CHM 2210 Eastern Florida State University Organic Chemistry Questions

Module 6 CH 4 MasteryCHM 2210 – Dr. Iannotti
Draw 3 Newman projections (those are the ones with the circles) of butane, sighting
down the C2-C3 bond. Show the eclipsed, anti and gauche configurations.
Based on the previous question, provide a neatly drawn plot of energy versus dihedral
angle for rotation around the C2-C3 bond of butane (Hint: Which structures, eclipsed,
anti or gauche have the highest or lowest energy?)
CH 4 Alkanes Homework
CHM 2210 – Dr. Iannotti
Remember, the choices may not be in the same order on Canvas.
1. What is the IUPAC name for the following compound?
A.
B.
C.
D.
2,3,5-triethylhexane
2,4,5-triethylhexane
2,4-diethyl-5-methylheptane
4-ethyl-3,6-dimethyloctane
2. What is the common name of the following substituent?
A.
B.
C.
D.
isopropyl
tert-butyl
iso-butyl
sec-butyl
3. What is the relationship between the following two compounds?
A. Constitutional Isomers
B. The same compound
C. Completely different and not constitutional isomers
4.
Which of the following is a Newman projection for the following compound as viewed down
the indicated bond?
Et
Et
Et
H
5. Which of the following is a gauche conformer?
HH
H
HH
H
H
H
H
H
H
A.
B.
C.
H
H
H
H
D.
H
H
Et
C.
H
B.
A.
H
H
Et
H
H
H
Et
D.
6. Which is the most stable chair conformer of the following compound?
OH
O
O
A.
O
O
C.
B.
D.
7. Which of the following structures represents trans-1,3-dimethylcyclohexane?
8. Which of the following is the most stable isomer?
A.
B.
C.
D.
9. Why is entropy negative for ring closures?
A. Closing a ring results in fewer molecules.
B. Closing a ring results in more molecules.
C. Closing a ring releases energy.
D. Closing a ring restricts the rotation around individual carbon-carbon bonds.
10. What is the IUPAC name of the following compound?
a.
b.
c.
d.
trans-1-isopropyl-4-methylcyclopentane
cis-1-tert-butyl-2-methylcyclopentane
trans-1-tert-butyl-2-methylcyclopentane
cis-1-isopropyl-2-methylcyclopentane
CH 4 Alkanes Homework
CHM 2210 – Dr. Iannotti
Remember, the choices may not be in the same order on Canvas.
1. What is the IUPAC name for the following compound?
A.
B.
C.
D.
2,3,5-triethylhexane
2,4,5-triethylhexane
2,4-diethyl-5-methylheptane
4-ethyl-3,6-dimethyloctane
2. What is the common name of the following substituent?
A.
B.
C.
D.
isopropyl
tert-butyl
iso-butyl
sec-butyl
3. What is the relationship between the following two compounds?
A. Constitutional Isomers
B. The same compound
C. Completely different and not constitutional isomers
4.
Which of the following is a Newman projection for the following compound as viewed down
the indicated bond?
Et
Et
Et
H
5. Which of the following is a gauche conformer?
HH
H
HH
H
H
H
H
H
H
A.
B.
C.
H
H
H
H
D.
H
H
Et
C.
H
B.
A.
H
H
Et
H
H
H
Et
D.
6. Which is the most stable chair conformer of the following compound?
OH
O
O
A.
O
O
C.
B.
D.
7. Which of the following structures represents trans-1,3-dimethylcyclohexane?
8. Which of the following is the most stable isomer?
A.
B.
C.
D.
9. Why is entropy negative for ring closures?
A. Closing a ring results in fewer molecules.
B. Closing a ring results in more molecules.
C. Closing a ring releases energy.
D. Closing a ring restricts the rotation around individual carbon-carbon bonds.
10. What is the IUPAC name of the following compound?
a.
b.
c.
d.
trans-1-isopropyl-4-methylcyclopentane
cis-1-tert-butyl-2-methylcyclopentane
trans-1-tert-butyl-2-methylcyclopentane
cis-1-isopropyl-2-methylcyclopentane
Module 7 Lecture Activity
CHM 2210 – Dr. Iannotti
1. What is the relationship between the following two compounds?
A.
B.
C.
D.
Constitutional isomers
Stereoisomers
Identical
Not isomers, different compounds entirely.
2. Is the following alkene cis, trans, or neither?
3. Draw the enantiomer of the following compound.
OH
NH2
4. Which of the following structures is different from the other three?
5. Which of the following have the S configuration?
6. In the lecture, we talk about (R)-carvone smelling like peppermint, while (S)-carvone smells
like caraway. Do an internet search and find a pair of molecules where one stereoisomer has
different properties than its non-superimposible mirror image. As usual, an extra point for the
fun, weird and unusual.
Question 1
2 pts
What is the IUPAC name for the following compound? See attached document.
2,4,5-triethylhexane
2,4-diethyl-5-methylheptane
2,3,5-triethylhexane
4-ethyl-3,6-dimethyloctane
Question 2
2 pts
What is the common name of the following substituent? See attached document.
iso-butyl
sec-butyl
isopropyl
O tert-butyl
Question 3
2 pts
What is the relationship between the following two compounds? See attached document.
The same compound
Constitutional Isomers
Completely different and not constitutional isomers
Question 4
2 pts
Which of the following is a Newman projection for the following compound as viewed down the
indicated bond? See attached document
O
B
OA
O
Question 7
2 pts
Which of the following structures represents trans-1,3-dimethylcyclohexane?
1
O
O
O 2
Question 8
2 pts
Which of the following is the most stable isomer? See attached document.
B
ОА
o
D
OC
Question 9
2 pts
Why is entropy negative for ring closure?
Closing a ring restricts the rotation around individual carbon-carbon bonds.
Closing a ring results in more molecules.
Closing a ring results in fewer molecules.
Closing a ring releases energy.
Question 10
2 pts
What is the IUPAC name of the following compound? See attached compound.
trans-1-tert-butyl-2-methylcyclopentane
trans-1-isopropyl-4-methylcyclopentane
cis-1-tert-butyl-2-methylcyclopentane
cis-1-isopropyl-2-methylcyclopentane
Question 6
2 pts
Which is the most stable chair conformer of the following compound? See attached document.
OA
O
B
O