Could someone answer this question so I understand it. Thanks
cyclopentanol ----> cyclopentane
Which of the following sets of reagents could be used to accomplish the above transformation?
a)TsCl/Benzene & LiAlH4
b)H2SO4 & H2/Pd
c)TsCl/Benzene & KOtBU/BuOH & H2/Pt
d)All of these
e) A and B only
To answer this question, we need to understand the given reaction and the reagents presented in each option.
The reaction mentioned is the conversion of cyclopentanol to cyclopentane. This conversion involves removing the hydroxyl group (-OH) from the alcohol (cyclopentanol) and replacing it with a hydrogen atom (-H) to form a saturated hydrocarbon (cyclopentane).
Now let's examine each set of reagents mentioned in the options:
a) TsCl/Benzene & LiAlH4: TsCl (tosyl chloride) is known to convert alcohols to their corresponding tosylates, this is called the tosylation reaction. In this case, TsCl would react with cyclopentanol to form cyclopentyl tosylate. However, LiAlH4 (lithium aluminum hydride) is not suitable for removing the tosyl group, so this set of reagents cannot be used to accomplish the desired transformation.
b) H2SO4 & H2/Pd: H2SO4 (sulfuric acid) is a strong acid and is mainly used for dehydration reactions, which would lead to the formation of a different product, such as cyclopentene. H2/Pd (hydrogen gas and palladium catalyst) would not directly convert the alcohol to the desired cyclopentane, so this set of reagents is also not suitable.
c) TsCl/Benzene & KOtBU/BuOH & H2/Pt: Similar to option a), TsCl/Benzene would convert cyclopentanol to cyclopentyl tosylate. KOtBU (potassium tert-butoxide) in BuOH (butanol) is often used as a strong base to remove the tosylate group (by an elimination reaction). Finally, H2/Pt (hydrogen gas and platinum catalyst) is commonly used for hydrogenation reactions and would reduce the cyclopentene intermediate to cyclopentane. Therefore, this set of reagents can accomplish the desired transformation.
d) All of these: This option is incorrect because we have already determined that option a) and option b) are not suitable. Therefore, not all of the given sets of reagents can accomplish the transformation.
e) A and B only: As explained above, option a) and option b) are both unsuitable for the desired transformation. Therefore, this option is also incorrect.
To summarize, the correct answer is option c) TsCl/Benzene & KOtBU/BuOH & H2/Pt.