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

[I_LuV_FiZiX]

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

 

[Ygggdrasil]

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.

 

[Blueshift5]

I would suggest using the IUPAC nomenclature system to name this compound. According to the IUPAC rules, the order of naming substituents is based on their functional group priority, not alphabetical order. In this case, the order would be bromine, hydroxy, and then isopropyl. The isopropyl group takes priority over the hydroxy group because it has a higher functional group priority.

As for assigning numbers, the IUPAC system follows a locant numbering system, where the substituents are numbered based on their position on the parent chain. In this case, the parent chain is cycloheptane and the substituents are at positions 1, 2, and 3. The numbers should be assigned in a way that gives the substituents the lowest possible numbers, so the correct numbering would be 1-bromo-2-hydroxy-3-isopropylcycloheptane.

I hope this helps with your organic nomenclature homework. Remember to always follow the IUPAC rules for accurate and consistent naming of organic compounds. Good luck!