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and ketone. -Content-20 1770 7161 U Respratory System lint | + ow.v2 1 Orine tea

ID: 593613 • Letter: A

Question

and ketone. -Content-20 1770 7161 U Respratory System lint | + ow.v2 1 Orine tea × v Specify both the alcohol starting material and the reagents you would use in each step in a systhesis of the compound shown. If the synthess requires only two steps enter "none for step 3. Alcohol Starting Materials Reagents Available 2 ethandl a Gro drhnmagnesium 1-propanol 4 2-propanal 3)5. cyclohexanol CH CHMg Write the number leters of the alchol reagents in the boxes below Alcohol starting material Reagess for step 1 Reagent for step 2 Reagent for step up

Explanation / Answer

The method goes like this

The best starting material wil be the 1 propanol since it has 3 carbons before the -OH group (like the half molecule you wish), the next thing to do is to oxidize this primary alcohol into an aldehyde, to do that you will need a reactant like DMP or PCC.

After this you need to add a grignard reagent in order to provide the other 2 carbons in order to have the main 5 carbon chain.

The best thing to do is to add CH3CH2MgBr , this will create the 5 carbon chain, you will also have an -OH ion so you will need to oxidize this ion again to produce the ketone you can use CrO3 and you will get the compound you want so:

Starting material = 1 - propanol

Reagent for step 1 = PCC ... to oxidize alcohol into aldehyde

Reagent for step 2 = CH3CH2MgBr... to add 2 carbon to the 3 original carbon chain, you get 5 carbons and -OH

Reagent for step 3 = CrO3 to oxidize the alcohol into a ketone

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