldol condensation. I also understand the reason why KCP was told as the major product in ba …
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  • 454
5 votes
1 answer
106 views

Why lactols being tetrahedral complexes do not break?

The answer given is (D) but I think (B) should be the answer as the concerned benzylic carbon in option (D) is an unstable tetrahedral complex and it should break. Besides, the medium is acidic so it …
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  • 454
6 votes
0 answers
337 views

Reactivity order of DIBAL-H and diborane with esters and acids

I have been taught in class that DIBAL-H is more reactive towards esters than carboxylic acids while opposite is true for diborane. Also DIBAL-H mentioned is taken under low temperatures (−78 °C). I …
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  • 454
2 votes
1 answer
229 views

Which hydrogen in 3-ethynyltoluene is the most acidic?

Arrange the three types of hydrogens in 1‐ethynyl‐3‐methylbenzene in the order from the most acidic to the least. From my understanding, the hydrogen on methyl would be the most acidic as the negat …
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  • 454
2 votes
1 answer
534 views

How is propene more reactive as well as more stable than ethene?

I know that hyperconjugation stabilises a double bond. But in propene an electron-donating group $(\ce{-CH3})$ is increasing the electron density at the double bond, so its nucleophilicity should be h …
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