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Unformatted text preview: Why do you suppose that arylamines, such as Analine, are weaker bases than alkylamines? NH 2 Chem 1058 CENTER FOR LEARNING AND TEACHING Handout #3 Page 2 LEARNING STRATEGIES CENTER Spring 2010 3. Arylamines, such as Aniline, are weaker bases than alkylamines because the nitrogen lone-pair electrons of arylamines are delocalized by interactions with the aromatic ring π electron system and are less available for bonding to H + . Analine is stabilized because of the five resonance structures. (from McMurry, Organic Chemistry ) NH 2 NH 2 NH 2 NH 2 NH 2...
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- Spring '09
- Organic chemistry, Delocalized electron, Analine