Organic Chemistry - Nomenclature Structures

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SUMMARY

The discussion focuses on the correct structural representation of the organic compound 2-methyl-4-(1-methylethyl)octane. The participant encountered issues with the online homework program ACE Organic, which indicated that the attachment point for the 1-methylethyl group was incorrectly identified. Specifically, the carbon in the 1-methylethyl group that is attached to the main octane chain is the first carbon of the ethyl group, not the terminal carbon. The correct structure requires careful placement of hydrogens and accurate identification of carbon positions.

PREREQUISITES
  • Understanding of organic nomenclature, specifically IUPAC naming conventions.
  • Knowledge of hydrocarbon structures, including branched alkanes.
  • Familiarity with drawing organic structures and interpreting skeletal formulas.
  • Experience with online organic chemistry tools, such as ACE Organic.
NEXT STEPS
  • Study the IUPAC naming rules for branched alkanes.
  • Learn to draw and interpret skeletal structures of organic compounds.
  • Explore common functional groups and their nomenclature in organic chemistry.
  • Practice using ACE Organic or similar tools for structural validation.
USEFUL FOR

This discussion is beneficial for organic chemistry students, educators, and anyone involved in learning or teaching organic nomenclature and structural representation.

katrina007
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The question/direction is to: "Draw the structure of the following compound!"

2-methyl-4-(1-methylethyl)octane

I tired several different ways of constructing this compound but the online homework program ACE Organic says that:
Your answer is close, but in the 1-methylethyl group, carbon 1 of the ethyl group (to which the methyl group is attached) is the carbon attached to the main chain, not the terminal carbon.

I don't know what to do or what I am missing. If anyone can help me with this it will be great. Much appreciated. Thanks in advance

C-CH2-CH3
/ (this is above the 2nd C)
CH3-C-CH2-C-CH2-CH2-CH2-CH3
/ (this is below the 1st C)
CH3
 
Last edited:
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katrina007 said:
The question/direction is to: "Draw the structure of the following compound!"

2-methyl-4-(1-methylethyl)octane

I tired several different ways of constructing this compound but the online homework program ACE Organic says that:


I don't know what to do or what I am missing. If anyone can help me with this it will be great. Much appreciated. Thanks in advance

C-CH2-CH3
/ (this is above the 2nd C)
CH3-C-CH2-C-CH2-CH2-CH2-CH3
/ (this is below the 1st C)
CH3

The part in parenthesis (1-methylethyl) is a three carbon unit with methyl attached to the #1 position of the 'ethyl' group. The main chain is also attached to the ethyl group at this position. There is also has a common name for this three-carbon fragment (and it's not 'n-propyl' as you have show it). Your placement along the main (octane) chain is correct (above the 2nd C) although the term '2nd C' can be a bit confusing. You also left out a hydrogen for this carbon and the one you labelled '1st C'.

That should do it. Let us know if it doesn't work.
 

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