Make a line drawing of 5,5 -dimethyl-1-hexene. What would be wrong with calling this compound 2,2 -dimethyl-5-hexene?

Short Answer

Expert verified
The structure of 5,5-dimethyl-1-hexene is \(H_{2}C=CH–CH_{2}–CH_{2}–CH(CH_{3})_{2}\). Calling it 2,2-dimethyl-5-hexene would be incorrect because it describes an entirely different structure with the double bond at the 5th carbon and two methyl groups attached at the 2nd carbon.

Step by step solution

01

Identify the main chain

To draw the structure of 5,5-dimethyl-1-hexene, we first need to identify the main chain. In this case, the main chain is a six-carbon alkene, which is called "hexene". Since the double bond is at the 1st carbon in the chain, it is called "1-hexene".
02

Add the substituents

Now that we have the main chain, we need to add the substituents, which are two methyl groups attached at the 5th carbon in the carbon chain. Since there are two methyl groups at the same position (5th carbon), it is called "5,5-dimethyl".
03

Draw the structure of 5,5-dimethyl-1-hexene

Now that we know where the double bond and the two methyl groups are, we can draw the structure of 5,5-dimethyl-1-hexene: \[H_{2}C=CH–CH_{2}–CH_{2}–CH(CH_{3})_{2}\]
04

Analyze the incorrect name 2,2-dimethyl-5-hexene

Now let's analyze why calling it "2,2-dimethyl-5-hexene" would be incorrect. The name "2,2-dimethyl" implies the presence of two methyl groups attached at the 2nd carbon in the carbon chain. The "5-hexene" part implies the presence of a double bond at the 5th carbon. This means that the compound would look like this: \[CH_{3}–CH(CH_{3})_{2}–CH_{2}–CH_{2}–CH=CH_{2}\] But this structure is entirely different from the original compound, 5,5-dimethyl-1-hexene. Thus, it is wrong to use the name "2,2-dimethyl-5-hexene"for this compound. In summary, the structure of 5,5-dimethyl-1-hexene is \(H_{2}C=CH–CH_{2}–CH_{2}–CH(CH_{3})_{2}\) and calling it 2,2-dimethyl-5-hexene would be incorrect because it gives an entirely different structure.

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