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1.) Draw the major organic product of the reaction shown below. OH NaH You do no

ID: 873816 • Letter: 1

Question

1.) Draw the major organic product of the reaction shown below. OH NaH You do not have to consider stereochemistry. Include counter-ions, e.g., Na I, in your answer, but draw them in their own sketcher Separate structures with signs from the dropdown menu [Review Topics] [References] 2.) Draw the major organic product of the reaction shown below. OH Dess-Martin periodinane 2 You do not have to consider stereochemistry. You do not have to explicitly draw H atoms Do not include lone pairs in your answer. They will not be considered in the grading

Explanation / Answer

1) The compound is 1'oxy-1-butylbenzol, and it is a secondary alcohol. It reacts with sodium hydride (i.e. NaH), which is a strong base, to form an anionic nucleophile.

C6H5CH(OH)CH2CH2CH3 + NaH ---------------->  C6H5CH(O-Na+)CH2CH2CH3

2) The starting compound is 2-Methyl-1-propanol. In this example of the Dess–Martin oxidation, involves transforming a secondary alcohol to its corresponding aldehyde.

CH3-CH(CH3)CH2OH ---------------------------> CH3-CH(CH3)CHO

2-Methyl-1-propanol 2-methyl-propanal