Search
- https://chem.libretexts.org/Bookshelves/Organic_Chemistry/Organic_Chemistry_III_(Morsch_et_al.)/24%3A_Amines_and_Heterocycles/24.04%3A_Basicity_of_ArylaminesIn the case of para-methoxyaniline, the lone pair on the methoxy group donates electron density to the aromatic system, and a resonance contributor can be drawn in which a negative charge is placed on...In the case of para-methoxyaniline, the lone pair on the methoxy group donates electron density to the aromatic system, and a resonance contributor can be drawn in which a negative charge is placed on the carbon adjacent to the nitrogen, which makes the substituted arylamine more basic than aniline.
- https://chem.libretexts.org/Courses/Smith_College/Organic_Chemistry_(LibreTexts)/24%3A_Amines_and_Heterocycles/24.05%3A_Basicity_of_ArylaminesIn the case of para-methoxyaniline, the lone pair on the methoxy group donates electron density to the aromatic system, and a resonance contributor can be drawn in which a negative charge is placed on...In the case of para-methoxyaniline, the lone pair on the methoxy group donates electron density to the aromatic system, and a resonance contributor can be drawn in which a negative charge is placed on the carbon adjacent to the nitrogen, which makes the substituted arylamine more basic than aniline.
- https://chem.libretexts.org/Courses/can/CHEM_232_-_Organic_Chemistry_II_(Puenzo)/10%3A_Amines_and_Heterocycles/10.05%3A_Basicity_of_ArylaminesIn the case of para-methoxyaniline, the lone pair on the methoxy group donates electron density to the aromatic system, and a resonance contributor can be drawn in which a negative charge is placed on...In the case of para-methoxyaniline, the lone pair on the methoxy group donates electron density to the aromatic system, and a resonance contributor can be drawn in which a negative charge is placed on the carbon adjacent to the nitrogen, which makes the substituted arylamine more basic than aniline.
- https://chem.libretexts.org/Courses/University_of_Connecticut/Chem_2444%3A_(Second_Semester_Organic_Chemistry)_UConn/11%3A_Chemistry_of_Amines/11.04%3A_Basicity_of_ArylaminesIn the case of para-methoxyaniline, the lone pair on the methoxy group donates electron density to the aromatic system, and a resonance contributor can be drawn in which a negative charge is placed on...In the case of para-methoxyaniline, the lone pair on the methoxy group donates electron density to the aromatic system, and a resonance contributor can be drawn in which a negative charge is placed on the carbon adjacent to the nitrogen, which makes the substituted arylamine more basic than aniline.
- https://chem.libretexts.org/Workbench/LCDS_Organic_Chemistry_OER_Textbook_-_Todd_Trout/24%3A_Amines_and_Heterocycles/24.05%3A_Basicity_of_ArylaminesArylamines are less basic than alkylamines because the nitrogen lone-pair electrons are delocalized by interaction with the aromatic ring’s π electron system and are less available for bonding to H + ...Arylamines are less basic than alkylamines because the nitrogen lone-pair electrons are delocalized by interaction with the aromatic ring’s π electron system and are less available for bonding to H + . In resonance terms, arylamines are stabilized relative to alkylamines because of their five resonance forms. Figure 24.5: Arylamines have a larger positive ∆G° for protonation and are therefore less basic than alkylamines, primarily because of resonance stabilization of the ground state.
