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Indicate which species in each pair gives a higher substitution-product-to-elimination-product ratio when it reacts with isopropyl bromide:

a. ethoxide ion or tert-butoxide ion

b. -OCN or -SCN

c. Cl- or Br-

d. CH3S- or CH3O-

Short Answer

Expert verified
  1. ethoxide ion
  2. -SCN
  3. Br-
  4. CH3S-

Step by step solution

01

Step 1:

a)ethoxide ion gives a higher substitution-product-to-elimination-product ratio when it reacts with isopropyl bromide because elimination is favoured by bulkier base and tert-butoxide ion is bulkier than ethoxide ion.

b) -SCN gives a higher substitution-product-to-elimination-product ratio when it reacts with isopropyl bromide because elimination is favoured by stronger base and -OCN is stronger base than -SCN.

c) Br-gives a higher substitution-product-to-elimination-product ratio when it reacts with isopropyl bromide because elimination is favoured by stronger base and Cl-is stronger base than Br-.

d) CH3S- gives a higher substitution-product-to-elimination-product ratio when it reacts with isopropyl bromide because elimination is favoured by stronger base and CH3O- is stronger base than CH3S-.

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