Lecture 5 practise Questions

What inductive and/or mesomeric effects do the ring substituents have?

• Isopropyl: -I

  Dimethylamino: +M

• Isopropyl: +I

  Dimethylamino: +M

• Isopropyl: -I

  Dimethylamino: -M

• Isopropyl: -M

  Dimethylamino: +M

What directing effects do each of the ring substituents have?

• Isopropyl: o/p

  Dimethylamino: o/p

• Isopropyl: m

  Dimethylamino: o/p

• Isopropyl: o/p

  Dimethylamino: m

• Isopropyl: m

  Dimethylamino: m

Which is the stronger directing group and why?

• Isopropyl group because inductive effects are more powerful

• Dimethylamino group because mesomeric effects are more powerful

Where will the nitro group substitute?

• ortho to isopropyl

• meta to dimethylamino group

• ortho to dimethylamino

• para to dimethylamino group

Which is the correct structure for the final product?

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What will be the MAJOR product?

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Why is the product with the more substituted alkyl substituent the major product of the reaction?

What is the MAJOR product from the following reaction?

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Name ONE problem with Friedel-Crafts alkylation and ONE alternative method that can be used to achieve the same target compound.