Organic Chemistry (6th Edition)
Organic Chemistry (6th Edition)
6th Edition
ISBN: 9781260119107
Author: Janice Gorzynski Smith
Publisher: McGraw Hill Education
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Chapter 12, Problem 47P
Interpretation Introduction

(a)

Interpretation: The starting material in the given reaction is to be predicted.

Concept introduction: In presence of ozone and CH3SCH3, oxidative cleavage occurs. In oxidative cleavage both the sigma and pi bond of the alkene is broken and two carbonyl compounds are formed. Aldehydes or ketones are formed depending upon substituents. When ozone is added to the alkene, unstable intermediate molozonide is formed which rearranges to ozonide. This ozonide is reduced to form two carbonyl compounds in presence of CH3SCH3.

Interpretation Introduction

(b)

Interpretation: The starting material in given reaction is to be predicted.

Concept introduction: In presence of ozone and CH3SCH3, oxidative cleavage occurs. In oxidative cleavage both the sigma and pi bond of the alkene is broken and two carbonyl compounds are formed. Aldehydes or ketones are formed depending upon substituents. When ozone is added to the alkene, unstable intermediate molozonide is formed which rearranges to ozonide. This ozonide is reduced to form two carbonyl compounds in presence of CH3SCH3.

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1. Calculate the accurate monoisotopic mass (using all 1H, 12C, 14N, 160 and 35CI) for your product using the table in your lab manual. Don't include the Cl, since you should only have [M+H]*. Compare this to the value you see on the LC-MS printout. How much different are they? 2. There are four isotopic peaks for the [M+H]* ion at m/z 240, 241, 242 and 243. For one point of extra credit, explain what each of these is and why they are present. 3. There is a fragment ion at m/z 184. For one point of extra credit, identify this fragment and confirm by calculating the accurate monoisotopic mass. 4. The UV spectrum is also at the bottom of your printout. For one point of extra credit, look up the UV spectrum of bupropion on Google Images and compare to your spectrum. Do they match? Cite your source. 5. For most of you, there will be a second chromatographic peak whose m/z is 74 (to a round number). For one point of extra credit, see if you can identify this molecule as well and confirm by…
Please draw, not just describe!
can you draw each step on a piece of a paper please this is very confusing to me

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Organic Chemistry (6th Edition)

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