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The order of reactivity of Phenyl magnes...

The order of reactivity of Phenyl magnesium bromide (PhMgBr) with the following compounds

A

`II gt III gt I`

B

`I gt III gt II `

C

`II gt I gt III`

D

All react with the same rate

Text Solution

Verified by Experts

In phenyl magnesium bromide `( overset( delta-)( Ph)" "overset( delta+)(Mg)" "overset(delta-)(Br))`, Ph is attached with that C-atom of carbonyl group which has low electron density (higher electropositive charter) . Ketons are less reactive.

towards nucleophile in nucleophilic addition reaction because in ketons alkyl group ( due to `+I` effect) decrease the electropositive charge of carbon of carbonyl group. Hence, attraction of nucleophile decreases. Moreover in the tetrahedral intermediate aldehyde have less steric repulsion than ketones.

Thus, on the basis of above reason the order of reactivity of acetone ( I), acetaldehyde ( II) and benzaldehyde (III) with PhMgBr is `:`
`II gt I gt III`
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VMC MODULES ENGLISH-ALDEHYDES,KETONES & CARBOXYLIC ACIDS -EXAMPLE 1
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  2. A compound that gives a positive iodofrm test is :

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  3. When acetaldehyde is heated with Fehling's solution it gives a precipi...

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  4. Cannizzaro's reaction is not given by …..

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  5. The compound that will not give iodoform on treatement with alkali and...

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  6. Which of the following compounds is oxidised to prepare methyl ethyl k...

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  7. m-Chlorobenzaldehyde on reaction with concentrated KOH at room temera...

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  8. In Cannizzaro reaction given below : 2PhCHO overset(: OH^(-)) to ...

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  9. Which of the following will react with water to form a stable hydrate-

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  10. The enol form of acetone after treatment with D(2)O gives:

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  11. Which of the following has the most acidic hydrogen ?

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  12. The appropriate reagent for the following transformation is :

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  13. Which one of the following compounds will be most readily dehydrated ?

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  14. A mixture of benzaldehyde and formaldehyde on heating with aqueous NaO...

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  15. Compound (X) with molecular formula C(3)H(8)O is treated with acidifie...

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  17. Ph - C -= C-CH(3) overset(Hg^(2+)//H(2)SO(4)(aq)) to A The major pro...

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  18. The order of reactivity of Phenyl magnesium bromide (PhMgBr) with the ...

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  19. How will you convert butan -2-one to propanoic acid ?

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