The two isomers of cyclopentane ring are to be drawn. The same isomers are to be labelled with the use of wedge-dashed-wedge method that depicts the − OH group. The isomer that shows the absorption band at 3572 cm − 1 is to be designated and its origin is to be explained. Concept introduction: Infrared spectroscopy is a simple, instrumental technique, which determines the presence of various functional groups . It depends on the interactions of atoms or molecules with the electromagnetic radiation. In cis-isomers, substituents are on the same side of the ring skeleton. In trans-isomers, substituents are on the opposite side of the ring skeleton. Intramolecular hydrogen bonding shifts the − OH absorption band at lower frequency. The intramolecular hydrogen-bonded band does not change its position significantly even at high dilution because the internal bonding is not altered by a change in concentration.

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Chapter 2, Problem 55P

Interpretation Introduction

Interpretation:

The two isomers of cyclopentane ring are to be drawn. The same isomers are to be labelled with the use of wedge-dashed-wedge method that depicts the −OH group. The isomer that shows the absorption band at 3572 cm−1 is to be designated and its origin is to be explained.

Concept introduction:

Infrared spectroscopy is a simple, instrumental technique, which determines the presence of various functional groups.

It depends on the interactions of atoms or molecules with the electromagnetic radiation.

In cis-isomers, substituents are on the same side of the ring skeleton.

In trans-isomers, substituents are on the opposite side of the ring skeleton.

Intramolecular hydrogen bonding shifts the −OH absorption band at lower frequency.

The intramolecular hydrogen-bonded band does not change its position significantly even at high dilution because the internal bonding is not altered by a change in concentration.

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