Ozonolysis.
A compound ( C H X 3 ) X 2 C = C H C H = C H C H X 3 undergoes ozonolysis reaction as follows :
( C H X 3 ) X 2 C = C H C H = C H C H X 3 A ( s t a b l e t r i o z o n i d e i n t e r m e d i a t e )
The reagent used in the above reaction is O X 3 .
A then follows three separate reactions as follows :
1 ) A C H X 3 C O C H X 3 + C H O − C H O + C H X 3 C H O 2 ) A C H X 3 C H O H C H X 3 + C H X 2 O H − C H X 2 O H + C X 2 H X 5 O H 3 ) A C H X 3 C O C H X 3 + C O O H − C O O H + C H X 3 C O O H
Select the most suitable set of reagents for the above three reactions in the same order as that of the reactions above.
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In the first reaction, A is reduced to give aldéhydes ( C H O − C H O and C H 3 C H O ) and ketone , that means reagent must be a weak reductive work-up condition. So answer A is eliminated.
In the second one, A is converted to alcohols , which can be viewed as the products in reaction (1) under another stronger reductive work-up condition (because the use of triphenylphosphine , thiourea , zinc dust, or dimethyl sulfide produces aldehydes or ketones only). So C is eliminated.
In the final reaction, A is oxidized to give ketone and carboxylic acids , which is the function of K 2 C r 2 O 7 , so the correct answer is B .