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Offline Nitin_Naudiyal

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IUPAC Nomenclature
« on: February 28, 2013, 06:15:22 AM »
Please help me with the IUPAC nomenclature of the two mentioned compounds.

Please Find Attachment containing the structure of the two compounds.

Thank You

Offline discodermolide

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Re: IUPAC Nomenclature
« Reply #1 on: February 28, 2013, 07:01:31 AM »
The first one is a ring and you do not have this in the name, your name refers to a straight chain system.
The second one is named from the parent acid.
Can you have another go at it?
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Offline Nitin_Naudiyal

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Re: IUPAC Nomenclature
« Reply #2 on: February 28, 2013, 07:10:07 AM »
2,4-dichlorocyclopentanone

2-propylbenzenoate ( is benzoic acid the parent acid ? )

Offline Dan

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Re: IUPAC Nomenclature
« Reply #3 on: February 28, 2013, 08:18:58 AM »
2,4-dichlorocyclopentanone

Looks ok

Quote
2-propylbenzenoate ( is benzoic acid the parent acid ? )

Close, benzoic acid becomes benzoate (not benzenoate).

But, 2-propylbenzoate is this:
c1cccc(CCC)c1C(=O)[O-]

Your name implies that you have benzoate substitutes at the 2-position with a propyl group.

Hint: Name this:

CC(=O)OC
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Offline Nitin_Naudiyal

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Re: IUPAC Nomenclature
« Reply #4 on: February 28, 2013, 11:52:03 PM »
Quote
Hint: Name this:

CC(=O)OC
is it Methyl Ethanoate.

Can the Second compound be named as IsopropylBenzoate?

Offline Dan

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Re: IUPAC Nomenclature
« Reply #5 on: March 01, 2013, 02:15:40 AM »
is it Methyl Ethanoate.

Can the Second compound be named as IsopropylBenzoate?

You need the space - as you have in methyl_ethanoate.

It is isopropyl benzoate, IUPAC: propan-2-yl benzoate
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Offline Nitin_Naudiyal

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Re: IUPAC Nomenclature
« Reply #6 on: March 01, 2013, 04:57:05 AM »
Thank You Dan.

But, i have few doubts.

The IUPAC nomenclature for Esters is Alkyl Alkanoate.
So, the branch should be Propyl, why is it written as Propan-yl.

Offline Dan

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Re: IUPAC Nomenclature
« Reply #7 on: March 01, 2013, 05:57:57 AM »
So, the branch should be Propyl, why is it written as Propan-yl.

Propyl and propan-2-yl are both alkyl groups, I do not see the contradiction.

Propyl does not specify whether you mean propan-1-yl or propan-2-yl. Usually "propyl" is assumed to be propan-1-yl.

According to the IUPAC blue book, it will be propan-2-yl benzoate.
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Offline Nitin_Naudiyal

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Re: IUPAC Nomenclature
« Reply #8 on: March 01, 2013, 05:59:40 AM »
Ok.

Thank You Dan for your Help.

Many Thanks

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