View Full Version : For this reaction what are the products that I can get Alcoholos Organic chemistry
susus
May 24, 2011, 05:13 PM
For this reaction what are the products that I can get I got already two I'm sure there are another 2, they are alkenes, but I do not know hw to get them.
http://s3.postimage.org/nr4jq7biv/rxn.jpg
DrBob1
May 24, 2011, 08:44 PM
I don't see anything.
susus
May 25, 2011, 07:27 AM
Here is is again http://imageshack.us/m/819/2563/rxny.jpg
Unknown008
May 25, 2011, 09:04 AM
I believe there is sulfonation of the benzene ring that can occur (forming a sulfonic acid) and then, the other possibility given different conditions, can form a hydrogen sulfate.
Sulfonic acid - Wikipedia, the free encyclopedia (http://en.wikipedia.org/wiki/Sulfonic_acid)
Ethyl sulfate - Wikipedia, the free encyclopedia (http://en.wikipedia.org/wiki/Ethyl_sulfate)
DrBob1
May 25, 2011, 05:28 PM
I still can't see anything
Unknown008
May 26, 2011, 12:38 PM
It requires you make an account on imageshack =/
But here it is:
http://p1cture.it/images/rxny.jpg
DrBob1
May 26, 2011, 02:28 PM
Ahh, now I can see! Thanks, Unky
There is no aromatic ring in this question - it's a substitued cyclohexane. The first missing alkene is the vinylcyclohexane (call it III) where the double bond is at the end of the two carbon chain. The other missing alkene would be 2-ethyl-3-methylcyclohexane. (IV) Call your products I and II.
Protonation of the alcohol OH and loss of water gives a carbocation that loses H+ from either one of the two adjacent carbon atoms to form alkenes II and IV. This is a secondary carbocation and it can undergo a hydride shift to give the more stable tertiary carbocation. This can lose a proton from any of the three adjacent carbon atoms to give the two products you show plus the other one, IV, that I suggested.
You may be asked to use Zaitsev's rule to predict the major and minor products.
Unknown008
May 27, 2011, 12:46 PM
Shoo, I thought I saw a benzene ring >.<
DrBob1
May 27, 2011, 01:30 PM
NO, they are cyclohexane (actualy cyclohexENE rings). A benzene ring should always show either the three double bonds or the symbolic aromatic circle within the hexagon. Without them it IS confusing! As depicted, neither structure can have the double bonds shown on / in an aromatic ring.
Unknown008
May 28, 2011, 07:51 AM
Yes, I know, and I have realised my mistake after you mentioned it in your post when you said it wasn't aromatic.
And I'm not sure of something, for the last molecule, wouldn't it rather be 2-ethyl-3-methylcyclohexene? :confused:
DrBob1
May 28, 2011, 03:11 PM
Sure would! (But it's the cyclohexEne that is in error, just for the record.)
Didn't we once have the ability to edit our answers>?
Unknown008
May 29, 2011, 02:56 AM
Yes, we still have for 24 hours, but that's in the older skin (the one you're on right now is called the 'Go' skin). If you want to go back to the older skin, sing the 'Settings' button somewhere at the top right corner and when there is a popup, look for a link saying something along the lines of 'take me back to the old AMHD'
Good then! I wasn't even aware that this product was possible... I only learned that when there is dehydration, the adjacent H and OH gets removed, but here, there's one H being 'skipped' for another H in the ring... Oh well, we learn new things everyday :)