Frequently Asked Question

Questions asked by users might not always be phrased in the clearest way.

To undergo an aldol condensation with itself, an aldehyde or ketone must contain at least one α-hydrogen. Draw the structures of the compounds listed below that have α-hydrogens. Circle the α-hydrogens on your structures. (a) acetone; (b) 2-butanone; (c) diphenylketone; (d) cyclobutanone; (e) 2,2,4,4-tetramethylcyclobutanone; (f) benzophenone.

Accepted Answer

The compounds with α-hydrogens are:
(a) Acetone:
CH3-CO-CH3
H
|
CH3-C-CH3
||
O
(b) 2-butanone:
CH3-CH2-CO-CH3
H
|
CH3-CH2-C-CH3
||
O
(c) Cyclobutanone:
CH2
/
CH2-C=O
/
CH2
(d) 2,2,4,4-tetramethylcyclobutanone
CH3
|
CH3-C-CH3
| |
CH3-C-CH3
| |
CH2-C=O
/
CH2
The α-hydrogens are circled in the structures above. Diphenylketone (c) and benzophenone (f) do not have α-hydrogens because the carbons adjacent to the carbonyl group are attached to two phenyl rings, which do not have any hydrogens.


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