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Chemistry Forums for Students => Undergraduate General Chemistry Forum => Topic started by: Winga on February 12, 2005, 12:29:28 PM

Title: Nomenclature of an ether
Post by: Winga on February 12, 2005, 12:29:28 PM

Compound:
1-ethoxy-3,3-dimethylbutane

If I want to name it as an ether, is it called (3,3-dimethylbutyl)ethyl ether?

Title: Re:Nomenclature of an ether
Post by: Mitch on February 12, 2005, 12:38:29 PM

Try again. Your answer is shown below.

Title: Re:Nomenclature of an ether
Post by: Winga on February 12, 2005, 01:27:23 PM

I think the answer should be 3,3-dimethylbutyl ethyl ether.

The 1st one you showed is not the one I named.
Your one is "bis(2,4,4-trimethylpentyl) ether".

Title: Re:Nomenclature of an ether
Post by: Mitch on February 12, 2005, 03:26:20 PM

I spit the names you gave me into chem draw and those are the corresponding structures. I didn't draw them.

Title: Re:Nomenclature of an ether
Post by: jdurg on February 12, 2005, 05:52:59 PM

Mitch, I can follow the structure of the second molecule drawn there and see that the naming convention matches, but I'm having a real helluva time trying to follow the naming of the first one with the structure provided.  Did chemdraw make a boo-boo?

Title: Re:Nomenclature of an ether
Post by: jdurg on February 12, 2005, 05:57:17 PM

NOW I can follow the structure of drawing number one according to the name.  I think chem draw is incorrect there.  Yes, it's a valid structure, but I think IUPAC would have it named differently.  Chemdraw just took a diethyl-ether molecule and added the 3,3dimethylbutyl group to each of them.  Wouldn't the name of that be more correct as (1,4,4 trimethyl)pentyl ether?

Title: Re:Nomenclature of an ether
Post by: Winga on February 13, 2005, 01:10:23 AM

Quote from: Mitch on February 12, 2005, 03:26:20 PM

I spit the names you gave me into chem draw and those are the corresponding structures. I didn't draw them.

Chem Draw? Which version?
Have the old versions (7.0 & 8.0) also included this function?

Title: Re:Nomenclature of an ether
Post by: Winga on February 13, 2005, 01:14:14 AM

Quote from: jdurg on February 12, 2005, 05:57:17 PM

NOW I can follow the structure of drawing number one according to the name.  I think chem draw is incorrect there.  Yes, it's a valid structure, but I think IUPAC would have it named differently.  Chemdraw just took a diethyl-ether molecule and added the 3,3dimethylbutyl group to each of them.  Wouldn't the name of that be more correct as (1,4,4 trimethyl)pentyl ether?

Yes, it should be 1,4,4.
Do we need to mention the prefix "bis" from that compound?
bis(1,4,4 trimethyl)pentyl ether