${{(C{{H}_{3}})}_{2}}C=CHCOC{{H}_{3}}\xrightarrow{{{(C{{H}_{3}})}_{2}}CO}'X'$. Here, X is:
A.Mesityl oxide
B. Phorone
C .Acetic acid
D. Mesitylene
Answer
635.1k+ views
Hint: The concept of aldol condensation is required in this question. We can observe that the reactant already contains alpha hydrogen hence, it will undergo aldol and obtain the desired product by losing water molecules.
Complete step by step answer:
In order to solve this question, we need to learn about alcohol condensation reaction. Carbon atom of the carbonyl group is $s{{p}^{2}}$ hybridised having triangular planar geometry. Carbon atoms form three sigma bonds and one n(pi) bond, out of which 3 sigma bonds are located in the same plane whereas the fourth bond, which is formed by lateral or sideways overlapping, is situated above and below the plane. Bond angles are approximately ${{120}^{0}}$. Carbonyl group is polarised due to the difference in electronegativity between carbon and oxygen. Oxygen being more electronegative pulls the shared pair of electrons more towards itself making oxygen as a nucleophilic centre and carbon as an electrophilic centre. Hence carbonyl compounds have substantial dipole moments and their polarity can be expressed on the basis of resonance. Aldehydes and ketones having at least one a-Hydrogen atom take part in Aldol condensation in the presence of dilute alkali [e.g. $NaOH$, $N{{a}_{2}}C{{O}_{3}}$ or $Ba{{(OH)}_{2}}$. Two molecules of carbonyl compound condense to form a B-hydroxy aldehyde or B-hydroxy ketone which gets dehydrated on heating into $\alpha ,\beta $-unsaturated aldehyde or ketone. Acidity of a-H atoms of carbonyl compounds is due to strong e withdrawing effect of carbonyl group and resonance stabilisation of the conjugate base. Now, let us come to our question and see the reaction:
\[{{(C{{H}_{3}})}_{2}}C=CHCOC{{H}_{3}}\xrightarrow{{{(C{{H}_{3}})}_{2}}O}{{(C{{H}_{3}})}_{2}}C=CHOH=C{{(C{{H}_{3}})}_{2}}+{{H}_{2}}O\]
The alpha hydrogens get out as water and we get the final product as phorone.
Hence, we obtain our answer as option B.
Note: Aldol has two functional groups together i.e., aldehyde and alcohol. Similarly ketols have ketonic and alcoholic groups. Ketol and aldol both lose water readily to give $\alpha, \beta$ unsaturated carbonyl compounds, hence this reaction is called Aldol condensation.
Complete step by step answer:
In order to solve this question, we need to learn about alcohol condensation reaction. Carbon atom of the carbonyl group is $s{{p}^{2}}$ hybridised having triangular planar geometry. Carbon atoms form three sigma bonds and one n(pi) bond, out of which 3 sigma bonds are located in the same plane whereas the fourth bond, which is formed by lateral or sideways overlapping, is situated above and below the plane. Bond angles are approximately ${{120}^{0}}$. Carbonyl group is polarised due to the difference in electronegativity between carbon and oxygen. Oxygen being more electronegative pulls the shared pair of electrons more towards itself making oxygen as a nucleophilic centre and carbon as an electrophilic centre. Hence carbonyl compounds have substantial dipole moments and their polarity can be expressed on the basis of resonance. Aldehydes and ketones having at least one a-Hydrogen atom take part in Aldol condensation in the presence of dilute alkali [e.g. $NaOH$, $N{{a}_{2}}C{{O}_{3}}$ or $Ba{{(OH)}_{2}}$. Two molecules of carbonyl compound condense to form a B-hydroxy aldehyde or B-hydroxy ketone which gets dehydrated on heating into $\alpha ,\beta $-unsaturated aldehyde or ketone. Acidity of a-H atoms of carbonyl compounds is due to strong e withdrawing effect of carbonyl group and resonance stabilisation of the conjugate base. Now, let us come to our question and see the reaction:
\[{{(C{{H}_{3}})}_{2}}C=CHCOC{{H}_{3}}\xrightarrow{{{(C{{H}_{3}})}_{2}}O}{{(C{{H}_{3}})}_{2}}C=CHOH=C{{(C{{H}_{3}})}_{2}}+{{H}_{2}}O\]
The alpha hydrogens get out as water and we get the final product as phorone.
Hence, we obtain our answer as option B.
Note: Aldol has two functional groups together i.e., aldehyde and alcohol. Similarly ketols have ketonic and alcoholic groups. Ketol and aldol both lose water readily to give $\alpha, \beta$ unsaturated carbonyl compounds, hence this reaction is called Aldol condensation.
Recently Updated Pages
What is BLO What is the full form of BLO class 8 social science CBSE

Explain the Treaty of Vienna of 1815 class 10 social science CBSE

10 examples of friction in our daily life

Draw a diagram of nephron and explain its structur class 11 biology CBSE

Write structures of the following compounds i 2 Chloro3methylpentane class 11 chemistry CBSE

A Paragraph on Pollution in about 100-150 Words

Trending doubts
Draw a labelled sketch of the human eye class 12 physics CBSE

Which are the Top 10 Largest Countries of the World?

Differentiate between homogeneous and heterogeneous class 12 chemistry CBSE

Draw ray diagrams each showing i myopic eye and ii class 12 physics CBSE

Which is the correct genotypic ratio of mendel dihybrid class 12 biology CBSE

What is the Full Form of PVC, PET, HDPE, LDPE, PP and PS ?

