1. Organic Chemistry, 6th edition Paula Yurkanis Bruice
Chapter 13
Mass Spectrometry, Infrared Spectroscopy, and Ultraviolet/Visible Spectroscopy
Image on right is AADUVKG0 from p2 of 108, ch 13 cropped as shown.
Brian L. Groh
Minnesota State University, Mankato
Mankato, MN
Bruice: Organic Chemistry, © 2011 Pearson Education, Inc.

2. The tallest peak in a mass spectrum ____.
13.2
The tallest peak in a mass spectrum ____.
is called the molecular ion
is called the base peak
has the highest charge
has the highest isotopic abundance
is never the molecular ion
Bruice: Organic Chemistry, © 2011 Pearson Education, Inc.

3. The tallest peak in a mass spectrum ____.
13.2
The tallest peak in a mass spectrum ____.
is called the molecular ion
is called the base peak
has the highest charge
has the highest isotopic abundance
is never the molecular ion
Base peak intensity is defined as 100%. All other peak intensities are measured relative to the base peak.
Bruice: Organic Chemistry, © 2011 Pearson Education, Inc.

4. The way a molecule fragments in a mass spectrometer depends upon ___.
13.5
The way a molecule fragments in a mass spectrometer depends upon ___.
the bond strengths
the stability of the fragments
the energy of the electron beam hitting the molecule
the structure of the molecule
all of the above
Bruice: Organic Chemistry, © 2011 Pearson Education, Inc.

5. The way a molecule fragments in a mass spectrometer depends upon ___.
13.5
The way a molecule fragments in a mass spectrometer depends upon ___.
the bond strengths
the stability of the fragments
the energy of the electron beam hitting the molecule
the structure of the molecule
all of the above
Bruice: Organic Chemistry, © 2011 Pearson Education, Inc.

6. Bruice: Organic Chemistry, © 2011 Pearson Education, Inc.
13.7
Many types of organic spectroscopy use electromagnetic radiation, several of which are listed below. Which type is the highest in energy?
Radio waves
Microwaves
Infrared radiation
Visible light
Ultraviolet light
Bruice: Organic Chemistry, © 2011 Pearson Education, Inc.

7. Bruice: Organic Chemistry, © 2011 Pearson Education, Inc.
13.7
Many types of organic spectroscopy use electromagnetic radiation, several of which are listed below. Which type is the highest in energy?
Radio waves
Microwaves
Infrared radiation
Visible light
Ultraviolet light
The order is:
E > D > C > B > A
Bruice: Organic Chemistry, © 2011 Pearson Education, Inc.

8. What functional group is present in this IR?
13.9 – 13.14
What functional group is present in this IR?
2938 cm-1
1713 cm-1
Cyclohexanone
alcohol B. alkyne C. ketone D. carboxylic acid E. C=C
Bruice: Organic Chemistry, © 2011 Pearson Education, Inc.

9. What functional group is present in this IR?
13.9 – 13.14
What functional group is present in this IR?
No -OH
C=O
2938 cm-1
1713 cm-1
cyclohexanone
alcohol B. alkyne C. ketone D. carboxylic acid E. C=C
Bruice: Organic Chemistry, © 2011 Pearson Education, Inc.

10. UV spectroscopy is based upon ____.
13.17
UV spectroscopy is based upon ____.
stretching and bending of bonds
electronic transitions between ground and excited states
ionization of molecules by ultraviolet light
excitation of nuclei to higher spin states induced by a pulse of electromagnetic radiation
all of the above
Bruice: Organic Chemistry, © 2011 Pearson Education, Inc.

11. UV spectroscopy is based upon ____.
13.17
UV spectroscopy is based upon ____.
stretching and bending of bonds
electronic transitions between ground and excited states
ionization of molecules by ultraviolet light
excitation of nuclei to higher spin states induced by a pulse of electromagnetic radiation
all of the above
Compounds with pi electrons can produce UV/Vis spectra.
Bruice: Organic Chemistry, © 2011 Pearson Education, Inc.

12. Bruice: Organic Chemistry, © 2011 Pearson Education, Inc.
13.20
Based upon your knowledge of UV/Vis spectroscopy, their structures and your intuition, place them in order of increasing λmax. 1 2 3 5 4
A. 1<2<3<4<5; B. 3<2<5<4<1; C. 1<4<5<2<3; D. 2<3<5<4<1; E. 5<3<5<4<1
Bruice: Organic Chemistry, © 2011 Pearson Education, Inc.

13. Bruice: Organic Chemistry, © 2011 Pearson Education, Inc.
13.20
Based upon your knowledge of UV/Vis spectroscopy, their structures and your intuition, place them in order of increasing λmax. 1 2 3 5 4
A. 1<2<3<4<5; B. 3<2<5<4<1; C. 1<4<5<2<3; D. 2<3<5<4<1; E. 5<3<5<4<1
The structures as shown are colored as their names suggest.
Bruice: Organic Chemistry, © 2011 Pearson Education, Inc.