Q3] Diethyl malonate was treated with 2 moles of NaH followed by reaction with 1,4-dibromo-2-butene providing compound (A). Hydrolysis of compound A under heat 200 °C affording compound B; which was treated with PBR3 then with methanol/H+ affording C. The compound C then was exposed to ozonolysis conditions providing D. Finally two moles of ammonia react with D providing E. What are structures A..to .E?? A в C E

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter16: Chemistry Of Benzene: Electrophilic Aromatic Substitution
Section16.8: Oxidation Of Aromatic Compounds
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Q3] Diethyl malonate was treated with 2 moles of NaH followed by reaction
with 1,4-dibromo-2-butene providing compound (A). Hydrolysis of compound
A under heat 200 °C affording compound B; which was treated with PBr3
then with methanol/H+ affording C. The compound C then was exposed to
ozonolysis conditions providing D. Finally two moles of ammonia react with
D providing E. What are structures A..to .E??
A
B
C
D
E
Transcribed Image Text:Q3] Diethyl malonate was treated with 2 moles of NaH followed by reaction with 1,4-dibromo-2-butene providing compound (A). Hydrolysis of compound A under heat 200 °C affording compound B; which was treated with PBr3 then with methanol/H+ affording C. The compound C then was exposed to ozonolysis conditions providing D. Finally two moles of ammonia react with D providing E. What are structures A..to .E?? A B C D E
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