How do I name a cycloheptane with three substituents using organic nomenclature?

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SUMMARY

The compound in question is a cycloheptane with three substituents: a hydroxy group, a bromine atom, and an isopropyl group. The correct nomenclature prioritizes the hydroxy group as the highest functional group, leading to the base name cycloheptanol. The substituents must be numbered such that the hydroxy group receives the lowest possible number, followed by the other substituents in alphabetical order. Therefore, the correct naming sequence is 1-hydroxy, 2-bromo, and 3-isopropyl, resulting in the full name 1-hydroxy-2-bromo-3-isopropylcycloheptane.

PREREQUISITES
  • Understanding of IUPAC nomenclature rules for organic compounds
  • Familiarity with functional group priority in organic chemistry
  • Knowledge of cycloalkane structures and their properties
  • Ability to interpret and assign locants to substituents on cyclic compounds
NEXT STEPS
  • Study IUPAC nomenclature for complex organic compounds
  • Learn about functional group priority and its implications in naming
  • Explore examples of cycloalkanes with multiple substituents
  • Practice naming exercises involving various organic compounds
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Chemistry students, organic chemists, and anyone interested in mastering organic compound nomenclature will benefit from this discussion.

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Homework Statement


Hello all.

Im not sure how to get the image of the organic compound i need to name on here, but I think I can do a good job of describing it. The compound I need to name is a cycloheptane with three substituents on it. These substituents are bonded to three consecutive carbons. They are: a hydroxy group, a bromine, and an isopropyl (in that order going clockwise).


The Attempt at a Solution


The problem that I am having is the order in which to name these substituents and the numbers to assign to them. Would it be bromine, isopropyl, and then hydroxy? ie does the isopropyl take priority alphabetically over the hydroxy group because of the Iso?

Also, I am confused as to what numbers to assign. Do i have to continue clockwise from the first substituent that I name (ie 1,2,7), or can i put something like 2,3,1?

THANKS IN ADVANCE
 
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Remember that functional groups can either be named as prefixes or suffixes. Generally, only one functional group gets to be named as a suffix (note: double- and triple-bonds are always named as suffixes in addition to the highest priority functional group). Which functional group gets named as a suffix depends on the priority (see http://en.wikipedia.org/wiki/IUPAC_nomenclature_of_organic_chemistry#Order_of_precedence_of_groups).

In this case, both halogens and alkyl substituents are always named as prefixes, so the highest priority functional group is the alcohol. So, you get cycloheptanol as your base name. Now, you number the carbons in a way that the highest priority functional group gets the lowest number (in this case 1) and the next numbered substituent gets the lowest possible number.

When writing the name, the prefixed substituents are listed in alphabetical order.
 

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