Question

an aldehyde A ( C11H8O) which does not undergo self aldol condensation but gives benzaldehyde and 2 moles of B on ozonolysis. compound B on oxidation with silver ions gives oxalic acid. identify the compounds A and B.​

Answer 1

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As the compound A gives benzaldehyde as one of the products on ozonolysis, it must have a benzene nucleus or phenyl group. The formula can be

$C_11H_8O-C_6H_5$ or $C_5H_3O$

Since, the compound A gives ozonolysis products, it is an aldehyde with C double bond C ( C=C) attached with the ring.

Therefore the side chains would be $C_4H_2CHO$ .

therefore compound A =

$C_6H_5-(C_4H_2CHO)$

As one mole of A on ozonolysis gives two moles of B, this means that the side chain must have unsaturation at two places , one of these should be a triple bond based on formula.

compound A does not undergo aldol condensation, so, no alpha hydrogen atom is present.

So, compound A is

$C_6H_5-CH=C_2CHO$

The reaction involved are in the attachments.

kindly refer to it.

Answer 2

YourAnswer

As the compound A gives benzaldehyde as one of the products on ozonolysis, it must have a benzene nucleus or phenyl group. The formula can be

C_11H_8O-C_6H_5C

1

1H

8

O−C

6

H

5

or C_5H_3OC

5

H

3

O

Since, the compound A gives ozonolysis products, it is an aldehyde with C double bond C ( C=C) attached with the ring.

Therefore the side chains would be C_4H_2CHOC

4

H

2

CHO .

therefore compound A =

C_6H_5-(C_4H_2CHO)C

6

H

5

−(C

4

H

2

CHO)

As one mole of A on ozonolysis gives two moles of B, this means that the side chain must have unsaturation at two places , one of these should be a triple bond based on formula.

compound A does not undergo aldol condensation, so, no alpha hydrogen atom is present.

So, compound A is

C_6H_5-CH=C_2CHOC

6

H

5

−CH=C

2

CHO

The reaction involved are in the attachments.