Q18P - Organic Chemistry (Mcmurry)

Question

The ¹H NMR spectrum shown is that of a cyclic ether with the formula C₄H₈O. Propose a structure.

Step-by-Step Solution

Answer

Answer

The structure of C₄H₈O  is,

Step-by-Step Solution Step 1: 1 H NMR spectrum

¹H NMR spectrum describes the types of proton present in the compound by looking at the chemical shift values. The different functional groups exhibits different chemical shifts values.

Step 2: The structure of cyclic ether with formula C 4 H 8 O

From the given ¹H NMR spectrum of cyclic ether with chemical formula C₄H₈O, the following observation is done as,

 

The chemical shift at 1.0 is for CH₃  (a) (3H).

The chemical shift at 1.5 is for CH₂  (b) (2H).

The chemical shift at 2.5 is for CH (d) (1H).

The chemical shift at 2.7 is for CH (e) (1H).

The chemical shift at 2.9 is for CH (c) (1H).

Thus, the structure of cyclic ether is,

Structure of C₄H₈O