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Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: moe6141 on September 28, 2012, 11:09:24 PM

Title: what are the iupac names of these compunds
Post by: moe6141 on September 28, 2012, 11:09:24 PM
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alkene
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carboxylic acids
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Title: Re: what are the iupac names of these compunds
Post by: discodermolide on September 28, 2012, 11:59:04 PM
Why not have a go your self, I will give you a few hints.
The first two are rings so they will be cyclo…….. something.
The third one look for the longest carbon chain and you have a triple bond there what is that called.
The fourth one look for the longest chain and you have an acid so it will be ………oic acid.
The fifth one look for the longest carbon chain it has a di-acid so it will be ………..dioic acid, this one also has a trivial name.
Title: Re: what are the iupac names of these compunds
Post by: moe6141 on September 29, 2012, 12:27:56 AM
thanks, got them all right.  :o
Title: how would i name this alkyne
Post by: moe6141 on September 29, 2012, 01:40:19 PM
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i know you have to add the yne ending to it.
Title: Re: what are the iupac names of these compunds
Post by: discodermolide on September 29, 2012, 01:44:49 PM
Look at what I said above. Find the longest carbon chain.
I thought you said you got it in your last comment!!
Title: Re: what are the iupac names of these compunds
Post by: Arkcon on September 29, 2012, 01:45:36 PM
moe6141:, I hope you don't mind my merging these two topics, as you're pretty much asking the same question, and the help you've gotten before will apply again -- can you find the longest chain that includes the alkyne group?  The rest will be a side chain, which you'll name separately.
Title: Re: what are the iupac names of these compunds
Post by: moe6141 on September 29, 2012, 04:40:53 PM
Look at what I said above. Find the longest carbon chain.
I thought you said you got it in your last comment!!

this is my attempt... and its wrong

3-ethyloct-1-yne.
Title: Re: what are the iupac names of these compunds
Post by: discodermolide on September 29, 2012, 11:03:04 PM
OK, good try.
It's name is 5-ethynyldecane according to ChemDraw.
Title: Re: what are the iupac names of these compunds
Post by: Arkcon on September 30, 2012, 07:58:53 AM
Really, so I had it wrong ... the longest chain doesn't have to have the triple bond, but instead the alkyne is the side-chain.  Huh.  I'd forgotten that rule.
Title: Re: what are the iupac names of these compunds
Post by: curiouscat on September 30, 2012, 09:22:00 AM
Really, so I had it wrong ... the longest chain doesn't have to have the triple bond, but instead the alkyne is the side-chain.  Huh.  I'd forgotten that rule.

Me too. I went for 3-butyloct-1-yne

What's the operative rule? The websites I saw always wrote something like:

Quote
Identify the longest continuous chain of carbon atoms that contains the carbon-carbon triple bond. The parent name of the alkyne comes from the IUPAC name for the alkane of the same number of carbon atoms, except the - ane ending is changed to - yne to signify the presence of a triple bond.

OR

Quote
vi) The chain with main functional group must be selected as parent chain even though it contains less number of carbons than any other chain without the main functional group.

Doesn't the chain have to include the triple bond?

PS. I'm pretty sure I am wrong and ChemDraw is right. Just want to know the operative rule.
Title: Re: what are the iupac names of these compunds
Post by: discodermolide on September 30, 2012, 09:46:19 AM
If you put 3-butyloct-1-yne into ChemDraw and ask it to convert the name to structure, guess what?
You get the same structure as with 5-ethynyldecane.
That is the one posted.
p.s. the same happens with ChemDoodle.
Title: Re: what are the iupac names of these compunds
Post by: curiouscat on September 30, 2012, 09:48:03 AM
If you put 3-butyloct-1-yne into ChemDraw and ask it to convert the name to structure, guess what?
You get the same structure as with 5-ethynyldecane.
That is the one posted.

Weird. Does that mean both are acceptable IUPAC names? Or merely that ChemDraw shows some amount of leeway towards sloppy namers (like me! ) and compensates.
Title: Re: what are the iupac names of these compunds
Post by: discodermolide on September 30, 2012, 10:22:09 AM
Probably the latter ;D