Chapter 1, Problem 43PP

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136 PRACTICAL SPECTROSCOPY Compound 78 is a high-boiling liquid (boiling point 189° C) that contains halogen, but will not react with alkoxides to yield an halogen. ether. The Mass, IR, and 'H NMR spectra, along with 13C NMR data, are given below. Elemental Analysis: C, 35.32; H, 2.47; contains BC Spectral Data: doublet, 137.4 ppm; doublet, 130.1 ppm; doublet, 127.4 ppm; singlet, 97.3 ppm Absorbance Mass Spectrum Intensity 77 77 204 M + 128 40 60 80 100 120 140 160 180 m/e 200 220 280 240 260 300 Infrared Spectrum Wave Number, cm -1 4000 3000 2500 2000 1500 1300 1200 1100 1000 900 800 700 3 6 7 8 9 10 12 13 15 Wavelength, microns 'H NMR wwwww 5 Structure: www ppm, & ©2000 Brooks/Cole Publishing Com-

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3. Synthesize the following synthon from the indicated starting material. i HO.

Identifying the stereochemistry of natural Write the complete common (not IUPAC) name of each molecule below. Note: if a molecule is one of a pair of enantiomers, be sure you start its name with D- or L- so we know which enantiomer it is. molecule H O-C-CH2 H3N. HN N H C=O common name (not the IUPAC name) NH3 ☐ H3N H ☐ CH2 X