Which is the more stable form of cyclohexane-1, 3-dione? Why is the enolate of a

Question

Which is the more stable form of cyclohexane-1, 3-dione? Why is the enolate of acetone less basic than the allyl anion derived from propene? a. Because there are more atoms in acetone b. Because there are more resonance structures for the enolate of acetone c. It isn't; the allyl anion is less basic. d. One of the resonance structures for the enolate places the negative charge on the more electronegative oxygen. Which of the four compounds shown is the most acidic? Which, if any, of the bases will fully deprotonate acetophenone? a. NaOH b. lithium diisopropylamide c. NaOCH_3 d. K_2 CO_3 If you want to form a thermodynamic enolate, you want to: a. Keep the reaction as cold as possible. b. Use an aprotic solvent such as THF. c. Use a protic solvent such as ethanol. d. Use a carboxylic acid If you want to form a kinetic enolate, you want to: a. Use a strong, non-nucleophilic base such as LDA. b. Use a protic solvent. c. Use a low temperature d. Both use a strong, non-nucleophilic base such as LDA and use a low temperature.

Explanation / Answer

(15)

(1) Because it allows to participate in resonance.

(16)

(d)

(17) (IV) Is most acidic in nautre becuase the methylene group is attached to strong electron withdrawing carbonyl groups.

(18) (b) LDA readily deprotonates acetophenone

(19) (c) Use protic solvents like ethanol

(20)

(a)

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