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3. For each of the following transformations select the most appropriate reagent(s). (6 points) . سئو -- 0 A. B. CrOz/acetone

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Answer #1

i) Primary alcohol to aldehyde : Most suitable are PCCin CH2Cl2 or DMP(Dess-Martin-Periodinane) which are employed in non-aqueous medium
ii) primary alcohol to acid-

in aqueous medium oxidation, we cannot stop the reaction at aldehyde state but oxidation to acid only happens. thus the most suitable is Na2Cr2O7/H2SO4-H2O or Jones oxidation (CrO3-acetone-H2O)
iii) secondary alcohol to ketone .As ketones are resistant to oxidation we can use either DMP or PCC or evenNa2Cr2O7/H+ or CRo3 for this oxidation.
iv) secondary alcohol to ketone .As ketones are resistant to oxidation we can use either DMP or PCC or evenNa2Cr2O7/H+ or CRo3 for this oxidation.
v) primary alcohol to acid- in aqueous medium oxidation, we cannot stop the reaction at aldehyde state but oxidation to acid only happens. thus the most suitable is Na2Cr2O7/H2SO4-H2O or Jones oxidation (CrO3-acetone-H2O)

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