regioisomers

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i don't believe they are equivalent terms. constitutional isomers have the same molecular formula but different connectivity (they have a different "constitution"). in contrast, configurational isomers have the same connectivity but the atoms are arranged differently in space (configurational is a sub-class of stereoisomers that is not easily interconverted)

hope that helps
 
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ah...i misread your question. in that case, i'm pretty sure that the two terms fall under regioisomers. does anyone else know for sure?
 
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i think i have it posted correctly. on the other hand, conformation isomers are compounds that have the same molecular formula and connectivity but differ by rotation around a single bond--that's where conformational and configurational differ.

the way i remember conformational is thinking back to the newman projections and seeing gauche/staggered/anti. conformational isomers are the exact same molecule (just rotated around sigma bond differently) where configurational can't be superimposable
 
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maverick09 said:
i think i have it posted correctly. on the other hand, conformation isomers are compounds that have the same molecular formula and connectivity but differ by rotation around a single bond--that's where conformational and configurational differ.

the way i remember conformational is thinking back to the newman projections and seeing gauche/staggered/anti. conformational isomers are the exact same molecule (just rotated around sigma bond differently) where configurational can't be superimposable
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alright, thats cool. so, are you saying then that constitutional and configurational are two distinct terms fall under the umbrella regioisomers? I'm actually thinking that configurational is different than regio. I know that regioselective reactions prefer products with substituents on certain carbons--constitutional isomers. stereoselective prefers a specific orientation of substituents on the same carbon--configurational.
 
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yeah, i think what you're saying is correct. here's a definition i looked up for regioisomers: a type of structural isomer that result from a reaction where two possible orientations of the starting material give two different structural isomers as products

according to that definition, i think you're right in saying that configurational is different from regio. i've also heard that configurational is essentially the same thing as stereoisomers because isomers that differ by configuration at a chiral center are stereoisomers

it seems like these terms are splitting hairs sometimes
 
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