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Organic Chemistry

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2 Apr 2009 23:05:11 IST
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Which of these does not undergo Canizzaro reaction?
None

Which of the follwing compound(s) do not undergo canizzaro reaction?

a) CCl3 CHO

b) p-methyl o,o-di tert butyl benzaldehyde

c) p-oxo N,N dimethyl aniline

d) Ph-CHCl2

 

Sorry if i ve written the compound name wrong...hope u can understand...

All have aldehyde group except last one


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A$PIRing  HiGh - dEv aDitYa's Avatar

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2 Apr 2009 23:08:17 IST
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is it multiple choice
A$PIRing  HiGh - dEv aDitYa's Avatar

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2 Apr 2009 23:14:51 IST
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if yes, i think ans shud be b and d

New kid on the Block

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2 Apr 2009 23:21:04 IST
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n please explain why..
pranav agrawal's Avatar

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2 Apr 2009 23:43:03 IST
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canizaro reaction occurs in aldehydes without alpha hydrogen


A wont give canizaro even it consists of a alpha hydrogen~~

B will give canizaro~~

C give canizaro

D wont give canizaro

#$nishi$#'s Avatar

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3 Apr 2009 07:41:00 IST
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only (b) will undergo cannizaro reaction .All aldehydes containing no alpha hydrogen atoms on heating wid conc. alkali undergo cannizaro reaction.In this reaction 1 mole is oxidised and other 1 mole is reduced.

pranav agrawal's Avatar

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3 Apr 2009 09:52:05 IST
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y wont p-oxo N,N dimethyl aniline wont go canizaro ?? ?? ??
Madhusudan Chavan's Avatar

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3 Apr 2009 22:19:05 IST
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(a) will not give the Cannizzaro's reaction as the intermediate formed due to attack of OH cleaves to give stable carbanion, which later on cleaves to form the formate.

(b) will also not undergo the reaction as the tetrahedral intermediate formed is highly strained due to steric hinderance ( presence of two bulky groups- t-butyl on ortho carbon).

(c) is not an aldehyde it is a ketone and the alpha carbon atoms in this ketone have hydrogens.

However, (d) may give the reaction as under the reaction conditions it is hydrolysed to benzaldehyde which give the Cannizzaro's reaction.


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6 Apr 2009 22:00:55 IST
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b is the correct option since it does not hav alpha hydrogen..



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