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From
Photobromination (S
R
) and Corresp. S
N
1 Reactions – Key Reactions for the Development and the Application of the Concept of Hyperconjugation
Marc Zimmermann, Dennis Domke, Michael Schween
World Journal of Chemical Education
.
2021
, 9(4), 175-184 doi:10.12691/wjce-9-4-10
Figure 1.
Concept development and transfer/application by double case comparisons, crossing mechanistic borders
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Box
1.
(Isovalent) Hyperconjugation stabilizing radicals and carbenium ions
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Figure 2.
Development of the concept of hyperconjugation by case comparison and application in a new mechanistic field
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Figure 3.
Qualitative reaction energy profiles in comparison to electron-deficient reactive intermediates of radical and nucleophilic substitution reactions
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Figure 4a.
Reaction of ethylbenzene with molecular bromine under irradiation of UV light (~ 400 nm) and exclusion of any light irradiation
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Figure 4b.
Conductance values of the solutions in the test flask
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Figure 5
.
Experimental and measurement apparatus of the photobromination reactions
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Figure 6.
Conductance values of the reaction solutions of toluene and ethylbenzene with bromine under irradiation with UV light (black and blue curve) and of ethylbenzene with bromine under the exclusion of light (red curve)
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Figure 7.
Comparing free radicals as septet intermediates of the radical substitution reaction of toluene and ethyl benzene with bromine under irradiation with UV light
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Figure 8.
Apparatus for disposal
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Figure 9.
Experimental and measurement apparatus of the solvolysis by S
N
1 reaction
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Figure 10.
Electrical conductance of the solvolyses of benzyl bromide (black curve) and (1-bromoethyl)benzene (blue curve) with ethanol in comparison
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Figure 11.
Comparing carbenium ions as sextet intermediates of S
N
1 solvolyses of benzyl bromide and (1-bromoethyl)benzene with ethanole: application of the concept of hyperconjugation
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Figure 12
.
Learning Environment for the development and the transfer of the concept of hyperconjugation with entangled experimental and theory phases
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