[KeFone]

I had OWL for Gen Chem and loved it, really helped me study on my own and learn a lot of different types of problems and how to attack them. Im now in Ochem without OWL, studying hard, but miss OWL a lot. Is there anyone out there that still has their OWL activated but isn't using it, maybe willing to share their login with me? I would be willing to buy it but I'm finding you need to register OWL with a School to use it. Sadly, my college is not on the list. I know this is a weird request so I have a synth question to go with this as well.

Lets say there is an OH bonded to a 10 carbon backbone. The OH bond is located on the 7th carbon to the right, and the question asks you to perform a synthesis reaction until you remain with a molecule of 4 carbon or less. I proposed that you can break the bond b/w the C-C bond closest to the side that will ultimately end up with a Li attached to the remaining 3 carbons after treating with a C=0 and H2O. This would be a one step reaction and be the answer. However, I'm finding that I'm wrong. Am I? why doesn't this process work?

[sjb]

I had OWL for Gen Chem and loved it, really helped me study on my own and learn a lot of different types of problems and how to attack them. Im now in Ochem without OWL, studying hard, but miss OWL a lot. Is there anyone out there that still has their OWL activated but isn't using it, maybe willing to share their login with me? I would be willing to buy it but I'm finding you need to register OWL with a School to use it. Sadly, my college is not on the list. I know this is a weird request so I have a synth question to go with this as well.

Lets say there is an OH bonded to a 10 carbon backbone. The OH bond is located on the 7th carbon to the right, and the question asks you to perform a synthesis reaction until you remain with a molecule of 4 carbon or less. I proposed that you can break the bond b/w the C-C bond closest to the side that will ultimately end up with a Li attached to the remaining 3 carbons after treating with a C=0 and H2O. This would be a one step reaction and be the answer. However, I'm finding that I'm wrong. Am I? why doesn't this process work?

So basically you want decan-4-ol, and you have gone back to heptanal and n-propyllithium? Seems reasonable to me, except heptanal has more than 4 carbons, perhaps?

[KeFone]

I'm sorry haven't started nomenclature yet so i couldn't be more specific. It was an exam question and I'm not sure if this will be marked correct. Wanted to know other peoples opinion, so thanks for yours.

[jlbradfi]

c-c-c-c-c-c-c-c-c-c
                  ^
                  OH

Its not supposed to be a wedge or dash mark,its a single bond between the 4th carbon and the hydroxyl group

[jlbradfi]

C-C-C-C-C-C-CHO
Heptanal