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Organic Chemistry Semester 1 LABORATORY MANUAL - Moravian ...

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Part V. Techniques and Theory Appendix D1 Mass Spectrometry<br />

Appendix D.<br />

Mass Spectrometry<br />

Mass Spectra Theory & Practice (See also: Padías pp. 98 - 105 & CGWW pp. 50-56)<br />

In Mass Spectral Analysis, organic molecules are bombarded by high energy electrons.<br />

Impact of an electron on a molecule transfers a large amount of energy to the molecule.<br />

M + * e - M * + e -<br />

One way that the molecule can dissipate the excess energy is to lose an electron and become<br />

a Radical Cation the "Molecular Ion".<br />

M * M + . + e -<br />

The mass spectrometer is designed to separate and count cations according to their<br />

charge/mass ratio (m/z). Since most ions have lost only one electron, m/z = mass of the<br />

ion.<br />

Examples of Mass Spectra of Pure compounds:<br />

43<br />

CH 3<br />

CH<br />

CH 3 CH 2<br />

CH 2<br />

CH2<br />

CH 3<br />

71<br />

85<br />

M +<br />

100<br />

Let's try another compound !!!!<br />

What Happened<br />

Intensity<br />

27<br />

29<br />

31<br />

41<br />

43<br />

55<br />

70<br />

CH 3<br />

CH 3 O<br />

H<br />

CH CH 2 CH 2<br />

M +<br />

88<br />

m/z<br />

Clearly, There are more ions than just that formed by the loss of an electron from the whole<br />

molecule!!! What could be happening

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