Experimental Organic Chemistry: A Miniscale & Microscale Approach (Cengage Learning Laboratory Series for Organic Chemistry)
6th Edition
ISBN: 9781305080461
Author: John C. Gilbert, Stephen F. Martin
Publisher: Brooks Cole
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Chapter 10.3, Problem 14E
(a)
Interpretation Introduction
Interpretation:The mechanism for the formation of molecule 26 from molecule 28 through a hydride shift followed by deprotonation needs to be explained.
Concept Introduction : A carbocation rearrangement in which a hydrogen atom migrates from the carbon to the carbon possessing formal charge of one from the adjacent carbonis called hydride shift.
(b)
Interpretation Introduction
Interpretation:The mechanism for formation of 27 from 28 needs to be determined.
Concept Introduction : A carbocation rearrangement in which a hydrogen atom migrates from the carbon to the carbon possessing formal charge of one from the adjacent carbonis called hydride shift.
(c)
Interpretation Introduction
Interpretation:The mechanism of formation of 26 through acid catalysed rearrangement of either isomer of 4-methyl-2-pentene and formation of 27 by addition of a proton to 26 followed by deprotonation of intermediate carbocation needs to be explained.
Concept Introduction : A carbocation rearrangement in which a hydrogen atom migrates from the carbon to the carbon possessing formal charge of one from the adjacent carbonis called hydride shift.
(d)
Interpretation Introduction
Interpretation:The different in the two types of mechanism for the formation of 26 and 27 needs to be explained.
Concept Introduction:Mechanism of a
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Post Lab Questions.
1) Draw the mechanism of your Diels-Alder cycloaddition.
2) Only one isomer of product is formed in the Diels-Alder cycloaddition. Why?
3) Imagine that you used isoprene as diene - in that case you don't have to worry about assigning endo
vs exo. Draw the "endo" and "exo" products of the Diels-Alder reaction between isoprene and maleic
anhydride, and explain why the distinction is irrelevant here.
4) This does not hold for other dienes. Draw the exo and endo products of the reaction of cyclohexadiene
with maleic anhydride. Make sure you label your answers properly as endo or exo.
100 °C
Xylenes
???
5) Calculate the process mass intensity for your specific reaction (make sure to use your actual amounts
of reagent).
Indicate the product(s) A, B C and D that are formed in
the reaction:
H
+ NH-NH-CH
[A+B]
[C+D]
hydrazones
How can you prepare a 6 mL solution of 6% H2O2, if we have a bottle of 30% H2O2?
Chapter 10 Solutions
Experimental Organic Chemistry: A Miniscale & Microscale Approach (Cengage Learning Laboratory Series for Organic Chemistry)
Ch. 10.2 - Prob. 1ECh. 10.2 - Prob. 2ECh. 10.2 - Prob. 3ECh. 10.2 - Prob. 4ECh. 10.2 - Prob. 5ECh. 10.2 - Prob. 6ECh. 10.2 - Prob. 7ECh. 10.2 - Prob. 8ECh. 10.2 - Prob. 9ECh. 10.2 - Prob. 10E
Ch. 10.2 - Prob. 11ECh. 10.2 - Prob. 12ECh. 10.2 - Prob. 13ECh. 10.2 - Prob. 14ECh. 10.2 - Prob. 15ECh. 10.2 - Prob. 16ECh. 10.2 - Prob. 17ECh. 10.3 - Prob. 1ECh. 10.3 - Prob. 2ECh. 10.3 - Prob. 3ECh. 10.3 - Prob. 4ECh. 10.3 - Prob. 5ECh. 10.3 - Prob. 6ECh. 10.3 - Prob. 7ECh. 10.3 - Prob. 8ECh. 10.3 - Prob. 9ECh. 10.3 - Prob. 10ECh. 10.3 - Prob. 11ECh. 10.3 - Prob. 12ECh. 10.3 - Prob. 13ECh. 10.3 - Prob. 14ECh. 10.3 - Prob. 15ECh. 10.3 - Prob. 16ECh. 10.3 - Prob. 17ECh. 10.3 - Prob. 18ECh. 10.3 - Prob. 19ECh. 10.3 - Prob. 20ECh. 10.3 - Prob. 21ECh. 10.3 - Prob. 22ECh. 10.3 - Prob. 23ECh. 10.3 - Prob. 24ECh. 10.3 - Prob. 25ECh. 10.3 - Prob. 26ECh. 10.3 - Prob. 27ECh. 10.3 - Prob. 28ECh. 10.3 - Prob. 29ECh. 10.3 - Prob. 30ECh. 10.3 - Prob. 31ECh. 10.3 - Prob. 32ECh. 10.5 - Prob. 1ECh. 10.5 - Prob. 2ECh. 10.5 - Prob. 3ECh. 10.5 - Prob. 4ECh. 10.5 - Prob. 5ECh. 10.5 - Prob. 6ECh. 10.5 - Prob. 7ECh. 10.5 - Prob. 8ECh. 10.5 - Prob. 9ECh. 10.5 - Prob. 10ECh. 10.5 - Prob. 11ECh. 10.5 - Prob. 12ECh. 10.5 - Prob. 14ECh. 10.5 - Prob. 15ECh. 10.5 - Prob. 16ECh. 10.5 - Prob. 17ECh. 10.5 - Prob. 18ECh. 10.5 - Prob. 19ECh. 10.5 - Prob. 20ECh. 10.5 - Prob. 23ECh. 10.6 - Prob. 1ECh. 10.6 - Prob. 2ECh. 10.6 - Prob. 3ECh. 10.6 - Prob. 4ECh. 10.6 - Prob. 5ECh. 10.6 - Prob. 6ECh. 10.6 - Prob. 7ECh. 10.6 - Prob. 8ECh. 10.6 - Prob. 9ECh. 10.6 - Prob. 10ECh. 10.6 - Prob. 11ECh. 10.6 - Prob. 12ECh. 10.6 - Prob. 13ECh. 10.6 - Prob. 14ECh. 10.6 - Prob. 15ECh. 10.6 - Prob. 16ECh. 10.6 - Prob. 17ECh. 10.6 - Prob. 18ECh. 10.6 - Prob. 20ECh. 10.6 - Prob. 21ECh. 10.6 - Prob. 22ECh. 10.6 - Prob. 23ECh. 10.6 - Prob. 24ECh. 10.6 - Prob. 25ECh. 10.6 - Prob. 26ECh. 10.6 - Prob. 28ECh. 10.6 - Prob. 29ECh. 10.6 - Prob. 30ECh. 10.7 - Prob. 1ECh. 10.7 - Prob. 2ECh. 10.7 - Prob. 3ECh. 10.7 - Prob. 4ECh. 10.7 - Prob. 5ECh. 10.7 - Prob. 6ECh. 10.7 - Prob. 7ECh. 10.7 - Prob. 8ECh. 10.7 - Prob. 9ECh. 10.7 - Prob. 10ECh. 10.7 - Prob. 11ECh. 10.7 - Prob. 12ECh. 10.8 - Prob. 1ECh. 10.8 - Prob. 2ECh. 10.8 - Prob. 4ECh. 10.8 - Prob. 5ECh. 10.8 - Prob. 6ECh. 10.8 - Prob. 7ECh. 10.8 - Prob. 8ECh. 10.8 - Prob. 9ECh. 10.8 - Prob. 10ECh. 10.8 - Prob. 11ECh. 10.8 - Prob. 12ECh. 10.8 - Prob. 13ECh. 10.8 - Prob. 14ECh. 10.8 - Prob. 15E
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