Question

Starting with an appropriate alkyl halide and using any other needed reagents, outline syntheses of each of the following. When alternative possibilities exist for a synthesis, you should choose the one that gives the better yield.

a. Butyl sec-butyl ether
b. S
c. Methyl neopentyl ether
d. Methyl phenyl ether CN
e. 8. (S)-2-Pentanol
h. (R)-2-Iodo-4-methylpentane
i. cis-4-Isopropylcyclohexanol HCN
j. k.trans-1-Iodo-4-methylcyclohexane

Answer 1

Synthesis of cis-4-Isopropylcyclohexanol and trans-1-Iodo-4-methylcyclohexane typically begins with an alkene, using hydroboration-oxidation and halogenation respectively, to control stereochemistry and functional group positioning.

Step-by-step explanation:

To achieve the synthesis of cis-4-Isopropylcyclohexanol, one could start with an alkene like 4-methylcyclohexene and perform hydroboration-oxidation, which leads to the alcohol with cis stereochemistry. For the synthesis of trans-1-Iodo-4-methylcyclohexane, one can start with trans-4-methylcyclohexene and add iodine in the presence of a peroxide to achieve anti-Markovnikov addition of the halogen, leading to the trans product with the iodine at the 1-position.

It is essential to select the appropriate starting materials and reagents to control the stereochemistry and position of the functional groups during the synthesis. The alkyl halide intermediates can be obtained using strategies like halogenation or hydrohalogenation of the corresponding alkenes. The exact conditions and reagents may vary depending on the specific reaction and desired product.