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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?
\[\begin{array}{cc}\ce{^+OH}\\||\\
\ce{H - C - OH}\end{array}\]
\[\begin{array}{cc}\ce{OH}\phantom{.}\\|\phantom{...}\\
\ce{H - C^+ - OH}\end{array}\]
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Solution
The given structures are canonical structures or contributing structures. They are hypothetical and individually do not represent any real molecule. Hence, the given pair represents resonance structures, called resonance isomers.
\[\begin{array}{cc}\ce{^+OH}\\||\\
\ce{H - C - OH}\end{array}\]
\[\begin{array}{cc}\ce{OH}\phantom{.}\\|\phantom{...}\\
\ce{H - C^+ - OH}\end{array}\]
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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?
\[\begin{array}{cc}
\ce{D}\phantom{......}\ce{H}\\
\backslash\phantom{......}/\\
\ce{C = C}\\
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\end{array}\]
\[\begin{array}{cc}
\ce{D}\phantom{......}\ce{D}\\
\backslash\phantom{......}/\\
\ce{C = C}\\
\phantom{...}/\phantom{......}\backslash\phantom{...}\\\ce{H}\phantom{.......}\ce{H}\end{array}\]
Find out the type of isomerism exhibited by the following pair.
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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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In which of the following, functional group isomerism is not possible?
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.
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| 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. | \[\begin{array}{cc} \ce{CH3 - O - CH - CH3}\\ \phantom{...}|\\ \phantom{......}\ce{CH3} \end{array}\] |
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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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