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Questions tagged [ring-strain]

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-2 votes
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Why can't this product be major? And is double bond more nucleophilic than oxygen in this case?

In the following question: First the Cl will eliminate forming a double bond. After that the H+ attacks which has two possibilities, either the oxygen or the double bond. If it attacks the oxygen ...
Jithin's user avatar
  • 3
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1 answer
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Carbocation rearrangement with ring expansion

I was solving a particular question which landed me to a position where I have to decide whether the following ring expansion would take place or not by carbocation rearrangement: If the expansion ...
Shekhar Dangi's user avatar
1 vote
1 answer
95 views

Comparing stability of 1,3-dioxolan-2-ide and 1,3-dithiolan-2-ide carbanions

I'd like to compare stability of 1,3-dioxolan-2-ide and 1,3-dithiolan-2-ide carbanions: I think there is no mesomeric or hyperconjugation effect and we should consider inductive effect. Oxygen is ...
TeslaBolt's user avatar
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2 votes
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major product formed in wurtz reaction in the given molecule[ 1,3-dibromo-2,2-di(1-bromomethyl)propane ]

This is the reactant molecule which undergoes wurtz reaction. All possible products are- What will be the most favorable in all of these? In my opinion that the last one should not be the one because ...
ashank's user avatar
  • 21
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Why is C-S-C bond angle in thiirane so small at 48.5 degrees?

Why is the C-S-C bond angle in thiirane (48.5 degrees) so much smaller than C-O-C bond angle in oxirane/epoxide (60 degrees). Source: https://coek.info/pdf-three-membered-ring-heterocycles-.html
Anonymous's user avatar
3 votes
1 answer
288 views

Mechanism of acid-catalyzed ring opening of a cyclopropane ring

I have a question regarding following synthesis which apparently only needs a sour medium to occur: What exactly happens as a mechanism? What I thought was: The alcohol group gets protonated and ...
user avatar
5 votes
1 answer
371 views

Ring Flip of glucose

I have recently read about mutarotation of glucose specifically I am familiar with how cyclic structures like substituted cyclo-hexanes exist in an equilibrium of both their chair conformers. The ...
Anmoldeep's user avatar
4 votes
0 answers
162 views

Stability of molecule based on ring size

During a discussion on chemically valid molecules based on atom valency, I was told that in molecules like $\qquad\qquad\qquad\qquad\qquad\qquad\qquad$ although the sum of the bonds that are incident ...
Blade's user avatar
  • 1,495
2 votes
1 answer
742 views

Comparing the stability of geminal diols [duplicate]

Arrange the given gemdiols in decreasing order of their stability: I thought that high angle strain would correspond to low stability, and therefore I compared the stability of the rings, which ...
Robin Singh's user avatar