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Magazine Chapter 15: Q73P (page 735)
When treated with an equivalent of methanol, compound A, with the molecular formula C4H6Cl2O, forms the compound whose 1H NMR spectrum is shown here. Identify compound A.
Short Answer
Mechanism followed as:
Step by step solution
1H NMR spectrum
It is the proton nuclear magnetic resonance that helps in the identification of a molecule that shows the peak of the hydrogen of the molecule where equivalent proton produced single peak and non-equivalent proton different peaks as per the environment.
Identify compound A product
As per the given data peak observed at 3.6-3.8 ppm shows the presence of the ester group and the triplet peak is shown at 3.6-3.5 shows the presence of the methylene group adjacent to each other the sharp peak around 4 is due to the presence of the chloride ion and the around 2 is due to presence of the methyl group attached to the oxygen of ether. So, the possible structure is:
Identify compound A
As given the compound, b is produced on the reaction of compound a with methanol that the ether is produced on the reaction of methanol with acyl chloride with by-product HCl hence, the compound a is:
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