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Topic: Nomenclature: naming substituents problem  (Read 2378 times)

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Offline ostudent

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Nomenclature: naming substituents problem
« on: May 29, 2018, 07:44:59 PM »
Hi everyone,

I have one question about a possible error in the key.
If I were to identify all groups that would be considered substituents for the following compound, my answer would be dimethyl or 2 methyl groups.

However, the answer key gives me: 1 methyl group.

Am I mistaken here?
Best regards and many thanks in advance...

Offline hypervalent_iodine

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Re: Nomenclature: naming substituents problem
« Reply #1 on: May 29, 2018, 08:23:26 PM »
Have you identified the parent chain for the compound? I would recommend drawing the structure out and highlighting the parent chain.

Offline ostudent

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Re: Nomenclature: naming substituents problem
« Reply #2 on: May 29, 2018, 08:27:30 PM »
Hi @hypervalent_iodine,

I learned the parent chain to be 'butane' since it's the longest and connected to the alcohol functional group and has the double bond.
Therefore, I saw two methyl groups branching out from the parent chain.
Wouldn't these BOTH be called the substituents? 

Thanks for replying.

Offline hypervalent_iodine

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Re: Nomenclature: naming substituents problem
« Reply #3 on: May 29, 2018, 09:04:01 PM »
Hi @hypervalent_iodine,

I learned the parent chain to be 'butane' since it's the longest and connected to the alcohol functional group and has the double bond.
Therefore, I saw two methyl groups branching out from the parent chain.
Wouldn't these BOTH be called the substituents? 

Thanks for replying.

I recommend you look at it again. Find the longest continuous chain of carbons. The alcohol group being where it is does not mean that the chain terminates there.

Offline ostudent

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Re: Nomenclature: naming substituents problem
« Reply #4 on: May 30, 2018, 12:38:44 AM »
I see it now! Thank you so much for the tip/guiding me through it.

Offline hypervalent_iodine

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Re: Nomenclature: naming substituents problem
« Reply #5 on: May 30, 2018, 12:49:58 AM »
I see it now! Thank you so much for the tip/guiding me through it.

No problems! Happy studying.

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