IIT JEE , AIEEE Forum - Chemistry , Organic Chemistry

srujana

The following compounds on Ozonolysis gives ---------

iitjee08aspirant

i know the ans but cant draw them ....
i m telling the ans..
just break the double bonds and put O(oxygen) with a double bond at that place...
hope this helps...

srujana

But there are two double bonds and are we supposed to break the ring?

tarinbansal

yes.break the ring.
I will draw them tomorrow. plz wait till tomorrow.

bumba

1.O H H H H 0

II I I I I II

H-C-C-C-C-C-C-H

I I I I

H₃CH H H

2.

0 0

II II

H-C-C-H +

. O H H 0

II I I II

H-C-C-C-C-H

I I I

H₃C H H

3.

0 H O

II I II

H-C-C-C-H +

I

H

H O H O

I II I II

H-C-C-C-C-H

I I

H H

bumba

AS ABOVE WAS NOT CLEAR,SO WRITING THE PRODUCTS;;

1.OHC-HC(CH₃)-CH₂-CH₂-CH₂-CHO

2.OHC-CHO +0HC-CH(CH₃)-CH₂-CHO

3.0HC-CH₂-CHO +H₃C-C0(H)-CH₂-CHO

tarinbansal

Alright I am giving the structures.

mohit_jitani

bt u have to specify whether u r using zinc or not...if u use it then the products r correct bt if not then these products will further get oxidised...such a questio was put in our review test {bansal cls} by MSC sir...he didnt mention zinc

srujana

@
mohit_jitani

If zinc is not used, the products will further get oxidised to form what compounds?

apurviitjee2008

see the chain having less no of carbons becomes as acid and the one having more remains as ketone
but benzene has same no carbons on either side of double bond
ok fine in ur question the no of carbons on either side of benzene is not same
the side which has less one turns into acid the side which has more turns to ketone
the catalysts are H2O2, KMnO4 H+ and heat
Zn is absent here
and this is reductive ozonolysis
u have to do it at each of the double bonds
but problem is that but problem is that i dont have the mech with me

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