Step 1

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The task is to draw all constitutional isomers that have the given molecular formula.

Step 2

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Constitutional isomers are compounds with the same molecular formula but different structural formulas.

Step 3

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a) The molecular formula is C_33​H_77​Cl.

First, draw a 3 carbon main chain.

Add the chlorine atom to the 1st carbon.

'slader'

First, draw a 3 carbon main chain.

Add the chlorine atom to the 2nd carbon.

'slader'

There are 2 constitutional isomers with the given molecular formula.

Step 4

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b) The molecular formula is C_44​H_11​_00​.

To solve this task it is best to work systematicallydecrease the length of the main chain and draw every possible isomer.

There are 4 C in the molecular formula, so draw a 4 carbon main chain.

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Decrease the main chain length and draw a 3 carbon main chain and add a methyl group.

'slader'

There are 2 constitutional isomers with the given molecular formula.

Step 5

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c) The molecular formula is C_55​H_11​_22​.

To solve this task it is best to work systematicallydecrease the length of the main chain, and draw every possible isomer.

There are 5 C in the molecular formula, so first draw a pentane.

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Decrease the chain length and draw a 4 C main chain, add a methyl group.

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Decrease the main chain length again, draw a 3 C main chain, add 2 methyl groups on the 2nd carbon.

'slader'

There are 3 constitutional isomers with the given molecular formula.

Step 6

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d) The molecular formula is C_44​H_11​_00​O.

To solve this task it is best to work systematicallydecrease the length of the main chain, and draw every possible isomer.

In addition to that, there are 2 kinds of compounds that contain 1 oxygen atom, alcohols and ethers.

First, draw all possible alcohols.

There are 4 C in the molecular formula, so draw a 4 C main chain and add a hydroxy group to the 1st carbon.

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Draw a 4 C main chain again, but this time add the hydroxy group to the 2nd carbon.

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Decrease the main chain length, draw a 3 C main chain, add a methyl group to the 2nd carbon and a hydroxy group to the 1st carbon atom.

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Draw a 3 C main chain again, this time add both the methyl and the hydroxy groups to the 2nd carbon.

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Now draw all possible ethers.

Draw a methoxy group first, and then add the 3 carbon long alkyl chain.

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Draw the methoxy group first, and add the 3 C alkyl chain again, but this time connect the oxygen atom to the central carbon of the alkyl chain.

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Draw an ethoxy group first, and then add a 2 carbon long alkyl chain.

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There are 7 constitutional isomers with the given molecular formula.

Step 7

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e) The molecular formula is C_33​H_66​Cl_22​.

There are 3 C in the molecular formula, so draw a 3 C long main chain.

Add 2 chlorine atoms to the 1st carbon.

'slader'

There are 3 C in the molecular formula, so draw a 3 C long main chain.

Add 2 chlorine atoms1 on the 1st carbon and 1 on the 2nd carbon.

'slader'

There are 3 C in the molecular formula, so draw a 3 C long main chain.

Add 2 chlorine atoms1 on the 1st carbon and 1 on the 3rd carbon.

'slader'

There are 3 C in the molecular formula, so draw a 3 C long main chain.

Add 2 chlorine atoms to the 2nd carbon.

'slader'

There are 4 constitutional isomers with the given molecular formula.

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