Chapter 8: Q8-56 E (page 262)
Poly (vinyl pyrrolidone), prepared from N-vinylpyrrolidone, is used in cosmetics and as a synthetic substitute for blood. Draw a representative segment of the polymer.

Short Answer
Answer

Chapter 8: Q8-56 E (page 262)
Poly (vinyl pyrrolidone), prepared from N-vinylpyrrolidone, is used in cosmetics and as a synthetic substitute for blood. Draw a representative segment of the polymer.

Answer

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Question:Predict the products of the following reactions, showing both regiochemistry and stereochemistry where appropriate:
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
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.

Iodine azide, adds to alkenes by an electrophilic mechanism similar to that of bromine. If a monosubstituted alkene such as 1-butene isused, only one product results:

a) Add lone-pair electrons to the structure shown for, and draw a
second resonance form for the molecule.
-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
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