Download E. 2,3,6-trimethyl-4-octyne F. 1-butyl-3

CHEMISTRY 1152
NAME_________________
EXAM IA - Key
Fall, 2014
Kirberger
All notes, books, etc., must be placed out of sight. Please read each of the problems carefully. If
something is not clear, please ask.
The exam is worth a total of 109 points. Make sure your exam is complete.
Answers should be placed in the space provided. Write legibly--if I cannot read it--it is wrong.
Please include an explanation whenever asked to or whenever necessary to make your answer
clear. Please put your name on every page of the exam.
Please note that you may not leave the room for any reason once you have started the exam. If
you have to leave early, you must submit your exam before you leave. You will not be allowed to
return to finish the exam once it has been submitted. Good Luck!!!
Chemistry 1152
Exam IA - Key
Name ________________________________
1
1) (3 points) Which of the following formulas represents a saturated hydrocarbon?
a.
C2H6
b.
C2H4
c.
C3H6
d.
C5H10
ANS: A
2) (3 points) Which of the following is a secondary alcohol?
a. CH3CH2OH
b. (CH3)2CHOH
c. (CH3)2CHCH2OH
d. (CH3)3COH
ANS: B
3) (3 points) Hydrogen bonding between two alcohols affects ___________ while hydrogen
bonding between alcohol and water affects _________________.
a. Reaction Products, Boiling Point
b. Solubility, State of Matter
c. Boiling Point, solubility
d. Solubility, Boiling Point
e. Both a and c
ANS: C
4) (3 points) How many structural isomers are possible for compounds with a molecular formula
C4H10?
a.
b.
c.
d.
2
3
4
5
ANS: A
5) (3 points) Which of the following compounds is a structural isomer of 2-methylbutane?
a. Propane
b. 2-methylpropane
c. Butane
d. Pentane
ANS: D
Chemistry 1152
Exam IA - Key
Name ________________________________
2
6) (3 points) Hund’s rule states:
a) Electrons fill orbitals starting at the lowest available (possible) energy states before filling
higher states (e.g. 1s before 2s).
b) No two identical fermions (particles with half-integer spin) may occupy the same
quantum state simultaneously.
c) Every orbital in a subshell is singly occupied with one electron before any one orbital is
doubly occupied, and all electrons in singly occupied orbitals have the same spin.
d) Every orbital in a subshell is singly occupied with one electron before any one orbital is
doubly occupied.
7) (3 points) Alkenes form sigma (σ) bonds through ________ hybrid orbitals and pi (π) bonds
through _____ orbitals.
a) sp, p
b) sp2, p
c) sp2, s
d) sp3, p
e) sp3, s
8) (8 points) In the figure below, indicate the type of hybridization associated with the carbon
atom (sp3, sp2 or sp) at each of the 4 asterisks.
*
*
*
*
9) (10 points) Draw 5 structural isomers of C7H16.
Chemistry 1152
Exam IA - Key
Name ________________________________
10) (6 x 3 pts) Draw each of the following structures:
A. 3-ethyl-2,8-dimethylnonane
B.
3,4,7,8-tetrachlorodecane
Cl
Cl
C.
cis-4-bromo-5-ethyl-3,6-dimethyloct-4-ene
Cl
Cl
D. p-ethyltoluene
Br
E. 2,3,6-trimethyl-4-octyne
F.
1-butyl-3-isobutylcyclohexane
3
Chemistry 1152
Exam IA - Key
Name ________________________________
11) (6 x 3 pts) Name each of the following using correct systematic names.
A.
B.
Cl
1-chloro-2,4-dimethylcyclopentane
3-ethyl-2,4-dimethyl-3-hexene
C.
D.
Br
4,5-diethyl-2-methyloctane
1-bromo-4-methyl-1-cyclohexene
E.
F.
Cl
Br
HO
4-chloro-3-ethylpentan-2-ol
Cl
OH
4-bromo-3-chlorophenol
4
Chemistry 1152
Exam IA - Key
Name ________________________________
5
12) (4 x 3 points) For each of the pairs below, state whether they represent the same molecule,
isomers or different molecules.
a)
_____SAME________________
b)
OH
HO
HO
OH
____ISOMER_____________
c)
___DIFFERENT___________
d)
______ISOMER_________
13) (4 points) Write a balanced equation to describe the combustion reaction of C8H18.
2 C8H18
+ 25 O2

18 H2O
+
16 CO2
Chemistry 1152
Exam IA - Key
Name ________________________________
6
14) (6 x 3 points) Complete the following reactions by drawing the structure of the major product
formed. If no reaction occurs, write “No Reaction”.
a)
+
HBr
+
H2
No Reaction
b)
Pt
c)
+
H2O
H2SO4
HO
d)
+
Br
Br-Br
Br
e)
Br
+
HBr
f)
H2SO4
OH
180 oC
+
HO
H