Concept explainers
Propose structures for compounds X, Y, and Z:
X(C7H7Br)NaCN→Y(C8H7N)LiAlH4→Z(C8H11N)
The 1H NMR spectrum of X gives two signals, a multiplet at δ 7.3 (5H) and a singlet at δ 4.25 (2H); the 680-840 cm−1 region of the IR spectrum of X shows peaks at 690 and 770 cm−1. The 1H NMR spectrum of Y is similar to that of X: multiplet at δ 7.3 (5H), singlet at δ 3.7(2H). The 1H NMR spectrum of Z is shown in Fig. 20.7.
FIGURE 20.7 The 1H NMR spectrum of compound Z. Problem 20.46. Expansion of the signals is shown in the offset plot.
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Organic Chemistry
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- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning