Name: Diastereomers and Meso Compounds
Uploaded: 2019-07-19
Duration: 10 min 31 s
Description: Here, we will see how compounds with multiple stereocenters may be achiral if they have an internal plane of symmetry or an inversion centre. Let's explore.

Question

Write structures of the following IUPAC name.

(i)

1, 3

-Dicyclopentyl propane

(ii)

1

-Methyl-

4

-propylcyclohexane

(iii)

2

-Ethyl-

1, 1

-dimethylcyclopentane

Accepted Answer

The following rules are generally used to name alicyclic compounds.

Cyclo : Prefix 'cyclo' is added to the word root of the alicyclic compounds.

Lowest sum rule : When two or more substituents are present in the alicyclic ring, the numbering is done in such a way that the sum of the positional numbers (locants) of the substituents is the lowest.

Number alphabetically : If two or more substituents are present, then the numbering is done from the substituent which comes first in the alphabetical order provided it satisfies the lowest sum rule.

Compound (i)

In this compound, the parent chain is a $3 - C$ atom chain (propane) and two cyclopentyl groups (substituents) are present at number $1$ and $3$ position, so the structure of the given compound will be -

Compound (ii)

In this compound, the parent ring is a cyclohexyl ring and one methyl and one propyl group is attached at number $1$ and number $4$ position respectively, so the structure of the given compound will be -

Compound (iii)

In this compound, the parent ring is a cyclopentyl ring and two methyl and one ethyl group is attached at number $1$ and number $2$ position respectively, so the structure of the given compound will be -

Write structures of the following IUPAC name.
$(i)$ $1, 3$ -Dicyclopentyl propane
$(ii)$ $1$ -Methyl- $4$ -propylcyclohexane
$(iii)$ $2$ -Ethyl- $1, 1$ -dimethylcyclopentane

Important Questions on Organic Chemistry- Some Basic Principles and Techniques

Learn and Prepare for any exam you want !

Write structures of the following IUPAC name. (i) 1,3-Dicyclopentyl propane (ii) 1-Methyl-4-propylcyclohexane (iii) 2-Ethyl-1, 1-dimethylcyclopentane

Important Questions on Organic Chemistry- Some Basic Principles and Techniques

Learn and Prepare for any exam you want !

Write structures of the following IUPAC name.
$(i)$ $1, 3$ -Dicyclopentyl propane
$(ii)$ $1$ -Methyl- $4$ -propylcyclohexane
$(iii)$ $2$ -Ethyl- $1, 1$ -dimethylcyclopentane