p. 751

Figure 18.1 Pyramidal inversion rapidly interconverts the two mirror-image (enantiomeric) forms of an amine. Go to this book’s student companion site at www.cengage.com/chemistry/mcmurry to explore an interactive version of this figure. Fig. 18-1, p. 753

p. 753

Table 18-1, p. 755

p. 756

Figure 18.2 Arylamines have a larger positive ΔG° for protonation and are therefore less basic than alkylamines, primarily because of resonance stabilization of the ground state. Electrostatic potential maps show that lone-pair electron density is delocalized in the amine but the charge is localized in the corresponding ammonium ion. Fig. 18-2, p. 757

Table 18-2, p. 758

p. 765

Traugott Sandmeyer Developed the Sandmeyer Reaction, 1884 Never obtained a degree in Chemistry

p. 766

p. 774

Purine bases Pyrimidine bases Adenine Thymine Guanine Cytosine Figure 24.2 Hydrogen-bonding between base pairs in the DNA double helix. Electrostatic potential maps show that the faces of the bases are relatively neutral (green), while the edges have positive (blue) and negative (red) regions. Pairing G with C and A with T brings together oppositely charged regions. Go to this book’s student companion site at www.cengage.com/chemistry/mcmurry to explore an interactive version of this figure. Guanine Cytosine Fig. 24-2, p. 991

p. 770

p. 770

p. 775

p. 772

Figure 18.5 IR spectrum of cyclohexylamine. Fig. 18-5, p. 776