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  • https://chem.libretexts.org/Bookshelves/Organic_Chemistry/Organic_Chemistry_III_(Morsch_et_al.)/24%3A_Amines_and_Heterocycles/24.04%3A_Basicity_of_Arylamines
    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...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/Bookshelves/Organic_Chemistry/Organic_Chemistry_(Morsch_et_al.)/24%3A_Amines_and_Heterocycles/24.08%3A_Reactions_of_Arylamines
    To absorb all of it, you should use the three subsections indicated in the reading: electrophilic aromatic substitution and overreaction of aniline (Objectives 1 and 2), the preparation of diazonium s...To absorb all of it, you should use the three subsections indicated in the reading: electrophilic aromatic substitution and overreaction of aniline (Objectives 1 and 2), the preparation of diazonium salts and the Sandmeyer reaction (Objectives 3 and 4), and diazonium coupling reactions (Objective 5).
  • https://chem.libretexts.org/Courses/Smith_College/Organic_Chemistry_(LibreTexts)/24%3A_Amines_and_Heterocycles/24.05%3A_Basicity_of_Arylamines
    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...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_Arylamines
    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...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/Bookshelves/Organic_Chemistry/Organic_Chemistry_(OpenStax)/24%3A_Amines_and_Heterocycles/24.08%3A_Reactions_of_Arylamines
    This section focuses on the unique reactions of arylamines, highlighting their reactivity compared to aliphatic amines. It discusses electrophilic aromatic substitution reactions, where arylamines can...This section focuses on the unique reactions of arylamines, highlighting their reactivity compared to aliphatic amines. It discusses electrophilic aromatic substitution reactions, where arylamines can act as nucleophiles, and their ability to form diazonium salts. The section also notes that the presence of the amino group can influence the reactivity of the aromatic ring, impacting various chemical transformations.
  • https://chem.libretexts.org/Bookshelves/Organic_Chemistry/Organic_Chemistry_III_(Morsch_et_al.)/24%3A_Amines_and_Heterocycles/24.08%3A_Reactions_of_Arylamines
    To absorb all of it, you should use the three subsections indicated in the reading: electrophilic aromatic substitution and overreaction of aniline (Objectives 1 and 2), the preparation of diazonium s...To absorb all of it, you should use the three subsections indicated in the reading: electrophilic aromatic substitution and overreaction of aniline (Objectives 1 and 2), the preparation of diazonium salts and the Sandmeyer reaction (Objectives 3 and 4), and diazonium coupling reactions (Objective 5).
  • https://chem.libretexts.org/Bookshelves/Organic_Chemistry/Organic_Chemistry_(OpenStax)/24%3A_Amines_and_Heterocycles/24.04%3A_Basicity_of_Arylamines
    This section examines the basicity of arylamines, which is influenced by the resonance of the aromatic ring. In arylamines, the lone pair of electrons on the nitrogen can delocalize into the ring, red...This section examines the basicity of arylamines, which is influenced by the resonance of the aromatic ring. In arylamines, the lone pair of electrons on the nitrogen can delocalize into the ring, reducing its availability to accept protons and thus decreasing basicity compared to aliphatic amines. Factors such as electron-withdrawing groups further reduce basicity by stabilizing the lone pair through resonance. The relative basicity of arylamines is crucial for understanding their chemical beha
  • https://chem.libretexts.org/Bookshelves/Organic_Chemistry/Organic_Chemistry_(Morsch_et_al.)/24%3A_Amines_and_Heterocycles/24.04%3A_Basicity_of_Arylamines
    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...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_Arylamines
    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 + ...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.
  • https://chem.libretexts.org/Courses/can/CHEM_232_-_Organic_Chemistry_II_(Puenzo)/10%3A_Amines_and_Heterocycles/10.09%3A_Reactions_of_Arylamines
    To absorb all of it, you should use the three subsections indicated in the reading: electrophilic aromatic substitution and overreaction of aniline (Objectives 1 and 2), the preparation of diazonium s...To absorb all of it, you should use the three subsections indicated in the reading: electrophilic aromatic substitution and overreaction of aniline (Objectives 1 and 2), the preparation of diazonium salts and the Sandmeyer reaction (Objectives 3 and 4), and diazonium coupling reactions (Objective 5).
  • https://chem.libretexts.org/Courses/Smith_College/Organic_Chemistry_(LibreTexts)/24%3A_Amines_and_Heterocycles/24.09%3A_Reactions_of_Arylamines
    To absorb all of it, you should use the three subsections indicated in the reading: electrophilic aromatic substitution and overreaction of aniline (Objectives 1 and 2), the preparation of diazonium s...To absorb all of it, you should use the three subsections indicated in the reading: electrophilic aromatic substitution and overreaction of aniline (Objectives 1 and 2), the preparation of diazonium salts and the Sandmeyer reaction (Objectives 3 and 4), and diazonium coupling reactions (Objective 5).

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