Question
Question: What is the product obtained in this reaction? 2CHOH
C.CH3CH2CH2OH
D. HO−CH2−CH2−CH2−CH2−OH
Solution
Ethylene oxide on reaction with grignard’s reaction will first form an additive product and then it will undergo hydrolysis to produce primary alcohol with release of Mg(OH)X. The reaction follows the SN2 mechanism.
Complete step by step answer:
Here, either present is Ethylene Oxide, CH3MgCl is known as Methylmagnesium Chloride which is Grignard’s Reagent and H2O is water.
Grignard Reagent- A Grignard reagent is a chemical compound with the generic formula R−Mg−X, where X is a halogen and R is an organic group.
Grignard reacts with ethylene oxide to produce a primary alcohol containing two more carbon atoms than the original Grignard reagent. This reaction follows the same SN2 mechanism as the opening of epoxide rings under basic conditions since Grignard reagents are both strong nucleophiles and strong bases.
Ethylene oxide when reacts with Grignard reagent forms an additive product which undergoes hydrolysis to give primary alcohol as the final product.
In the options given above, primary, secondary, tertiary and cyclopropyl alcohol is present. As mentioned above, when an ether reacts with the grignard's reagent under presence of water, primary alcohol is formed. So, CH3CH2OH which is a primary alcohol is formed.
Hence option A is correct.
Note:
Reaction of Ester with Grignard’s Reagent-
An ester reacts first with Grignard’s reagent to form a ketone, which reacts with water further to give alcohol.
Reaction of Alcohol with Grignard’s Reagent-
An alcohol reacts with Grignard’s Reagent to form an alkane.
Reaction of Aldehyde/Ketone with Grignard Reagent-
Aldehyde/Ketone reacts with Grignard’s reagent to alcohol.
SN2 reaction mechanism -The SN2 reaction mechanism involves the nucleophilic substitution reaction of the leaving group with a nucleophile in a given organic compound.