Chapter 20, Problem 20.57AP

Interpretation Introduction

(a)

Interpretation:

The structure of optically inactive compound A with the molecular formula ${\text{C}}_{\text{6}}{\text{H}}_{\text{10}}{\text{O}}_{\text{4}}$ that follows the given NMR data and can be resolved into enantiomers is to be stated.

Concept introduction:

Many nuclei and electrons have spin. Due to this, a spin magnetic moment arises. The energy of this magnetic moment depends on the orientation of the applied magnetic field. In NMR spectroscopy, every nucleus has a spin. There is an angular momentum related to the spin. The difference between its resonance frequency and that of the reference standard is known as the chemical shift of a nucleus. Tetramethylsilane (TMS) is taken as reference.

Interpretation Introduction

(b)

Interpretation:

The structure of isomer of compound A that has a different melting point and almost identical NMR spectra as that of A is to be stated.

Concept introduction:

Many nuclei and electrons have spin. Due to this, a spin magnetic moment arises. The energy of this magnetic moment depends on the orientation of the applied magnetic field. In NMR spectroscopy, every nucleus has a spin. There is an angular momentum related to the spin. The difference between its resonance frequency and that of the reference standard is known as the chemical shift of a nucleus. Tetramethylsilane (TMS) is taken as reference.