Ozonolysis (O3 in CH2Cl2) of compound A under reducing conditions (Zn /acetic acid) gives formaldehyde, 2-butanone, and compound B. Catalytic hydrogenation (H2/Pd) of A gives 2,7-dimethylnonane. What is a possible structure for compound A? a. 2,7-Dimethyl-2,8-nonadieneb. 2,7-Dimethyl-1,8-nonadienec. 2,7-Dimethyl-1,6-nonadiened. 2,7-Dimethyl-1,7-nonadiene

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter7: Alkynes
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Problem 7.9P
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Ozonolysis (O3 in CH2Cl2) of compound A under reducing conditions (Zn /acetic acid) gives formaldehyde, 2-butanone, and compound B. Catalytic hydrogenation (H2/Pd) of A gives 2,7-dimethylnonane. What is a possible structure for compound A?

a. 2,7-Dimethyl-2,8-nonadiene
b. 2,7-Dimethyl-1,8-nonadiene
c. 2,7-Dimethyl-1,6-nonadiene
d. 2,7-Dimethyl-1,7-nonadiene

 

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