Naming ethers: priority of alkyl substituent and ethoxy subsitutent

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SUMMARY

The priority of substituents in naming ethers, specifically between alkyl and ethoxy groups, is determined by IUPAC rules. When numbering the carbon chain, the substituent that yields the lowest possible numbers for the substituents takes precedence. In the discussed examples, the first structure prioritized the ethyl group, while the second structure assigned the lowest number to the ethoxy group, illustrating the application of these rules. Understanding these principles is essential for correctly naming organic compounds.

PREREQUISITES
  • IUPAC nomenclature rules for organic compounds
  • Understanding of alkyl and ethoxy substituents
  • Basic knowledge of carbon chain numbering
  • Familiarity with organic chemistry terminology
NEXT STEPS
  • Study IUPAC nomenclature for complex organic molecules
  • Learn about the properties and reactions of ethers
  • Explore examples of naming compounds with multiple substituents
  • Review the concept of stereochemistry in organic compounds
USEFUL FOR

Chemistry students, organic chemists, and anyone involved in the synthesis or analysis of organic compounds will benefit from this discussion.

Sunwoo Bae
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Homework Statement
Naming the given structures
Relevant Equations
None
When there is both alkyl substituent and ethoxy substituent in a single molecule, which one should be prioritized when numbering your base carbon chains?
I am confused because the first structure below seems to have numbered the carbon attached to ethyl as the first carbon, while the second structure seem to give carbon attached to ethoxy group the lowest carbon number.

Thanks for your help!

1628869912031.png
1628870015320.png
 
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Sunwoo Bae said:
Homework Statement:: Naming the given structures
Relevant Equations:: None

When there is both alkyl substituent and ethoxy substituent in a single molecule, which one should be prioritized when numbering your base carbon chains?
I am confused because the first structure below seems to have numbered the carbon attached to ethyl as the first carbon, while the second structure seem to give carbon attached to ethoxy group the lowest carbon number.

Thanks for your help!

View attachment 287488View attachment 287489
How to name organic compounds using the IUPAC rules...

3. Number the carbons of the parent chain from the end that gives the substituents the lowest numbers. When compairing a series of numbers, the series that is the "lowest" is the one which contains the lowest number at the occasion of the first difference. If two or more side chains are in equivalent positions, assign the lowest number to the one which will come first in the name.

source: http://www.chem.uiuc.edu/GenChemReferences/nomenclature_rules.html
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