ORGANIC CHEMISTRY-NEXTGEN+BOX (2 SEM.)
ORGANIC CHEMISTRY-NEXTGEN+BOX (2 SEM.)
4th Edition
ISBN: 9781119761068
Author: Klein
Publisher: WILEY
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Chapter 8.2, Problem 8.9P
Interpretation Introduction

Interpretation:

Mechanism has to be proposed for the given transformation.

ORGANIC CHEMISTRY-NEXTGEN+BOX (2 SEM.), Chapter 8.2, Problem 8.9P

Concept Introduction:

In order to draw mechanism for a keto‑enol tautomerism, three steps has to be followed.  They are,

  • Order that has to be used.  Whether to protonate or deprotonate first.
  • The site for protonation or deprotonation.
  • Reagents to be used when drawing the proton transfer steps.

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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!
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Chapter 8 Solutions

ORGANIC CHEMISTRY-NEXTGEN+BOX (2 SEM.)

Ch. 8.2 - Prob. 8.13PCh. 8.3 - Predict the products of each of the following...Ch. 8.3 - Predict the products of each of the following...Ch. 8.3 - Predict the products of each of the following...Ch. 8.3 - Predict the products of each of the following...Ch. 8.4 - Prob. 8.20PCh. 8.4 - Prob. 8.21PCh. 8.4 - Prob. 8.22PCh. 8.4 - Prob. 8.23PCh. 8.5 - Prob. 8.25PCh. 8.5 - Prob. 8.26PCh. 8.5 - On a separate piece of paper, draw a mechanism for...Ch. 8.6 - Prob. 8.29PCh. 8.6 - Predict the major product for each of the...Ch. 8.6 - Predict the major product for each of the...Ch. 8.6 - Predict the major product for each of the...Ch. 8.6 - Identify the reagents you would use to achieve...Ch. 8.6 - Identify the reagents you would use to achieve...Ch. 8.6 - Identify the reagents you would use to achieve...Ch. 8.7 - Predict the major product for each of the...Ch. 8.7 - Predict the major product for each of the...Ch. 8.7 - Predict the major product for each of the...Ch. 8.7 - Prob. 8.42PCh. 8.7 - Prob. 8.43PCh. 8.7 - Prob. 8.44PCh. 8.7 - Prob. 8.45PCh. 8.7 - Prob. 8.47PCh. 8.7 - Prob. 8.48PCh. 8.7 - Prob. 8.49PCh. 8.7 - Prob. 8.50PCh. 8.8 - Prob. 8.52PCh. 8.8 - Prob. 8.53PCh. 8.8 - Prob. 8.54PCh. 8.8 - Prob. 8.55PCh. 8.8 - Prob. 8.57PCh. 8.8 - Prob. 8.58PCh. 8.8 - Prob. 8.59PCh. 8.8 - Prob. 8.60PCh. 8.8 - Propose a mechanism for each of the following...Ch. 8.8 - Propose a mechanism for each of the following...Ch. 8.8 - Prob. 8.64PCh. 8.9 - Prob. 8.66PCh. 8.9 - Prob. 8.67PCh. 8.9 - Prob. 8.68PCh. 8.9 - Prob. 8.69PCh. 8.9 - Prob. 8.70PCh. 8.9 - Prob. 8.71PCh. 8.9 - Prob. 8.72PCh. 8.9 - Identify what reagents you would use to achieve...Ch. 8.9 - Identify what reagents you would use to achieve...Ch. 8.9 - Identify what reagents you would use to achieve...Ch. 8.10 - Prob. 8.78PCh. 8.10 - Prob. 8.79PCh. 8.10 - Prob. 8.80PCh. 8.10 - Propose a synthesis for each of the following...Ch. 8.10 - Propose a synthesis for each of the following...Ch. 8.10 - Propose a synthesis for each of the following...Ch. 8.10 - Propose a synthesis for each of the following...
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