[Tootella]

Hello!

We did an oxidation experiment in lab today.  As part of post-lab, we have to draw the structures of different cyclic alkenes that have been treated with a variety of compounds.

One of the questions asks: what will the product be if an alkene is treated with 1) O₃ 2) Zn, H₂O

Everything I've read about O₃ (ozonolysis) has the reaction take place in the presence of (CH₃)₂S (dimethylsulfide).  I know that that does a cleavage and can give ketones and aldehydes as products.  Will doing a reaction with O₃ in the presence of Zn, H₂O do the same thing, or will the presence of these things give a fully oxidized product? 

I'm sorry if this is not clear.  Let me see if I can summarize it...

Will treating an alkene with
 1) O₃ 2) (CH₃)₂S
or
1) O₃ 2)Zn, H₂O

do the same thing?  Will the second option give a fully oxidized product? 

[CopperSmurf]

hey.

ozone in either zinc and water or dimethyl sulfide will cut that carbon carbon double bond and turn it into a double bond oxygen.
They both give out the same products.
That's cool that they let you do that in the lab!

The only thing I can think of that will give you a fully oxidized product is to add Cr(6+) in H2SO4.

[Tootella]

Thank you sooo much!!!

[g-bones]

hey.

ozone in either zinc and water or dimethyl sulfide will cut that carbon carbon double bond and turn it into a double bond oxygen.
They both give out the same products.
That's cool that they let you do that in the lab!

The only thing I can think of that will give you a fully oxidized product is to add Cr(6+) in H2SO4.

Ozone and an alkyne should give the carboxylic acid right?

[macman104]

No.  Ozone is a mild oxidizing agent.  It will not reduce your compound all of the way to a carboxylic acid.

[CopperSmurf]

macman got it right.