QuestionJuly 6, 2025

Which of the following bases will completely convert 1,4 cyclohexandione into an enolate? A Sodium hydroxide B Sodium methoxide C Sodium tert-butoxide D Sodium hydride

Which of the following bases will completely convert 1,4 cyclohexandione into an enolate? A Sodium hydroxide B Sodium methoxide C Sodium tert-butoxide D Sodium hydride
Which of the following bases will completely convert 1,4 cyclohexandione into an enolate?
A Sodium hydroxide
B Sodium methoxide
C Sodium tert-butoxide
D Sodium hydride

Solution
4.5(189 votes)

Answer

D Sodium hydride Explanation 1. Identify the acidity of 1,4-cyclohexandione 1,4-Cyclohexandione has acidic alpha hydrogens due to the presence of two carbonyl groups. 2. Determine the strength of bases Stronger bases are more effective at deprotonating acidic hydrogens. Sodium hydride (\text{NaH}) is a very strong base compared to sodium hydroxide, sodium methoxide, and sodium tert-butoxide. 3. Match base strength with enolate formation Sodium hydride is strong enough to completely deprotonate 1,4-cyclohexandione, forming an enolate ion.

Explanation

1. Identify the acidity of 1,4-cyclohexandione<br /> 1,4-Cyclohexandione has acidic alpha hydrogens due to the presence of two carbonyl groups.<br /><br />2. Determine the strength of bases<br /> Stronger bases are more effective at deprotonating acidic hydrogens. Sodium hydride ($\text{NaH}$) is a very strong base compared to sodium hydroxide, sodium methoxide, and sodium tert-butoxide.<br /><br />3. Match base strength with enolate formation<br /> Sodium hydride is strong enough to completely deprotonate 1,4-cyclohexandione, forming an enolate ion.
Click to rate:

Similar Questions