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Organic Chemistry 1

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Moderate

Structure from IR, Mass Spectrun and NMR

ORGO1-1BTP9W

Which compound would give the following spectra?

Infrared Spectrum. Coblentz Society, Inc., "Evaluated Infrared Reference Spectra" in NIST Chemistry WebBook, NIST Standard Reference Database Number 69, Eds. P.J. Linstrom and W.G. Mallard, National Institute of Standards and Technology, Gaithersburg MD, 20899, http://webbook.nist.gov, (retrieved June 22, 2016).

Mass Spectrum (Electron Impact Ionization). Adapted from NIST Chemistry WebBook. NIST Mass Spec Data Center, S.E. Stein, director, "Mass Spectra" in NIST Chemistry WebBook, NIST Standard Reference Database Number 69, Eds. P.J. Linstrom and W.G. Mallard, National Institute of Standards and Technology, Gaithersburg MD, 20899, http://webbook.nist.gov, (retrieved June 22, 2016).

HNMR Spectrum. Spectral Database for Organic Compounds SDBS (http://sdbs.db.aist.go.jp/) Research Institute for Material and Chemical Measurement National Institute of Advanced Industrial Science and Technology (AIST), Japan

A

$CO{ Cl }_{ 2 }$

B

$C{ H }_{ 3 }CH{ Cl }_{ 2 }$

C

$C{ H }_{ 2 }ClC{ H }_{ 2 }Cl$

D

$C{ H }_{ 2 }BrC{ H }_{ 2 }Br$