Question
Question: In the following reaction sequence the correct structure of \(X\) is: ![](https://www.vedantu.com...
In the following reaction sequence the correct structure of X is:
A.
B.
C.
D.
Solution
To answer this question, you should recall the concept of nucleophilic substitution reactions. The substitution reactions are the type of reactions where a functional group of one chemical compound is substituted by another group or it is a reaction which involves the replacement of one atom or a molecule of a compound with another atom or molecule.
Complete Step by step solution:
The given reaction is an example of SN2 reaction:
SN2 reactions are bimolecular reactions in which there are simultaneous bond-making and bond-breaking steps.
SN2 reactions do not proceed via an intermediate.
SN2 reactions result in inverted stereochemistry at the reaction centre.
Steric effects are particularly important in SN2reactions.
Unhindered back of the substrate makes the formation of carbon-nucleophile bonds easy. Therefore, methyl and primary substrates undergo nucleophilic substitution easily.
In the first reaction the reaction with PBr3 and Et2O the reaction with an alcohol can be shown as:
In the second reaction the reaction with NaIin presence of acetone:
In the third reaction of NaN3with DMF:
We can write the overall mechanism of the reaction as:
Hence, option B is correct.
Note: Make sure you remember the difference between SN1 and SN2 reaction mechanism. SN1 involves the formation of a carbocation intermediate which is generally in case of tertiary or secondary alkyl halides as their intermediates are stabilised by hyperconjugation with secondary or tertiary alcohols under strongly acidic or strongly basic conditions. The SN1 mechanism also is known as a dissociative mechanism. In the SN2 reaction mechanism, the nucleophile approaches the given substrate at an angle of180o to the carbon-leaving group bond. Now, the leaving group is pushed out of the transition state on the opposite side of the carbon-nucleophile bond, forming the required product. It is important to note that the product is formed with an inversion of the tetrahedral geometry at the atom in the centre.