Write the reaction of ethanal which …

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Posted by Zehra Khadeeja 8 years, 5 months ago
- 2 answers
Dr. Kamlapati Bhatt 8 years, 5 months ago
Aldehydes and ketones exhibit the unusual acidity of hydrogen atoms attached to Carbons - alpha ( {tex}\alpha{/tex} ) which is adjacent to that of the carbonyl group. These hydrogens are referred as {tex}\alpha{/tex} - hydrogens , and the carbon atom to which they are bonded is {tex}\alpha{/tex}- carbon. In ethanal there is one {tex}\alpha{/tex} C* & three {tex}\alpha{/tex}. - H atoms ( marked as H** ).
................................H3 ** .C* H O
although weakly acidic , ( Ka = 10-19 to 10-20 ) {tex}\alpha{/tex} - H can react with strong bases to form anion . The unnusual acidity of {tex}\alpha{/tex} - H can be explained by both electron withdrawing ability of the carbonyl ( =CO ) group ,and resonance in anion that is formed . The electron withdrawing ability of =CO group is caused by the groups di[pole nature which results by difference in electronegativities of C and O atoms.
The anion formed by loss of {tex}\alpha{/tex} - hydrogen can be resonance stabilised because of mobility of {tex}\pi{/tex} - electrons that are adjacent to carbonyl group ( =CO ) . This resonance which stabilises the anion ( commonly termed as enolate ion ) creates two resonance structures , an enol & a keto-form . In most cases the keto form is more stable.
The reaction is very well termed as Aldol condensation . In case of ethanal this reaction , in the simplest form , can be represented as -
2CH3 CHO <------dil .NaOH -----------> CH3 - CH (OH) -CH2 - CHO------------- {tex}\Delta{/tex} / ( - H2 O ) -------------> CH2 - CH=CH - CHO. -
Ethanal...................................................3- Hydroxybutanal.....................................................................But -2 - enal(
....................................................................( Aldol ).....................................................................( Aldol condensation product )
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Dr. Kamlapati Bhatt 8 years, 5 months ago
A typing error ! Pl. read as ,
.......................................CH3 ** C* H O , instead of H3 ** C* HO
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