Compound A has prominent infrared absorptions at 1050, 1786, and 1852 cm and shows a single absorption in the proton NMR spectrum at 8 3.00. When heated gently with methanol, compound B, C,H,O,, is obtained. Compound B has IR absorptions at 2500–3000 (broad), 1730, and 1701 cm-, and its proton NMR spectrum in D,0 consists of resonances at & 2.7 (complex splitting) and & 3.7 (a singlet) in the intensity ratio 4:3. Give the structures A and B, omitting stereochemistry.

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Compound A has prominent infrared absorptions at 1050, 1786, and 1852 cm and shows a single absorption in the
proton NMR spectrum at 8 3.00. When heated gently with methanol, compound B, C,H,O,, is obtained. Compound B
has IR absorptions at 2500–3000 (broad), 1730, and 1701 cm-, and its proton NMR spectrum in D,0 consists of
resonances at & 2.7 (complex splitting) and & 3.7 (a singlet) in the intensity ratio 4:3. Give the structures A and B,
omitting stereochemistry.
Transcribed Image Text:Compound A has prominent infrared absorptions at 1050, 1786, and 1852 cm and shows a single absorption in the proton NMR spectrum at 8 3.00. When heated gently with methanol, compound B, C,H,O,, is obtained. Compound B has IR absorptions at 2500–3000 (broad), 1730, and 1701 cm-, and its proton NMR spectrum in D,0 consists of resonances at & 2.7 (complex splitting) and & 3.7 (a singlet) in the intensity ratio 4:3. Give the structures A and B, omitting stereochemistry.
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