(a)
Interpretation:
How to synthesize the given compound using only a single nucleophilic
Concept introduction:
In a nucleophilic aromatic substitution reaction, the aromatic ring is attacked by a nucleophile. If these reactions are precedes though the benzyne intermediate formation, requires very extreme conditions like high temperature, a very strong base, or sometimes both. Since the benzyne intermediate is very highly unstable, undergoes a nucleophilic addition reaction with a nucleophile. If multiple substituents are attached to a phenyl ring, their activating/deactivating qualities govern mechanism of the reaction. The substituent ring with deactivating group precedes the reaction through benzyne intermediate formation. Methyl groups deactivate the ring towards nucleophilic addition reaction.
(b)
Interpretation:
How to synthesize the given compound using only a single nucleophilic aromatic substitution reaction is to be shown.
Concept introduction:
In a nucleophilic aromatic substitution reaction, the aromatic ring is attacked by a nucleophile. If these reactions are precedes though the benzyne intermediate formation, requires very extreme conditions like high temperature, a very strong base, or sometimes both. Since the benzyne intermediate is very highly unstable, undergoes a nucleophilic addition reaction with a nucleophile. If multiple substituents are attached to a phenyl ring, their activating/deactivating qualities govern the mechanism of the reaction. The substituent ring with a deactivating group precedes the reaction through benzyne intermediate formation.
(c)
Interpretation:
How to synthesize the given compound using only a single nucleophilic aromatic substitution reaction is to be shown.
Concept introduction:
In a nucleophilic aromatic substitution reaction, the aromatic ring is attacked by a nucleophile. If these reactions are precedes though the benzyne intermediate formation, requires very extreme conditions like high temperature, a very strong base, or sometimes both. Since the benzyne intermediate is very highly unstable, undergoes a nucleophilic addition reaction with a nucleophile. If multiple substituents are attached to a phenyl ring, their activating/deactivating qualities govern the mechanism of the reaction. The substituent ring with a deactivating group precedes the reaction through benzyne intermediate formation.
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Chapter 23 Solutions
Organic Chemistry: Principles And Mechanisms (second Edition)
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- Predict the intermediate 1 and final product 2 of this organic reaction: NaOMe ག1, ད།་, - + H You can draw 1 and 2 in any arrangement you like. 2 work up Note: if either 1 or 2 consists of a pair of enantiomers, just draw one structure using line bonds instead of 3D (dash and wedge) bonds at the chiral center. Explanation Check Click and drag to start drawing a structure. Х © 2025 McGraw Hill LLC. All Rights Reserved. Terms of Use | Parrow_forwardWhat is the total energy cost associated with the compound below adopting the shown conformation? CH3 HH DH CH3arrow_forwardΗΝ, Draw Final Product C cyclohexanone pH 4-5 Edit Enamine H3O+ CH3CH2Br THF, reflux H Edit Iminium Ionarrow_forward
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- H H:O::::H H H HH H::O:D:D:H HH HH H:O:D:D:H .. HH H:O:D:D:H H H Select the correct Lewis dot structure for the following compound: CH3CH2OHarrow_forwardRank the following compounds in order of decreasing boiling point. ннннн -С-С-Н . н-с- ННННН H ΗΤΗ НННН TTTĪ н-с-с-с-с-о-н НННН НН C' Н н-с-с-с-с-н НН || Ш НННН H-C-C-C-C-N-H ННННН IVarrow_forwardRank the following compounds in order of decreasing dipole moment. |>||>||| ||>|||>| |>|||>|| |||>||>| O ||>>||| H F H F H c=c || H c=c F F IIIarrow_forward
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