Chapter 8: Q52cE. (page 262)
Show the structures of alkenes that give the following products on oxidative cleavage with in acidic solution.
Chapter 8: Q52cE. (page 262)
Show the structures of alkenes that give the following products on oxidative cleavage with in acidic solution.
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Get started for freeCompound A has the formula . On catalytic hydrogenation over palladium, it reacts with only 1 molar equivalent of . Compound A also undergoes reaction with ozone, followed by zinc treatment, to yield a symmetrical diketone, .
How many rings does A have?
Simmons–Smith reaction of cyclohexene with diiodomethane gives asingle cyclopropane product, but the analogous reaction of cyclohexene with 1,1-diiodoethane gives (in low yield) a mixture of two isomeric methylcyclopropane products. What are the two products, and how do they differ?
Question: In planning the synthesis of one compound from another, it’s just as important to know what not to do as to know what to do. The following reactions all have serious drawbacks to them. Explain the potential problems of each.
Question: Which of the following alcohols could notbe made selectively by hydroboration–oxidation of an alkene? Explain.
Draw the structure of a hydrocarbon that absorbs 2 molar equivalents of H2 on catalytic hydrogenation and gives only butanedial on ozonolysis.
Butanedial
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