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Question
What is the relationship between the members of following pairs of structures? Are they structural or geometrical isomers or resonance contributors?

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Solution
Compounds having the same molecular formula but with different structures are called structural isomers. The given compounds have the same molecular formula but they differ in the position of the functional group (ketone group).

In structure I, ketone group is at the C-3 of the parent chain (hexane chain) and in structure II, ketone group is at the C-2 of the parent chain (hexane chain). Hence, the given pair represents structural isomers.
RELATED QUESTIONS
Write IUPAC name of the product obtained by the ozonolysis of the following compound:
2-Ethylbut-1-ene
Find out the type of isomerism exhibited by the following pair.
CH3 – CH2 – NH – CH2 - CH3 and CH3 - NH - CH2 - CH2 - CH3
Find out the type of isomerism exhibited by the following pair.
\[\begin{array}{cc}
\ce{CH3 - CH - CH2 - CH3 and CH3 - CH2 - O - CH2 - CH3}\\|\phantom{...........................................}\\
\ce{OH}\phantom{.........................................}\end{array}\]
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Find out the type of isomerism exhibited by the following pair.

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What is the relationship between the members of following pairs of structures? Are they structural or geometrical isomers or resonance contributors?
\[\begin{array}{cc}\ce{^+OH}\\||\\
\ce{H - C - OH}\end{array}\]
\[\begin{array}{cc}\ce{OH}\phantom{.}\\|\phantom{...}\\
\ce{H - C^+ - OH}\end{array}\]
Which of the following pairs are position isomers?
| I. | \[\begin{array}{cc} \phantom{.......................}\ce{O}\\ \phantom{.......................}||\\ \ce{CH3 - CH2 - CH2 - CH2 - C - H} \end{array}\] |
| II. | \[\begin{array}{cc} \phantom{.................}\ce{O}\\ \phantom{.................}||\\ \ce{CH3 - CH2 - CH2 - C - H} \end{array}\] |
| III. | \[\begin{array}{cc} \ce{CH3 - CH2 - C - CH2 - CH3}\\ \phantom{}||\\ \phantom{}\ce{O} \end{array}\] |
| IV. | \[\begin{array}{cc} \ce{CH3 - CH - CH2 - C - H}\\ \phantom{...}|\phantom{............}||\phantom{}\\ \phantom{...}\ce{CH3}\phantom{.........}\ce{O}\phantom{} \end{array}\] |
(i) I and II
(ii) II and III
(iii) II and IV
(iv) III and IV
Which of the following pairs are not functional group isomers?
| I. | \[\begin{array}{cc} \phantom{.......................}\ce{O}\\ \phantom{.......................}||\\ \ce{CH3 - CH2 - CH2 - CH2 - C - H} \end{array}\] |
| II. | \[\begin{array}{cc} \phantom{.................}\ce{O}\\ \phantom{.................}||\\ \ce{CH3 - CH2 - CH2 - C - H} \end{array}\] |
| III. | \[\begin{array}{cc} \ce{CH3 - CH2 - C - CH2 - CH3}\\ \phantom{}||\\ \phantom{}\ce{O} \end{array}\] |
| IV. | \[\begin{array}{cc} \ce{CH3 - CH - CH2 - C - H}\\ \phantom{...}|\phantom{............}||\phantom{}\\ \phantom{...}\ce{CH3}\phantom{.........}\ce{O}\phantom{} \end{array}\] |
(i) II and III
(ii) II and IV
(iii) I and IV
(iv) I and II
Consider structures I to VII and answer the question:
| I. | CH3 – CH2 – CH2 – CH2 – OH |
| II. | \[\begin{array}{cc} \ce{CH3 - CH2 - CH - CH3}\\ \phantom{.....}|\\ \phantom{.......}\ce{OH} \end{array}\] |
| III. | \[\begin{array}{cc} \phantom{...}\ce{CH3}\\ \phantom{}|\\ \ce{CH3 - C - CH3}\\ \phantom{}|\\ \phantom{..}\ce{OH} \end{array}\] |
| IV. | \[\begin{array}{cc} \ce{CH3 - CH - CH2 - OH}\\ |\phantom{........}\\ \ce{CH3}\phantom{......} \end{array}\] |
| V. | CH3 – CH2 – O – CH2 – CH3 |
| VI. | CH3 – O – CH2 – CH2 – CH3 |
| VII. | \[\begin{array}{cc} \ce{CH3 - O - CH - CH3}\\ \phantom{...}|\\ \phantom{......}\ce{CH3} \end{array}\] |
Identify the pairs of compounds which are functional group isomers.
Consider structures I to VII and answer the question:
| I. | CH3 – CH2 – CH2 – CH2 – OH |
| II. | \[\begin{array}{cc} \ce{CH3 - CH2 - CH - CH3}\\ \phantom{.....}|\\ \phantom{.......}\ce{OH} \end{array}\] |
| III. | \[\begin{array}{cc} \phantom{...}\ce{CH3}\\ \phantom{}|\\ \ce{CH3 - C - CH3}\\ \phantom{}|\\ \phantom{..}\ce{OH} \end{array}\] |
| IV. | \[\begin{array}{cc} \ce{CH3 - CH - CH2 - OH}\\ |\phantom{........}\\ \ce{CH3}\phantom{......} \end{array}\] |
| V. | CH3 – CH2 – O – CH2 – CH3 |
| VI. | CH3 – O – CH2 – CH2 – CH3 |
| VII. | \[\begin{array}{cc} \ce{CH3 - O - CH - CH3}\\ \phantom{...}|\\ \phantom{......}\ce{CH3} \end{array}\] |
Identify the pairs of compounds that represents position isomerism.
Consider structures I to VII and answer the question:
| I. | CH3 – CH2 – CH2 – CH2 – OH |
| II. | \[\begin{array}{cc} \ce{CH3 - CH2 - CH - CH3}\\ \phantom{.....}|\\ \phantom{.......}\ce{OH} \end{array}\] |
| III. | \[\begin{array}{cc} \phantom{...}\ce{CH3}\\ \phantom{}|\\ \ce{CH3 - C - CH3}\\ \phantom{}|\\ \phantom{..}\ce{OH} \end{array}\] |
| IV. | \[\begin{array}{cc} \ce{CH3 - CH - CH2 - OH}\\ |\phantom{........}\\ \ce{CH3}\phantom{......} \end{array}\] |
| V. | CH3 – CH2 – O – CH2 – CH3 |
| VI. | CH3 – O – CH2 – CH2 – CH3 |
| VII. | \[\begin{array}{cc} \ce{CH3 - O - CH - CH3}\\ \phantom{...}|\\ \phantom{......}\ce{CH3} \end{array}\] |
Identify the pairs of compounds that represents chain isomerism.
Compounds with same molecular formula but differing in their structures are said to be structural isomers. What type of structural isomerism is shown by
CH3 – S – CH2 – CH2 – CH3
And
\[\begin{array}{cc}
\phantom{.....................}\ce{CH3}\\
\phantom{................}/\\
\phantom{}\ce{CH3 - S - CH}\\
\phantom{...............}\backslash\\
\phantom{....................}\ce{CH3}
\end{array}\]
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(ii) trans-Pent-2-ene
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The correct stereochemical name of

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