Reactions of Aldehydes
Consider the possible reaction of an aldehyde such as propanal with each
of the reagents shown in the column on the left. Indicate the type of
reaction expected in each case. Each reagent row will have one best
answer. Assume that the reagents may be present in excess.
Using propanal, draw the product expected from
each reaction.
| Reagents | Reaction Type | |||||||
|---|---|---|---|---|---|---|---|---|
| No Reaction Observed (No Product Isolated) |
Oxidation (To a Carboxylic Acid) |
Reduction (To a Primary Alcohol) |
Simple Addition (No Loss of Water) |
Formation of a Secondary Alcohol |
Imine Formation |
Enamine Formation |
Acetal Formation |
|
| CH3CH2OH H+ catalyst, –H2O |
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| H2O ( pH = 4 ) |
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| CH3NH2 H+ catalyst, –H2O |
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| KMnO4 in aqueous base |
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| CH3CH2MgBr (workup with H3O+) |
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|
NaC≡CCH2CH2CH3 (workup with H3O+) |
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| LiAlH4 (workup with H3O+) |
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| NaBH4 in aqueous alcohol |
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| HCN ( pH = 7.5 ) |
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| (CH3)2NH H+ catalyst, –H2O |
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| Jones' Reagent CrO3 in aq. H2SO4 |
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