What is an isomer?

Isomers are molecules with the same molecular formula but a different arrangement of atoms.


You can also describe isomers as molecules with the same molecular formula but a different structural formula.

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What is the difference between structural isomerism and stereoisomerism?

Structural isomerism involves different arrangements of atoms in the molecule.

Stereoisomerism involves the same arrangement of atoms but different spatial arrangements.

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What are the 3 classes of structural isomerism?

  1. Chain isomerism.
  2. Positional isomerism.
  3. Functional group isomerism.

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What are positional isomers?

Positional isomers have the same carbon skeleton but differ in the position of functional groups.


For example, the positional isomers of chlorobutane are: 

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What are chain isomers?

Chain isomers have different arrangements of the carbon skeleton, including straight chains and branched chains.


For example, the chain isomers of C4H10 are:

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What are functional group isomers?

Functional group isomers have the same atoms arranged into different functional groups.


For example, the functional group isomers of C6H12 are:

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What are the 2 classes of stereoisomerism?

  1. Geometric (E/Z) isomerism.
  2. Optical isomerism.

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Explain the origin of E/Z isomerism in alkenes.

E/Z isomerism results from restricted rotation around carbon-carbon double bonds in alkenes that have  two different atoms or groups bonded to each carbon of the C=C double bond.

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Describe, in terms of Cahn-Prelog priorities, the arrangement of groups across the double bond of an alkene in an E-isomer.

In an E-isomer, the higher priority groups are on opposite sides of the double bond.

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How do you assign Cahn-Prelog priorities to atoms or groups in an alkene?

The atom or group with the higher atomic number on each carbon atom of the C=C double bond has the higher priority.

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Describe, in terms of Cahn-Prelog priorities, the arrangement of groups across the double bond of an alkene in an Z-isomer.

In a Z-isomer, the higher priority groups are on the same side of the double bond.

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How do you name positional isomers of butene to indicate the position of the double bond?

To indicate the position of the double bond in positional isomers of butene, use a number before the suffix to specify the carbon atom where the double bond starts, for example, but-1-ene or but-2-ene.

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