Jonathan Casiano

casiano@uab.edu
Sessions: Mondays 4:30-5:30 EB132 & Wednesdays 11:00-12:00 EB132
Office Hour: Wednesdays 10:00-11 :00 HUC 514
www.ch235.yolasite.com
Mock Exam I

1. Draw the Lewis structures, line-bond structures, and predict the molecular geometry, polarity, and
hybridization.
Line-bond structure and Polar?
Molecule Lewis structure Molecular geometry
..
hybridization of non-hydrogen atom (Y/N)
'F'. ~F....5f'
'
. +e-frct hedra /
CH3F
H ··r"H
. Jjt/~C
I~
-H Y~5
H H
., •• 5pJ..
O2 0: :0
•••
0::::'0 Jlln~r J/Ic
••
..
..
lei! f'
AI~r;p
1.
, mjonal
AICb
:{I"
..
.' AI •.
" CI :
.' fr 'CI ~5P planar #0
Ii.
r ~5f' ftfm~/ No
NH4+ H·~N"J.f
~.
H,,,N-H -e
Pi pole (rI.01tteI t?
u4 IUAw\C I. Me (cult

ere"·
2. Draw all resonance structures for the following molecules by showing electron pushingwith curved is (ftA6f1'vt
arrows. Label any non-zero formal charge. ~Ut +0 r;hMJt

CH2
< )

, yvGI-1.1..
:0:
 H
3. Give the IUPAC name to the compounds below. I
t-bufyl
H3C c

,
/- efhyl- 3-/f~fnfyl cyc/~pen-fane

H3C5

H3C~~~
run' 3
d'
(£)·3-prlfY/-I,3-pt'''~..Je/l tBr

H2C,
~1. ,
4. Predict the direction of the following reaction and include the equilibrium constant. if

H3C~OH + H3C
A O

0
_ L
7H3C~O-
+
H3C~OH
~O

weaKff ,1 J. H /OO:J fm"lH'" Ao'&(

ftt/TA li'~dU(HJ L(H~CHJ..IJH.JLC 1" -
l<eq=(ft.~tN1H]: [CH3CH;.O-J rvHJ~HJ
5. Draw the two chair conformations of trans-l-chloro-4-methylcyclohexane. Which is more stable? Why?
(l,OOOpts!) ~ ~ (
H HC~""C
J
CH'f
./

C1
, ~---'
3
G

M¢ Shb/e '11
e~UA~n'al pOjlft6n ftJ aV()ld
L,;- cUattl41 mferaoh'(Jt1 H CI
6. Multiple choice

1) What anion has the electron configuration ls22s22p6?

a) Ne 02- ®c) Mg+2 d) cr
2) The bond angle around an sp2 center is about
a) 109.5° b) 107.5° €) 120° d) 1800
 3) You perform an experiment that yielded an equilibrium constant (Keq) greater than one (1) at
room temperature. Which of the following is (are) true? J c;.; - /l. TIt'! (1<1'1-)
@ LiG is negative. J _ rpnduc~)
b) There are more reactants than products. K({, - rR.~4tituIs]
c) LiG is positive. At;. «Iln
@) There are more products than reactants. pOS. - 1f"nhll-t'''11-5
4) In the same shell, which atomic orbital is oflowest energy? '(tt I ntf..J.- t1MffJ~lIhn~lI$ <
@ s b) p c) d d) f f) none of the above
5) When two atoms form a covalent bond,
~ Energy will be absorbed
® Energy will be released
c) There will be no change of energy
d) Release or absorption of energy will depend on the nature of the bond formed
e) None ofthe above +e ~ef/lllf.1t:;y)
d
6) In the following reaction, what role does the ammonia molecule play?

H3C
+
~
LJ

H
Li _

+
'\

:
H
I
I- H
•. H3C
+_ H

Li-,-H
H
1+
(~rf(tA5
H
a~
rJ.()fI~
e - ().{Iep'"
I J
~
a lue
tUCfj ~
naf-e5
H H
ammonia
H H lLewi 5 deflll,'HofJ

a) Brensted-Lowry acid b) Conjugate base c) Lewis acid @ Lewis base

7) You are given the conjugate bases of some acids. Which conjugate base belongs to the strongest
acid?
HCI H I3r- HF H1 I

a) cr Br- c) F b) @) r /~tJJ( AI f'lze CM1(

8) Which of the following is the most stable conformation oftrans-I-ethyl-3-methylcyclohexane? ~

H
CH3
H
t L ,
H3C blffeY' /J(WIC TI 15
b /cf9 etuhf'IA-1
Which of the following alkanes has the highest boiling point? L I 1- ,f,., ;;z t I.
a) 2,3-dimethylbutane c) 2-methylpentane ' ,.-neJ'
JfJCr u,v....L-
carp{P/J III CflR1"
f
(). ,

b) 3- methylpentane @hexane IACftll}t brMfM5 I~ tMh-::J,-/J'f'

10) Rank the following in order of decreasing importance as a contributing resonance structure to the

:I~
molecular structure of acetone, CH3COCH3 (more important> less important)

:0: ~~~w :1:

+~~

)\ ;c""r1q, /C", ~a~

CH H3C CH3 Ctt ~H3C CH3
H~ 3 3
1 2
a) 1> 2 > 3 @ 1 > 3> 2 c) 2 > 1 > 3 d) 3 > 1 > 2