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Karnataka Board PUCPUC Science 2nd PUC Class 12

How will you bring about the following conversion in not more than two steps? Ethanol to 3-Hydroxybutanal - Chemistry

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How will you bring about the following conversion in not more than two steps?

Ethanol to 3-Hydroxybutanal

How will you convert the following:

Ethanol to 3-Hydroxybutanal

Chemical Equations/Structures
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Solution 1

\[\begin{array}{cc}
\phantom{...............................................................}\ce{OH}\\
\phantom{.............................................................}|\\
\ce{\underset{Ethanal}{CH3 - CH2 - OH}->[Mild oxidation][KMnO4/dil.H2SO4]\underset{(Two molecules)}{\underset{Acetaldehyde}{CH3 - CHO}}->[dil.OH-][warm]\underset{3-Hydroxybutanal}{CHO - CH2 - CH - CH3}}\
\end{array}\]

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Solution 2

\[\begin{array}{cc}
\phantom{....................................}\ce{OH}\\
\phantom{..................................}|\\
\ce{CH3CH2OH ->[PCC] CH3CHO ->[dil NaOH][Aldol condensation] \underset{3-Hydroxybutanal}{CH3 - CH - CH2 - CHO}}
\end{array}\]

PCC = Pyridinechlorochromate

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Chapter 8: Aldehydes, Ketones and Carboxylic Acids - Exercises [Page 256]

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NCERT Chemistry Part 1 and 2 [English] Class 12
Chapter 8 Aldehydes, Ketones and Carboxylic Acids
Exercises | Q 8.15 (iii) | Page 256

RELATED QUESTIONS

A compound 'A' of molecular formula C2H3OCl undergoes a series of reactions as shown below. Write the structures of A, B, C and D in the following reactions :


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(i) \[\ce{CH3 - CHO}\]

(ii)  

(iii)  \[\begin{array}{cc}
\phantom{}\ce{O}\\
\phantom{}||\\
\ce{CH3 - C - CH3}
\end{array}\]

(iv) \[\begin{array}{cc}
\phantom{}\ce{CH3}\\
|\phantom{...}\\
\ce{CH3 - C - CHO}\phantom{..}\\
|\phantom{...}\\
\phantom{}\ce{CH3}\\
\end{array}\]


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\[\ce{CH3-CH2-CHO ->[dil][alkali] Product}\]

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Which of the following does not give aldol condensation reaction?


Why is the α-hydrogens of aldehydes and ketones are acidic in nature?


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