4-Hydroxy-4-methylpentan-2-one is warmed with dilute NaOH and gives mesityl oxide, (CH3)2C=CH-CO-CH3, not the isomeric C

Question

4-Hydroxy-4-methylpentan-2-one is warmed with dilute NaOH and gives mesityl oxide, (CH3)2C=CH-CO-CH3, not the isomeric CH2=C(CH3)-CH2-CO-CH3. The correct explanation is

Accepted Answer

only the hydrogens alpha to C=O (on C-3) are acidic enough to be removed, so the C=C forms toward C-3

Answer

hydroxide removes the more numerous CH3 hydrogens on C-4 in an E2 step

Answer

the Hofmann rule applies because the base is hydroxide

Answer

the Saytzeff rule decides the product, because the tertiary carbocation at C-4 loses a proton from the more substituted carbon

4-Hydroxy-4-methylpentan-2-one is warmed with dilute $NaOH$ and gives mesityl oxide, $(CH X_{3}) X_{2} C = CH - CO - CH X_{3}$ , not the isomeric $CH X_{2} = C (CH X_{3}) - CH X_{2} - CO - CH X_{3}$ . The correct explanation is

Answer: B

More questions on E1cB mechanism

4-Hydroxy-4-methylpentan-2-one is warmed with dilute NaOH and gives mesityl oxide, (CHX3​)X2​C=CH−CO−CHX3​, not the isomeric CHX2​=C(CHX3​)−CHX2​−CO−CHX3​. The correct explanation is

Answer: B

More questions on E1cB mechanism

4-Hydroxy-4-methylpentan-2-one is warmed with dilute $NaOH$ and gives mesityl oxide, $(CH X_{3}) X_{2} C = CH - CO - CH X_{3}$ , not the isomeric $CH X_{2} = C (CH X_{3}) - CH X_{2} - CO - CH X_{3}$ . The correct explanation is