1001 organic chemistry #38

This forum made possible through the generous support of SDN members, donors, and sponsors. Thank you.

meteorstar

Full Member
10+ Year Member
15+ Year Member
Joined
Dec 7, 2007
Messages
45
Reaction score
0
can someone explain the way they name the compound? In naming 1-ethyl-3-(1,1,3-trimethylbutyl)cyclooctane, why does ethyl group get carbon 1? I thought the 1,1,3-trimthylbutyl should be in carbon 1 because it's more substituted? Shouldn't it be written as
1-(1,1,3-trimethylbutyl)-3-ethylcyclooctane?

Members don't see this ad.
 
can someone explain the way they name the compound? In naming 1-ethyl-3-(1,1,3-trimethylbutyl)cyclooctane, why does ethyl group get carbon 1? I thought the 1,1,3-trimthylbutyl should be in carbon 1 because it's more substituted? Shouldn't it be written as
1-(1,1,3-trimethylbutyl)-3-ethylcyclooctane?

Rule 1: prioritize your substituents (damn, alkyl groups have the same priority so it's a tie)
Rule 2: number your base molecule so that the substituents' carbons add up to the smallest possible sum (damn, 1+3=4 and 3+1=4 so it is still a tie)
Rule 3: alphabetize your substituents, ignoring any numeric prefixes like "tri"

1-ethyl-3-(1,1,3-trimethylbutyl)cyclooctane

Alphabetically, E comes before M.
 
Top