Chapter 8: Q.52cE (page 262)
Question:Show the structures of alkenes that give the following products on oxidative cleavage with KMnO4 in acidic solution:
c.
Short Answer
Answer
c.
Chapter 8: Q.52cE (page 262)
Question:Show the structures of alkenes that give the following products on oxidative cleavage with KMnO4 in acidic solution:
c.
Answer
c.
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Get started for freeQuestion:The cis and trans isomers of 2-butene give different cyclopropane productsin the Simmons–Smith reaction. Show the structures of both, and
explain the difference.
-Terpinene,is a pleasant-smelling hydrocarbon that has been isolated from oil of marjoram. On hydrogenation over a palladium catalyst,terpinene reacts with two molar equivalentsto yield a hydrocarbon, .On ozonolysis, followed by reduction with zinc and acetic acid,terpinene delivers two products, glyoxal, and 6-methyl-2,5- heptane dione.
(a) How many degrees of unsaturation doesterpinene have?
(b) How many double bonds and how many rings does it have?
(c) Propose a structure forterpinene
Compound 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?
We’ll see in the next chapter that alkynes undergo many of the same reactions that alkenes do. What product might you expect from each of the following reactions?
Compound A, C10H18O, undergoes reaction with dilute H2SO4at 50 °C to yield a mixture of two alkenes, C10H16. The major alkene product, B, gives only cyclopentanone after ozone treatment followed by reduction with zinc in acetic acid. Identify A and B, and write the reactions.
Cyclopentanone
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