Organic Chemistry, Binder Ready Version
Organic Chemistry, Binder Ready Version
2nd Edition
ISBN: 9781118454312
Author: David R. Klein
Publisher: WILEY
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Chapter 5.4, Problem 16ATS
Interpretation Introduction

Interpretation:

To calculate the observed rotation of given molecules.

Concept Introduction:

Observed rotation: The sample of a compound is the angle by which it rotates the plane of polarized light, measured using the polarimeter. Further observed rotation of a sample of a compound depends on the concentration if a solution is used for the experiment (or) density of the sample is neat.

The observed rotation of a molecule can be calculated by using the formula given below.

[α]=αc×lα=[α]×c×l

alpha (α) represents the observed rotation measured with a polarimeter. l represents the length of the sample tube.     C is the concentration of a solution of a pure sample.

To identify: The given molecules observed rotation should be identified.

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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…
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