Hello. I am having some difficulty in knowing where to start when naming cycloalkanes. For example I worked a problem that is a 5 sided ring with one of the carbons connected to TWO methyl groups and another carbon connected to a CH3-CH-CH2-CH3 (sec-butyl) group. My textbook states that when the numbering could being with either of the two alkyl groups, begin w/ the one that is alphabetically first. For alphabetical reasons, you use the "B" , not s in the sec-butyl convention according to my book. The prefixes di, tri, don't count for alphabetical rules either. So, this is how I named the cycloalkane:
1-sec-butyl-3,3-dimethylcyclopentane. I started the "1" with sec-butyl since "b" comes before the "m" in dimethyl. But according to my solutions manual the answer is: 3-sec-butyl-1,1-dimethylcyclopentane. Is there some rule I am missing, where disubstituted alkanes (ex: dimethyl) are the ones you begin numbering? Why did they start with the dimethyl substituents first? Any help is appreciated.