Discussion: amines. Amine nomenclature. diisopropylamine. pyrrole. pyrrolidine. histamine. nicotine. Formation of amines. triethylamine. Mechanism for LAH reduction of amides. 1-methylpiperidine. One equivalent . SN2 is faster the more R groups on N How do you improve selectivity??.
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SN2 is faster the more R groups on N
How do you improve selectivity??
Need a base to remove protons to get to quaternary product
Poor selectivity save for quaternary product and for primary amines from ammonia.
Which is the weakest base?
Which is the strongest base?
Based on the pKa of imidazolium ion above, describe the what the imidazole group in the histidine residue in a peptide would be under physiological conditions (pH 7).