The ¹H NMR spectrum of naphthalene shows two multiplets (Figure 15-16). The upfield absorption (δ = 7.49 ppm) is due to the hydrogens at C2, C3, C6, and C7, and the downfield multiplet (δ = 7.86 ppm) is due to the hydrogens at C1, C4, C5, and C8. Explain why one set of hydrogens is deshielded more than the other.

Figure 15-16

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1Η NMR H H H. H H. H 7.9 7.8 7.6 7.5 7.4 Ppm ppm (CH3)4Si 4 H 4 H 9. 8 7 6 Ppm (8)