(a)
Interpretation: The more basic
Concept Introduction:
If the lone pair of electrons on nitrogen atom in amine compound is delocalized, that compound is resonance stabilized. It is also involved in
To find: Decide the more basic amine compound in the given pairs of compounds (a)
Get a compound where lone pairs on nitrogen atoms are delocalized
(b)
Interpretation: The more basic amine compound has to be found for the given pairs of compounds
Concept Introduction:
If the lone pair of electrons on nitrogen atom in amine compound is delocalized, that compound is resonance stabilized. It is also involved in aromatic stabilization. As a result, a number of resonance structures are drawn for the delocalization of electrons in the structures. So, the compound has less basic character. If the lone pair of electrons on nitrogen atom in amine compound is localized, that compound doesn’t involve in resonance stabilization. So, that compound has more basic character.
To find: Decide the more basic amine compound in the given pairs of compounds (b)
Get a compound where lone pairs on nitrogen atoms are delocalized
(c)
Interpretation: The more basic amine compound has to be found for the given pairs of compounds
Concept Introduction:
If the lone pair of electrons on nitrogen atom in amine compound is delocalized, that compound is resonance stabilized. It is also involved in aromatic stabilization. As a result, a number of resonance structures are drawn for the delocalization of electrons in the structures. So, the compound has less basic character. If the lone pair of electrons on nitrogen atom in amine compound is localized, that compound doesn’t involve in resonance stabilization. So, that compound has more basic character.
To find: Decide the more basic amine compound in the given pairs of compounds (c)
Get a compound where lone pairs on nitrogen atoms are delocalized
(d)
Interpretation: The more basic amine compound has to be found for the given pairs of compounds
Concept Introduction:
If the lone pair of electrons on nitrogen atom in amine compound is delocalized, that compound is resonance stabilized. It is also involved in aromatic stabilization. As a result, a number of resonance structures are drawn for the delocalization of electrons in the structures. So, the compound has less basic character. If the lone pair of electrons on nitrogen atom in amine compound is localized, that compound doesn’t involve in resonance stabilization. So, that compound has more basic character.
To find: Decide the more basic amine compound in the given pairs of compounds (d)
Get a compound where lone pairs on nitrogen atoms are delocalized

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Chapter 22 Solutions
ORGANIC CHEMISTRY (LL)-W/WILEYPLUS
- Synthesize 2-Ethyl-3-methyloxirane from dimethyl(propyl)sulfonium iodide using the necessary organic or inorganic reagents. Draw the structures of the compounds.arrow_forwardSynthesize 2-Hydroxy-2-phenylacetonitrile from phenylmethanol using the necessary organic or inorganic reagents. Draw the structures of the compounds.arrow_forwardSynthesize N-Methylcyclohexylamine from cyclohexanol using the necessary organic or inorganic reagents. Draw the structures of the compounds.arrow_forward
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- Indicate the products obtained by mixing (3-oxo-3-phenylpropyl)triphenylphosphonium bromide with sodium hydride.arrow_forwardWe mix N-ethyl-2-hexanamine with excess methyl iodide and followed by heating with aqueous Ag2O. Indicate the major products obtained.arrow_forwardIndicate the products obtained by mixing acetophenone with iodine and NaOH.arrow_forward
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