Problem: A compound C5H10O gave the following spectral data: 1H NMR spectrum                              IR spectrum doublet, δ 1.10                                  strong peak singlet, δ 2.10                                   near 1720 cm    -1 septet, δ 2.50 Which is a reasonable structure for the compound?

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Problem Details

A compound C5H10O gave the following spectral data:

1H NMR spectrum                              IR spectrum

doublet, δ 1.10                                  strong peak

singlet, δ 2.10                                   near 1720 cm    -1

septet, δ 2.50

Which is a reasonable structure for the compound?

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Based on our data, we think this problem is relevant for Professor Drueckhammer's class at SUNY.