CHMB42H3 Lecture Notes - Lecture 18: Electrophile, Thiophene, Benzene
Document Summary
The nitrogen in amines is sp3 hybridized w/ the lone pair in the sp3 orbital. Amines invert rapidly at room temp through a transition state in which sp3 sp2 nitrogen. Some amines are heterocyclic compounds cyclic compounds in which one or more of the atoms in the ring are heteroatoms. 20. 3 amines react as bases and as nucleophiles. The lg of an amine is such a strong base that amines cannot undergo the substitution and elimination reactions that alkyl halides, alcohols and ethers do. The stronger the base, the poorer it is as a leaving group. Amines react as bases in proton transfer reactions and in elimination reactions. The lone pair on the nitrogen of an amine makes it nucleophilic as well as basic. Amines as nucleophiles in nucleophilic subst. that alkylate the amine: And nucleophilic addition-elimination that acylate the amine: Primary amines to form imines & secondary amines to form enamines:
