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Topic: Cyclo hydroxyl  (Read 4398 times)

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Offline regdude

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Cyclo hydroxyl
« on: September 27, 2010, 08:18:29 AM »
Hi!
Today we were studying about hydroxyls and isomerism.
We were given a formula C6H13OH and make 3 isomers.
First one was simple -   hexanol-3
Other one I can't name and I would like to know the name too, but it was a pentane with methanol added to second atom.
But the last one I had an idea to make atoms in cycle (not benzoyl) , for some reasons I added only 5 in cycle and also methanol to one atom.
Want to now if this structure is theoretically possible?
And what is its name?
For the second I thought to name it 2-methylpentanol-1
I hope that I have translated the names right, for some reasons in english you write ethan-1-ol instead like we do ethanol-1...

Offline sjb

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Re: Cyclo hydroxyl
« Reply #1 on: September 27, 2010, 12:36:37 PM »
Hi!
Today we were studying about hydroxyls and isomerism.
We were given a formula C6H13OH and make 3 isomers.
First one was simple -   hexanol-3
Other one I can't name and I would like to know the name too, but it was a pentane with methanol added to second atom.
But the last one I had an idea to make atoms in cycle (not benzoyl) , for some reasons I added only 5 in cycle and also methanol to one atom.
Want to now if this structure is theoretically possible?
And what is its name?
For the second I thought to name it 2-methylpentanol-1
I hope that I have translated the names right, for some reasons in english you write ethan-1-ol instead like we do ethanol-1...

Assuming I have mentally converted your names correctly, then yes, hexan-3-ol (or equivalent) and 2-methylpentan-1-ol (ditto) are fine as isomers.

However, can you count the number of hydrogens available in your cyclic structure?

Offline regdude

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Re: Cyclo hydroxyl
« Reply #2 on: September 27, 2010, 02:05:45 PM »
Crap, forgot to count, the total is 12, but needed is 13.
Here is a ugly picture of what I mean to do:
http://img841.imageshack.us/img841/5756/isod.jpg
Since the cyclic structure doesn't have 13 hydrogens then it won't work for this task.
Thanks for the help :)

Offline ooosh

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Re: Cyclo hydroxyl
« Reply #3 on: September 30, 2010, 02:20:16 AM »
The cyclohexanol or 1-cyclopentyl-methanol can not be an isomer of hexanol,because they have different fomula,the former C6H12O is unsaturated and hexanol C6H14O is saturated. You actually drop two hydrogen atoms when you connect the two carhon atoms in a ring.So all the isomers of hexanol must be saturated,and they are only different at the carbon chain and hydroxyl position.

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