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What product is expected when tertiary b...

What product is expected when tertiary butyl bromide is reacted with sodium ethoxide? Why that product is not formed and how that product can be obtained?

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`CH_(3)-underset(CH_(3))underset(|)overset(CH_(3))overset(|)C-Br+NaOC_(2)H_(5) underset(-NaBr)to CH_(3)-underset(CH_(3))underset(|)overset(CH_(3))overset(|)C-OC_(2)H_(5)`
The expected product is shown above. But the major product is 2-methyl-1-propene. It is because sodium ethoxide is a strong nucleophile as well as a strong base. Thus elimination reaction predominates over substitution. The above shown product in the reaction can be obtained as given below:
`CH_(3)-underset(CH_(3))underset(|)overset(CH_(3))overset(|)C-ONa+BrCH_(2)CH_(3) underset(-NaBr)to CH_(3)-underset(CH_(3))underset(|)overset(CH_(3))overset(|)C-OC_(2)H_(5)`
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AAKASH SERIES-ALCOHOLS, PHENOLS AND ETHERS-ETHERS (OBJECTIVE EXERCISE-4)
  1. What product is expected when tertiary butyl bromide is reacted with s...

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  2. (A): Alcoholic fermentation involves conversion of sugar into ethanol ...

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  3. (A) Sodium can't be used for drying ethyl alcohol. (R) Sodium di...

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  4. (A) Ethyl alcohol is soluble in organic solvents (R) Ethyl alcoho...

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  5. (A) The boiling point of C2H5OH is less than that of H2O , though the...

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  6. (A) Addition of C2H5OH to CH3 MgI gives methane. (R) C2H5OH is mor...

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  7. (A): Oxidation of tertiary alcohols requires strong oxidising agent an...

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  8. (A) Acetone and propenol-2 are tautomers. (R) Propanone and propen...

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  9. (A) Alcohols act as Bronsted - Lowry bases. (R) In alcohols the lo...

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  10. (A) Anhydrous ZnCl2 is used in reaction of alcohols with HCI. (R)...

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  11. (A) Alcohols can act as nucleophiles (R) Alcohols form salts with...

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  12. (A) Tertiary alcohols are more reactive for nucleophilic substitution ...

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  13. (A) Reactivity of primary alcohol is more than secondary alcohols towa...

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  14. (A) The bond angle C-O-H in alcohol is less than in phenols (R) I...

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  15. (A) In ethers, bond angle C-O-C is more than tetrahedral angle (R...

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  16. (A) n-propyl alcohol is prepared from propene by the action of B2H6 f...

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  17. (A) During acid catalysed esterification, oxygen atom of alcohol is pr...

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  18. (A) Lucas reagent is used to distinguish 1^@ , 2^@ and 36@ alcohols ...

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  19. (A) Addition of water to (CH3)2 - C = CH - CH3 gives (CH3)2 - COH - C...

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  20. (A) 1-propanol & 2-propanol can be distinguished by haloform test ...

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  21. (A) Alcohols are acidic in nature but donot react with NaOH solution ...

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