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Organic Chemistry 1

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Moderate

NMR Spectra of Alcohols

ORGO1-EUN7DC

Choose the four carbon alcohol that is most likely to produce this $_{ }^{ 1 }{ H }$ NMR spectrum in $CDC{ l }_{ 3 }^{ }$ solvent.

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The triplet at 0.9 ppm integrates for 3 hydrogens, the singlet at 4.7 ppm integrates for 1 hydrogen, the multiplets at 1.4 and 1.6 ppm each integrate for 2 hydrogens, and the triplet at 3.6 ppm integrates for 2 hydrogens. The peak at 4.7 ppm disappears when several drops of $ D_{ 2 }^{ }O$ are shaken with the sample.

A

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B

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C

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D

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