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

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_33H_77Cl.

First, draw a 3 carbon main chain.

Add the chlorine atom to the 1st carbon.

First, draw a 3 carbon main chain.

Add the chlorine atom to the 2nd carbon.

There are 2 constitutional isomers with the given molecular formula.

Step 4

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b) The molecular formula is C_44H_11_00.

To solve this task it is best to work systematically, decrease 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.

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

There are 2 constitutional isomers with the given molecular formula.

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c) The molecular formula is C_55H_11_22.

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

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

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

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

There are 3 constitutional isomers with the given molecular formula.

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d) The molecular formula is C_44H_11_00O.

To solve this task it is best to work systematically, decrease 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.

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

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.

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

Now draw all possible ethers.

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

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.