2. Compound A, CSH100, is one of the basic building blocks of nature. All steroids and many other naturally occurring compounds are built from compound A. Spectroscopic analysis of A yields the following information: IR: 3400 cm-1; 1640 cm-1 H NMR: 1.63 & (3 H, singlet), 1 70 8 (3 H, singlet): 3 836 (1 H, broad singlet); 4.15 8 (2 H, doublet, /= 7 H); 5 70 6 ( H, triplet, / 7 Hzi (a) How many double bonds and/or rings does A have? (b) From the IR spectrum, what is the identity of the oxygen-containing functional group? (c) What kinds of protons are responsible for the NMR absorptions listed ? d) Propose a structure for A.

2. Compound A, CSH100, is one of the basic building blocks of nature. All steroids and many other naturally occurring compounds are built from compound A. Spectroscopic analysis of A yields the following information: IR: 3400 cm-1; 1640 cm-1 H NMR: 1.63 & (3 H, singlet), 1 70 8 (3 H, singlet): 3 836 (1 H, broad singlet); 4.15 8 (2 H, doublet, /= 7 H); 5 70 6 ( H, triplet, / 7 Hzi (a) How many double bonds and/or rings does A have? (b) From the IR spectrum, what is the identity of the oxygen-containing functional group? (c) What kinds of protons are responsible for the NMR absorptions listed ? d) Propose a structure for A.

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter22: Reactions Of Benzene And Its Derivatives

Section: Chapter Questions

Problem 22.59P

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