nitrogen is more shielded than one bonded to oxygen, because nitrogen is less electronegative thanoxygen.In one isomer the lowest feld signal is a quaternary carbon; in the other it is a CH2group. The spec-trum shown in Figure 22.10 shows the lowest feld signal as a CH2group. The compound is there-fore 2-amino-2-methyl-1-propanol, (CH3)2CCH2OH.=NH2This compound cannot be prepared by reaction of ammonia with an epoxide, because in basic so-lution nucleophiles attack epoxides at the less hindered carbon, and therefore epoxide ring openingwill give 1-amino-2-methyl-2-propanol rather than 2-amino-2-methyl-1-propanol.SELF-TESTPART AA-1.Give an acceptable name for each of the following. Identify each compound as a primary,secondary, or tertiary amine.
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This note was uploaded on 10/03/2011 for the course CHM 2210 taught by Professor Reynolds during the Fall '01 term at University of Florida.