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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: Use the Hammond postulate to explain why (CH3)2C=CH2reacts faster than CH3CH=CH2 in electrophilic addition of HX.

Question: Using cis- and trans-hex-3-ene, demonstrate that the addition of HCl is not a stereospecific reaction. Draw the structure of the stereoisomers formed from each alkene.

Question: Draw the products formed when each alkene is treated with HCl.

Question: Draw the products formed when each alkene is treated with BH3followed by H2O2,HO-. Include the stereochemistry at all stereogenic centers.

Question: Draw the six alkenes of the molecular formula C5H10. Label one pair of diastereomers.
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