Midterm #1 Ian R. Gould
Person on your LEFT (or Empty or Aisle)
Li Be B C N O F Ne
Na Mg Al Si P S Cl Ar
K Ca Sc Ti V Cr Mn Fe Co Ni Cu Zn Ga Ge As Se Br Kr
Rb Sr Y Zr Nb Mo Tc Ru Rh Pd Ag Cd In Sn Sb Te I Xe
Cs Ba Lu Hf Ta W Re Os Ir Pt Au Hg Tl Pb Bi Po At Rn
CHEM 233, Spring 2016
Interaction Energies, kcal/mol
Person on your RIGHT (or Empty or Aisle)
Total (incl Extra)________/175+5
OAromatic Ar H Alkyl
mainly 8 - 6.5 CCH2
3° > 2° > 1°
variable and condition dependent,
ca. 2 - 6 δ
C O H
broad with spikes ~3300
broad ~3000 1710
range of values
small range usually
Infrared Correlation Chart
NMR Correlation Charts
•!PRINT YOUR NAME ON EACH PAGE!
• READ THE DIRECTIONS CAREFULLY!
• USE BLANK PAGES AS SCRATCH PAPER
work on blank pages will not be graded...
• WRITE CLEARLY!
• MOLECULAR MODELS ARE ALLOWED
• DO NOT USE RED INK
• DON'T CHEAT, USE COMMON SENSE!
3° > 2° > 1°
ASU or Posting ID
The room where most students will take the test for your
class, i.e. LS A-191 for onground and PS H-152 for hybrid)
COMPLETE THIS SECTION : Up to TWO POINTS will be removed for incorrect/missing information!
**YOU ARE NOT ALLOWED TO TAKE SPARE COPIES OF THIS EXAM FROM THE TESTING ROOM**
(cover errors) ____/2
PRINTED FIRST NAME PRINTED LAST NAME
Class you are REGISTERED FOR (onground or hybrid)
- 2 - NAME
CHEMISTRY 233, Fall 2016, MIDTERM #1
Question 1 (12 pts.) Circle and identify all functional groups in the following structure, ignore alkyl
groups. Indicate any amines, amides or alcohols as primary, secondary or tertiary, as appropriate.
2° amine Ciproﬂoxacin, the only drug
speciﬁcally approved by the FDA
for treatment of inhalation
Question 2 (22 pts.) Rank the pairs of electrons indicated, A, B, C and D in order of increasing
energy. Give an explanation for your choice, most of the points are for the explanation, not the
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non-bonding electrons are higher in energy than bonding electrons, therefore A and C are highest
in energy, phosphorus is larger and less electronegative than oxygen, C are thus highest
π-bonding electrons are higher in energy than σ-bonding electrons, thus D is next highest and B is
Question 3 (24 pts.) For the structures A and B below:
a) Indicate (in words, do not draw on the structures) the largest BOND DIPOLE moment(s) in each
b) Between these two largest bond dipole moments (the one from A and the one from B), which
would be larger? Give a brief explanation.
c) Draw the MOLECULAR DIPOLE MOMENTS ON TOP OF THE STRUCTURES. Your drawings
do not need to illustrate the size of the dipole, only the direction. If there is no molecular dipole,
indicate so. BRIEFLY explain which structure would have the larger MOLECULAR dipole moment.
the largest bond dipole moment in A is that associated with the C-N triple bonds
the largest dipole moment in B is that associated with the C-F bond
A has a larger MOLECULAR dipole moment because it has two larger bond dipole
moments that add in (roughly) the same direction as the two smaller bond dipole moments
the C-N triple bond dipole moment is larger because even though F is more electronegative than N,
the electrons in the pi-bonds in the triple bond are highly polarizable
Complete this section : up to two points will be removed for incorrect/missing information! Person on your left (or empty or aisle) Person on your right (or empty or aisle) Class you are registered for (onground or hybrid) The room where most students will take the test for your class, i. e. ls a-191 for onground and ps h-152 for hybrid) **you are not allowed to take spare copies of this exam from the testing room*: print your name on each page! 2____________/22: use blank pages as scratch paper work on blank pages will not be graded, write clearly, molecular models are allowed, do not use red ink. Extra credit_____/5: don"t cheat, use common sense! Li be b c n o f ne. Na mg al si p s cl ar. K ca sc ti v cr mn fe co ni cu zn ga ge as se br kr.