What is the final product of the following sequence of reactions? (CH3NCHOH PBr3 Mg diethyl ether 1) L N PCC 2) H3O * CH2Cl2 A)
(CH3)2CHOCH2CH2OH. B) (CH3)2CHCCH3C) (CH3)2CHCH2CHO.D) (CH3)2CHCH2CO2H.
1 answer:
Answer:
(CH3)2CHCH2CHO
Explanation:
The reaction sequence begins with the reaction of isopropanol with phosphorus tribromide to yield isopropyl bromide. This is followed by reaction with Magnesium in ether solution giving a grignard reagent, isopropyl magnesium bromide. This is now attacked by oxirane and the epoxide ring opens, hydrolysis of the product, followed by oxidation using pyridinium chlorochromate (PCC) yields the final product- (CH3)2CHCH2CHO
The detailed reaction mechanism is attached to this answer.
You might be interested in
Step (1):
Generation of electrophile: by the action of Lewis acid FeCl₃ on Cl₂ to serve as a source of Cl⁺ (Electrophile)
Step (2):
Addition of electrophile to form carbocation:
addition of electrophile to form C-Cl bond and form carbocation which is stabilized by resonance.
Step (3):
Loss of proton to re-form the aromatic ring by the action of FeCl₄⁻ which removes proton from carbon containing Cl and forming the aromatic ring again
Generation of electrophile: by the action of Lewis acid FeCl₃ on Cl₂ to serve as a source of Cl⁺ (Electrophile)
Step (2):
Addition of electrophile to form carbocation:
addition of electrophile to form C-Cl bond and form carbocation which is stabilized by resonance.
Step (3):
Loss of proton to re-form the aromatic ring by the action of FeCl₄⁻ which removes proton from carbon containing Cl and forming the aromatic ring again