How Do I Correctly Name This Alkane?

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Discussion Overview

The discussion revolves around the correct naming of an alkane based on its structural representation. Participants explore the rules of nomenclature, including the identification of the longest carbon chain and the proper ordering of substituents.

Discussion Character

  • Homework-related
  • Technical explanation
  • Debate/contested

Main Points Raised

  • One participant suggests the name "2-dimethyl-5-butononane," reasoning that the longest carbon chain has 9 carbons, leading to the base name of nonane, with two methyl groups on carbon #2 and a butane group on carbon #5.
  • Another participant points out that "buto" is not a proper name and emphasizes the need to consider the shape of the side chain.
  • A participant acknowledges the error regarding "buto" and questions the proper order of substituents, suggesting that butyl should precede dimethyl in the name.
  • There is a discussion about whether the butyl group should be referred to as "iso-butyl," leading to a proposed name of "5-isobutyl-2-dimethylnonane."
  • Another participant proposes "5-sec-butyl-2-dimethylnonane" as a potential name, expressing uncertainty about further options.

Areas of Agreement / Disagreement

Participants generally agree that the initial naming was incorrect and that "buto" is not a valid term. However, there remains uncertainty regarding the correct naming conventions and the identification of the appropriate butyl group, indicating that multiple competing views exist.

Contextual Notes

Participants reference the need to look up possible butyl groups, suggesting that there may be additional considerations or definitions that are not fully resolved in the discussion.

kirsten_2009
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Homework Statement


Provide an acceptable name for the alkane shown below.
upload_2015-1-27_19-45-52.png


Homework Equations



N/A

The Attempt at a Solution



I never get these right but...my guess would be 2-dimethyl-5-butononane? My reasoning: the longest carbon chain has 9 carbons so the base name would be nonane, there are 2 methyl groups on carbon #2 and 1 butane group in carbon #5. I'm pretty sure this is not right but could someone please point out my mistakes and give me a method as to how to get it right? Thank in advance :)
 
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kirsten_2009 said:
2-dimethyl-5-butononane?
First, buto is not a proper name. Second, you have to account for the shape of that side chain.
 
Ah yes, "buto" is definitely not a proper name. Also, I forgot to place the substituents in alphabetical order; Butyl should be written before dimethyl correct? I'm not sure what you mean by the "shape of the side chain". Is it that butyl group is in fact "iso-butyl"? Does this look better? 5-isobutyl-2-dimethylnonane
 
kirsten_2009 said:
Ah yes, "buto" is definitely not a proper name. Also, I forgot to place the substituents in alphabetical order; Butyl should be written before dimethyl correct? I'm not sure what you mean by the "shape of the side chain". Is it that butyl group is in fact "iso-butyl"? Does this look better? 5-isobutyl-2-dimethylnonane
Almost. Look up the possible butyl groups: http://en.wikipedia.org/wiki/Butyl
 
O.k... 5-sec-butyl-2-dimethylnonane is the only other answer that kind of makes sense to me...beyond that I'd just be guessing :confused:. Thanks for the help.
 

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