Chapter 17.SE, Problem 51AP

Interpretation Introduction

Interpretation:

A structure for the alcohol, C₈H₁₀O, with the following ¹HNMR data is to be proposed.

¹HNMR: 2.32 δ (Rel.area: 3.00), 2.43 δ (Rel. area: 1.00), 4.50 δ (Rel. area: 2.00), 7.10 δ (Rel. area: 2.00), 7.17 δ (Rel. area: 2.00).

Concept introduction:

In ¹HNMR spectrum, aromatic protons give a broad peak in the range 6.5 δ - 8.0 δ, the benzylic protons normally absorb in the region 2.3 δ - 3.0 δ. The peaks of p-disubstituted aromatic ring protons are normally observed as two doublets. The alcoholic proton absorption occurs in the range 3.4 δ - 4.5 δ while that of phenolic proton occur in the range 3.0 to 8.0. The multiplicity of a signal gives an idea about the protons present in the adjacent carbons.

To give:

A structure for the alcohol, C₈H₁₀O, with the following ¹HNMR data.

¹HNMR: 2.32 δ (Rel area: 3.00), 2.43 δ (Rel. area: 1.00), 4.50 δ (Rel. area: 2.00), 7.10 δ (Rel. area : 2.00), 7.17 δ (Rel. area: 2.00).