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Slide appropriate reactants into the boxes to conduct the following synthetic tr

ID: 503291 • Letter: S

Question

Slide appropriate reactants into the boxes to conduct the following synthetic transformation. You don't need to necessarily fill all the boxes, but if you don't use them all, fill from the top down. Unused boxes can be left empty.

Slide appropriate reactants into the boxes to conduct the following synthetic transformation. You don't need to necessarily fill all the boxes, but if you don't use them all, fill from the top down. Unused boxes can be left empty Note: It is probably best to work these on paper, the same way you would on a test. Then once you've got added, put them in the same bin. PCC OH NaOCH3, CH30H, heat OH butanal Nothing more needed NaOCH3, CH30H, cold PCC cyclopentanone PhCH2CO2CH3 NaOCH3, CH30H, heat H20ro4 PhCoCH3 Ph3P CHCH3 LDA KCN PhCOCH2CH3 Ph3P-CHCH20H3 BuLi butyl lithium) ethanal pentanone Ph3P-CHPh propanal CH3CH2CO2CH3 Ph3PEC(CH3)2 PBr3 PPh3 butanal (CH3)2CHCO2CH3 Nothing more neede

Explanation / Answer

PCC will oxidise the secondary alcohol (cyclohexanol) to cyclohexanone. After base promoted enolate formation will occur by using sodium methoxide in methanol and then aldol condensation with butanal will give the necessary oroduct.

In case of the 2nd one the the reaction of cyclohexanone will be performed with (CH3)2CHCO2CH3 to give the corresponding deketone product.

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