Question

A solution of acetone [(ch3)2c═o] in ethanol (ch3ch2oh) in the presence of a trace of acid was allowed to stand for several days, and a new compound of molecular formula c7h16o2 was formed. the ir spectrum showed only one major peak in the functional group region around 3000 cm−1, and the 1h nmr spectrum is given below. what is the structure of the product?

Answer 1

When Ketone is reacted with Alcohol (1:1) in the presence of Acid it produces HemiKetal, HemiKetal on further reaction with alcohol gives Ketal as shown below.

The major peak in the functional group region around 3000 cm⁻¹ in IR spectrum shows the C-H stretching of sp³ hybridized carbon.

And in ¹H-NMR there are two peaks for 6 H each, which shows the terminal methyl groups of almost same electron density, and a quartet peak for 4H in downfield region which is for the two equivalent protons attached to oxygen atom.