An optically inactive mixture A (C,H,O₂) can be resolved into enantiomers and has the given NMR spectra. • 13C NMR: 8 13.5, 841.2, 8 177.9 ¹H NMR: 8 1.13 (6H, d, J = 7 Hz); 8 2.65 (2H, quartet, J = 7 Hz); 89.9 (2H, broad s, disappears after D₂O shake) A. Draw either enantiomer. Use wedge and dash bonds, including for any H atoms on a chirality center. Select Draw Rings More. Erase B. Give the structure for an isomer of mixture A that has a melting point that is appreciably different from that of mixture A yet NMR spectra that are almost identical to those of mixture A. Use wedge and dash bonds, including for any H atoms on a chirality center. Select Draw Rings More

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An optically inactive mixture A (CH₂O₂) can be resolved into enantiomers and has the given NMR spectra.
13C NMR: 8 13.5, 841.2,8 177.9
¹H NMR: 8 1.13 (6H, d, J = 7 Hz); 8 2.65 (2H, quartet, J = 7 Hz); 89.9 (2H, broad s, disappears after D₂O shake)
A. Draw either enantiomer. Use wedge and dash bonds,
including for any H atoms on a chirality center.
Select Draw Rings More
Erase
B. Give the structure for an isomer of mixture A that has a
melting point that is appreciably different from that of
mixture A yet NMR spectra that are almost identical to
those of mixture A. Use wedge and dash bonds, including
for any H atoms on a chirality center.
Draw Rings
Select
/ || ||| /
НО
|||***
More
H
с
H
OH
0
Erase
Transcribed Image Text:An optically inactive mixture A (CH₂O₂) can be resolved into enantiomers and has the given NMR spectra. 13C NMR: 8 13.5, 841.2,8 177.9 ¹H NMR: 8 1.13 (6H, d, J = 7 Hz); 8 2.65 (2H, quartet, J = 7 Hz); 89.9 (2H, broad s, disappears after D₂O shake) A. Draw either enantiomer. Use wedge and dash bonds, including for any H atoms on a chirality center. Select Draw Rings More Erase B. Give the structure for an isomer of mixture A that has a melting point that is appreciably different from that of mixture A yet NMR spectra that are almost identical to those of mixture A. Use wedge and dash bonds, including for any H atoms on a chirality center. Draw Rings Select / || ||| / НО |||*** More H с H OH 0 Erase
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