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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?
\[\begin{array}{cc}
\ce{D}\phantom{......}\ce{H}\\
\backslash\phantom{......}/\\
\ce{C = C}\\
\phantom{...}/\phantom{......}\backslash\phantom{...}\\\ce{H}\phantom{.......}\ce{D}
\end{array}\]
\[\begin{array}{cc}
\ce{D}\phantom{......}\ce{D}\\
\backslash\phantom{......}/\\
\ce{C = C}\\
\phantom{...}/\phantom{......}\backslash\phantom{...}\\\ce{H}\phantom{.......}\ce{H}\end{array}\]
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Solution
Compounds having the same molecular formula, the same constitution, and the sequence of covalent bonds, but with different relative position of their atoms in space are called geometrical isomers.
\[\begin{array}{cc}
\ce{D}\phantom{......}\ce{H}\\
\backslash\phantom{......}/\\
\ce{C = C}\\
\phantom{...}/\phantom{......}\backslash\phantom{...}\\\ce{H}\phantom{.......}\ce{D}
\end{array}\]
\[\begin{array}{cc}
\ce{D}\phantom{......}\ce{D}\\
\backslash\phantom{......}/\\
\ce{C = C}\\
\phantom{...}/\phantom{......}\backslash\phantom{...}\\\ce{H}\phantom{.......}\ce{H}\end{array}\]
In structures I and II, the relative position of Deuterium (D) and hydrogen (H) in space are different. Hence, the given pairs represent geometrical 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.
\[\begin{array}{cc}
\ce{CH3 - CH - CH2 - CH3 and CH3 - CH2 - O - CH2 - CH3}\\|\phantom{...........................................}\\
\ce{OH}\phantom{.........................................}\end{array}\]
Find out the type of isomerism exhibited by the following pair.
Find out the type of isomerism exhibited by the following pair.
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But-1-ene and But-2-ene are examples of ____________.
Which of the following is a functional isomer of pentan-2-ol?
The type of isomerism possible in 2-butene is ____________.
What is the relationship between the members of following pairs of structures? Are they structural or geometrical isomers or resonance contributors?
In which of the following, functional group isomerism is not possible?
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 that represents position 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
\[\begin{array}{cc}
\phantom{.....................}\ce{CH3}\\
\phantom{................}/\\
\phantom{}\ce{CH3 - S - CH}\\
\phantom{...............}\backslash\\
\phantom{....................}\ce{CH3}
\end{array}\]
Assertion (A): Pent- 1- ene and pent- 2- ene are position isomers.
Reason (R): Position isomers differ in the position of functional group or a substituent.
The molecules having dipole moment are:
(i) 2,2-Dimethylpropane
(ii) trans-Pent-2-ene
(iii) cis-Hex-3-ene
(iv) 2, 2, 3, 3 - Tetramethylbutane.
Assertion (A): The compound cyclooctane has the following structural formula: 
It is cyclic and has conjugated 8π-electron system but it is not an aromatic compound.
Reason (R): (4n + 2)π electrons rule does not hold good and ring is not planar.
Tautomerism is exhibited by ______.
The compound which shows metamerism is ______
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