2. Compound A, C;H100 , is one of the basic building blocks of nature. All steroids and many other naturally occumring compounds are built from compound A. Spectroscopic analysis of A yields the following information: IR: 3400 cm-'; 1640 cın-" IH NMR: 1.63 & (3 H, singlet); 1.70 8 (3 H, singlet); 3.83 ô (1 H, broad singlet); 4.15 6 (2 H, doublet, = 7 Hz); 5.70 ô (1 H, triplet, ) = 7 Hz) (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.

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2. Compound A, C;H100 , is one of the basic building blocks of nature. All steroids and many
other naturally occuring compounds are built from compound A. Spectroscopic analysis
of A yields the following information:
IR: 3400 cm-'; 1640 cım-
IH NMR: 1.63 & (3 H, singlet); 1.70 ô (3 H, singlet); 3.83 6 (1 H, broad singlet);
4.15 8 (2 H, doublet, j = 7 Hz); 5.70 ô (1 H, triplet, ) = 7 Hz)
(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.
Transcribed Image Text:2. Compound A, C;H100 , is one of the basic building blocks of nature. All steroids and many other naturally occuring compounds are built from compound A. Spectroscopic analysis of A yields the following information: IR: 3400 cm-'; 1640 cım- IH NMR: 1.63 & (3 H, singlet); 1.70 ô (3 H, singlet); 3.83 6 (1 H, broad singlet); 4.15 8 (2 H, doublet, j = 7 Hz); 5.70 ô (1 H, triplet, ) = 7 Hz) (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.
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