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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_2H_5underset(-NaBr)(rarr)CH_3-underset(CH_3)underset(|)overset(CH_3)overset(|)(C )-OC_2H_5`
The expected product is shown above. But the major product is 2-methyl-1-propene. This is because sodium ethoxide is a strong nucleophile as well as a strong buse. Thus elimination reaction predominates over substitution. The product in the reaction can be obtained as
`CH_3-underset(CH_3)underset(|)overset(CH_3)overset(|)(C )-Br+NaOC_2H_5underset(-NaBr)(rarr)CH_3-underset(CH_3)underset(|)overset(CH_3)overset(|)(C )-OC_2H_5`
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AAKASH SERIES-ALCOHOLS, PHENOLS AND ETHERS-EXAMPLES
  1. Arrange the following sets of compounds in order of their increasing b...

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  2. Write the aromatic structures of all isomers with the formula C7H8O.

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  3. What is the tautomer of phenol ? Which is more stable ?

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  4. How is salicylic acid converted to phenol?

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  5. Explain the method of preparation of resorcinol from benzene.

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  6. Phenol decolourises reddish brown colour of bromine, though it is not ...

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  7. Write the decreasing order of acidic strengths of the following: A :...

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  8. Write the electrophile and intermediate in Reimer-Tiemann reaction.

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  9. What is the reason for the formation of tribromo phenol when phenol is...

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  10. Phenol is treated with C Cl(4) in presence of NaOH. What happens ?

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  11. Write the structures of the major products expected from the following...

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  12. Dehydration of alcohols is suitable for preparing ethers having primar...

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  13. Give one example of an ether which cannot be decomposed by HI.

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  14. Ether can be dried over sodium, but not alcohol. Why?

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  15. Chloroethane, 2-chloropropane and chloroethene are treated with methox...

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  16. Diphenyl ether cannot cleaved by treatment HI. Why?

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  17. How is ether distinguished from ethanol using iodine and alkali ?

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  18. What product is expected when tertiary butyl bromide is reacted with s...

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  19. Write the reactions involved in Williamson synthesis of 2-ethoxy-3-met...

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  20. Which of the following is an appropriate set of eactants for the prepa...

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