Organic Chemistry: Principles and Mechanisms (Second Edition)
Organic Chemistry: Principles and Mechanisms (Second Edition)
2nd Edition
ISBN: 9780393663556
Author: Joel Karty
Publisher: W. W. Norton & Company
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Chapter 13, Problem 13.39P
Interpretation Introduction

Interpretation:

A convergent synthesis, that might produce the same target as shown in Problem 13.38 in a higher yield, is to be constructed.

Concept introduction:

Synthesis may be designed by thinking in the reverse direction, from the product to the starting compound in a method called retrosynthesis. Retrosynthesis starts with the product and a suitable precursor from which it can be synthesized is determined, without considering specific reactions. The precursor must be a simpler molecule, which may or may not have a close structural relation to the target molecule. This process is repeated until an easily available (or easily prepared) precursor is reached. Each of these steps is called a transform. A synthesis is a specific sequence of chemical reactions that convert starting materials to the desired compound, called the target (or synthetic target).

For linear synthesis, the overall percent yield is equal to the product of the yields of the individual steps. In a convergent synthesis, portions of a target molecule are synthesized separately and are assembled together at a larger stage. In general, the yield of a multistep synthesis is higher if a target can be produced from a convergent synthesis instead of a linear one.

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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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