The ozone problems are likewise best illustrated by means of synthesis. Here I'm going to provide a final product, and your job is to figure out what the starting material must have been! 1) 5-oxo-hexanaldehyde. (5-oxo = a ketone at the 5 position)... if you treated the s.m. with ozone, and then dimethylsulfide. 2) 6-oxo-heptanoic acid... if you treated the s.m. with ozone, and then hydrogen peroxide. 3) 2-methyl-1-propanol and isopropanol... if you treated the s.m. with ozone, and then sodium borohydride.

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
Chapter19: Enolate Anions And Enamines
Section19.9: Crossed Enolate Reactions Using Lda
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The ozone problems are likewise best illustrated by means of synthesis.
Here l'm going to provide a final product, and your job is to figure out
what the starting material must have been!
1) 5-oxo-hexanaldehyde. (5-oxo = a ketone at the 5 position) ... if you
treated the s.m. with ozone, and then dimethylsulfide.
2) 6-oxo-heptanoic acid... if you treated the s.m. with ozone, and then
hydrogen peroxide.
3) 2-methyl-1-propanol and isopropanol... if you treated the s.m. with
ozone, and then sodium borohydride.
Transcribed Image Text:The ozone problems are likewise best illustrated by means of synthesis. Here l'm going to provide a final product, and your job is to figure out what the starting material must have been! 1) 5-oxo-hexanaldehyde. (5-oxo = a ketone at the 5 position) ... if you treated the s.m. with ozone, and then dimethylsulfide. 2) 6-oxo-heptanoic acid... if you treated the s.m. with ozone, and then hydrogen peroxide. 3) 2-methyl-1-propanol and isopropanol... if you treated the s.m. with ozone, and then sodium borohydride.
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