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Chapter 10: Q.31. (page 418)

Question: Devise a synthesis of each compound from the indicated starting material.

Short Answer

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Answer

Step by step solution

01

Step 1:Hydroboration-oxidation reaction

It involves the syn addition of H-BH2 to the double bond, and it occurs only in one step. There is no rearrangement in this reaction.

02

Formation of products for a and b

a.

The reaction of 1-bromobutane with potassium 2-methylpropan-2-olate gives but-1-ene. This is followed by chlorination in the presence of alcohol to form the desired product.

The reaction is shown below:

Product formation in a

b.

The reaction of 1-methylcyclohexanol with sulfuric acid gives 1-methylcyclohex-1-ene.

This is followed by hydroboration-oxidation to form the desired product. The reaction is shown below:

Products formation in b

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Most popular questions from this chapter

Question: Explain why the addition of HBr to alkenes A and C is regioselective, forming addition products B and D, respectively.

Question: Give the IUPAC name for each alkene.

Question: How many degrees of unsaturation are present in each compound?

  1. C6H6
  2. role="math" localid="1648637368534" C8H18
  3. C7H8O
  4. C7H11Br
  5. C5H9N

Question: Draw a stepwise mechanism for the following reaction. Draw the transition state for each step.

Question: Explain why A is a stable compound but B is not.
See all solutions

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