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Explain why dialkylcadmium is considered...

Explain why dialkylcadmium is considered
superior to Grignard reagent for the preparation
of a ketone from an acid chlorine?

Text Solution

Verified by Experts

Since Cd(E.N.=1.7) is less electropositive than Mg(E.N.=1.2), therefore, dialkylcadmiums are less reactive than Grignard reagents towards nucleophilic addition reactions. As such, dialkylcadmiums reacts with the more reactive aciid chlorides to give ketones but do not react further with the less reactive ketones thus formed to give tert-alcohols. In contast, Grignard reagents being more reactive not only reacts with the acid chlorides but also with the ketones so formed to give tert-alcohols.
`underset("Ketone")(R'-overset(O)overset(||)(C)-R) underset(-RCdCl)overset(R_(2)Cd)larr underset("Acid chloride")(R'-overset(O)overset(||)(C)-Cl) unerset(-Mg(Cl)X)overset(RMgX)to underset("Ketone")(R'-overset(O)overset(||)(C)-R) underset((ii)H^(+)//H_(2)O)overset((i)RMgX)to underset(3^(@)" alcohol")(R'-underset(R)underset(|)overset(OH)overset(|)(C)-R)`.
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PRADEEP-ALDEHYDES, KETONES AND CARBOXYLIC ACIDS -CONCEPTUAL QUESTIONS
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  2. Explain why dialkylcadmium is considered superior to Grignard reagent...

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  3. Although and have a double bond, they exhibit different type of addi...

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  4. Explain why aldehydes are more reactive than ketones.

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  8. Identity A,B and C in the following reaction HC-=CH underset(HgSO(4)...

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  9. Suggest a suitable oxidising agent for the given conversion. (CH(3))...

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  10. Write the structures (A) to (C) for the following reactions: .

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  11. An organic compound (A) having moleclar formula C(2)H(6)O on oxidation...

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  13. Fluorine is more electronegative than chlorine but p-fluorobenzoic aci...

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  14. p-Nitrobenzoic acid has higher K(a) value than benzoic acid. Give reas...

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  15. Carboxylic acids donot give the characteristic reactions of carbonyl g...

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  16. Predict the product of the following reaction

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  17. Identify A to E in the following reaction

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  18. Identify A to E in the following series of reactions:

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  19. Write the structure of A,B,C,D and E in the following reactions:

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