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In the cyclisation reaction given below, the most probable product formed is:
- a)
- b)
- c)
- d)
Correct answer is option 'C'. Can you explain this answer?
Verified Answer
In the cyclisation reaction given below, the most probable product for...
The given reaction involves cyclisation using sodium hydride (NaH) as a base. The mechanism can be understood as follows:
- Deprotonation by NaH: Sodium hydride (NaH) is a strong base and will deprotonate the hydroxyl (OH) group, forming an alkoxide ion (RO-).
- Nucleophilic Substitution: The alkoxide ion will act as a nucleophile and will attack the electrophilic carbon that is attached to the bromine (Br). This will lead to the displacement of the bromine atom and formation of a cyclic ether.
Analyzing the structure, the most probable cyclisation would be a 5-membered ring formation due to the stability and strain factors.
Let's consider the provided options:
- Option A: This forms a linear structure with no ring formation, which is not consistent with the given reagents and conditions.
- Option B: This forms a 3-membered ring, which is highly strained and less likely to form under these conditions.
- Option C: This forms a 4-membered ring where the oxygen is part of the ring and the hydroxyl group is on an adjacent carbon, which fits the expected cyclisation.
- Option D: This also forms a 4-membered ring but with the hydroxyl group on a different position than Option B, which is not consistent with the given starting material.
Based on the analysis, Option C is the most probable product formed in this cyclisation reaction.
Most Upvoted Answer
In the cyclisation reaction given below, the most probable product for...
NaH is a strong base deprotonate the OH the OH group which is closer to Br. Then by SN2 reaction machenism epoxied ring form since Br is below the plane O- attacks above the plane (due to SN2 machenism ).
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Community Answer
In the cyclisation reaction given below, the most probable product for...
Here first Hydride ion abstract acidic H of OH then neighbouring group participation reaction occurs and negative charge on oxygen attacks to bromine attached C and bromine leaves. Negative charge on oxygen attacks in opposite stereo OF Br.
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