1.

An organic compound A of molecular formula C_(3)H_(6)O answer iodoform test. Another organic compound B of molecular formula C_(7)H_(6)O is known as oil of bitter almonds. A reacts with B to form an unsaturated compound C of molecular formula C_(10)H_(10)O. Compound B reacts with malonic acid in the presence of pyridine to form an unsaturated acid D of molecular formula C_(9)H_(8)O_(2). Identify A, B, C and D. Explain the reactions.

Answer»

Solution :(i) Organic Compound (A) is Acetone. Acetone (A) on iodoform test.
`underset((A))(CH_(3)COCH_(3))underset(NaOH)overset(I_(2))tounderset("Iodoform")(CHI_(3))+CH_(3)COONa`
(ii) Compound (B) is Benzaldehyde. It is CALLED OIL of bitter ALMONDS.
(iii) Acetone (A) reacts with (B) Benzaldehyde to from Benzal acetone (C). This reaction is KNOWN Claisen Schmidt reaction.
`underset((B))(C_(6)H_(5)CHO)+CH_(3)COCH_(3)overset(NaOH)tounderset((C))(C_(6)H_(5)CH=CHCOCH_(3))`
(iv) Benzaldehyde reacts with malonic acid in the presence of pyridine gives compound (D) Cinnamic acid
`underset((B))(C_(6)H_(5)CHO)+underset("Malonic acid")(H_(2)C(COOH)_(2))toC_(6)H_(5)CH=C(COOH)_(2)tounderset((D))(C_(6)H_(5)CH=CHCOOH)`
This reaction is called Knoevenagal reaction.


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