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Organic Chemistry 1

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Use Spectral Features to Identify $C_8H_9Cl$

ORGO1-SIBDNV

A certain compound has the formula $C_8H_9Cl$.

Which of the structures shown below is consistent with all the spectral features cited below?

  • Two molecular ions in the mass spectrum, one at m/e 142 and one that is three times larger at m/e 140.
  • Twice as many saturated hydrogen atoms as aromatic hydrogen atoms in the $^1H$ NMR spectrum.
  • A single peak between 0 and 50 ppm, at 21 ppm in the $^{13}C$ NMR spectrum.
A

Image by Daniel J. Berger. Created for Albert.io. Copyright 2016. All rights reserved.

B

Image by Daniel J. Berger. Created for Albert.io. Copyright 2016. All rights reserved.

C

Image by Daniel J. Berger. Created for Albert.io. Copyright 2016. All rights reserved.

D

Image by Daniel J. Berger. Created for Albert.io. Copyright 2016. All rights reserved.

E

Image by Daniel J. Berger. Created for Albert.io. Copyright 2016. All rights reserved.