Advertisements
Advertisements
Question
Acetone, Acetaldehyde, Benzaldehyde, Acetophenone – reactivity towards addition of HCN.
Advertisements
Solution
Acetone, acetaldehyde, benzaldehyde, acetophenone - Reactivity with HCN
\[\begin{array}{c}\ce{CH3-C-CH3}\\\ce{||}\\\ce{O}\end{array}
\begin{array}{c}\ce{CH3-CHO}\\\ce{||}\\\ce{O}\end{array}\ce{C6H5CHO}\begin{array}{c}\ce{CH3-C-C6H5}\\\ce{||}\\\ce{O}\end{array}\]
Nucelophile addition by HCN is strongest for aldehyde than ketones. Also, acetophenone is more sterically hindered than acetone, hence comparatively less nucleophilic similarly C6 H5CHO i -s less reactive towards nucleophilic addition than CH3CHO.
\[\begin{array}{c}\ce{CH3-C-C6H5}\\\ce{||}\\\ce{O}\end{array}
\begin{array}{c}\ce{< CH3-C -CH3}\\\ce{||}\\\ce{O}\end{array}\ce{<C6H5CHO < CH3CHO}\]
APPEARS IN
RELATED QUESTIONS
Draw the structure of the semicarbazone of ethanal.
Arrange the following compound in increasing order of its reactivity in nucleophilic addition reactions.
Benzaldehyde, p-Tolualdehyde, p-Nitrobenzaldehyde, Acetophenone.
Hint: Consider steric effect and electronic effect.
What is meant by the following term? Give an example of the reaction in the following case.
Oxime
Predict the products formed when cyclohexanecarbaldehyde reacts with the following reagents.
PhMgBr and then H3O+
Write the main product formed when propanal reacts with the following reagents:
H2N- NH2 followed by heating with KOH in ethylene glycol.
Which of the following is the correct representation for intermediate of nucleophilic addition reaction to the given carbonyl compound (A):
(i) 
(ii) 
(iii) 
(iv) 
In the following reaction
\[\ce{Carbonyl compound + MeOH <=>[HCl] acetal}\]
Rate of the reaction is the highest for ______.
Draw structure of the following derivative.
The ethylene ketal of hexan-3-one
Draw structure of the following derivative:
Acetaldehydedimethylacetal
Draw the structure of the given derivative.
The ethylene ketal of hexan-3-one
