CHM1321 C Midterm 1A 2016 Page 2 of 9
Part A B C Total
Points 10 (+2) 20 20 50 (+2)
Mark
TA
Part A – 1 or 2 points per question
1. (5 pts) Give the line structure or the IUPAC names for the following compounds:
STRUCTURE NAME
O
OH 5-hydroxy-1-phenyl-3-hexanone
m-diethylbenzene
(2E,6Z)-4-methyl-2,6-octadiene
2. (0.5 pt) In valence bond theory, which atomic orbitals overlap to form the σC-H molecular
orbitals of ethane, CH3CH3?
a. C 2p + H 1s
b. C 2sp + H 1s
c. C 2sp2 + H 1s
d. C 2sp3 + H 1s
This study source was downloaded by 100000858936669 from CourseHero.com on 02-06-2023 05:22:14 GMT -06:00
https://www.coursehero.com/file/17318675/KEY-2016-Midterm-1A/
, CHM1321 C Midterm 1A 2016 Page 3 of 9
3. (0.5 pt) The two chair conformers of cis-1,2-dibromocyclohexane are of equal stability.
TRUE FALSE
4. (0.5 pt) Which of the following Newman projections represents 3-methylhexane?
CH 3 CH(CH 3)2 CH2CH 3 H
H H H H H 3C H H CH2CH2CH2CH 3
H CH 3 H H H H H H
CH2CH2CH 3 CH2CH 3 CH2CH 3 CH 3
A B C D
5. (0.5 pt) Which of the following is not true regarding the properties of alkanes?
a. alkanes are nonpolar
b. alkanes burn in air to give H2O and CO2
c. alkanes are highly miscible with water
d. the strongest intermolecular force between alkane molecules are van der Waals
interactions
6. (3 pts) The molecule shown below is known as Pepcid, a drug used to reduce gastric acid
production. State the hybridization, geometry, and approximate bond angles of the
indicated atoms.
NH 2 NH 2
O
H 2N N
S N S NH 2
N
S O
sp2 sp3
trigonal planar tetrahedral
120º 109.5º
BONUS (+1.5 pts)
7. Draw line structures of three tertiary alcohols that have the formula C6H14O.
OH
OH OH
This study source was downloaded by 100000858936669 from CourseHero.com on 02-06-2023 05:22:14 GMT -06:00
https://www.coursehero.com/file/17318675/KEY-2016-Midterm-1A/
Part A B C Total
Points 10 (+2) 20 20 50 (+2)
Mark
TA
Part A – 1 or 2 points per question
1. (5 pts) Give the line structure or the IUPAC names for the following compounds:
STRUCTURE NAME
O
OH 5-hydroxy-1-phenyl-3-hexanone
m-diethylbenzene
(2E,6Z)-4-methyl-2,6-octadiene
2. (0.5 pt) In valence bond theory, which atomic orbitals overlap to form the σC-H molecular
orbitals of ethane, CH3CH3?
a. C 2p + H 1s
b. C 2sp + H 1s
c. C 2sp2 + H 1s
d. C 2sp3 + H 1s
This study source was downloaded by 100000858936669 from CourseHero.com on 02-06-2023 05:22:14 GMT -06:00
https://www.coursehero.com/file/17318675/KEY-2016-Midterm-1A/
, CHM1321 C Midterm 1A 2016 Page 3 of 9
3. (0.5 pt) The two chair conformers of cis-1,2-dibromocyclohexane are of equal stability.
TRUE FALSE
4. (0.5 pt) Which of the following Newman projections represents 3-methylhexane?
CH 3 CH(CH 3)2 CH2CH 3 H
H H H H H 3C H H CH2CH2CH2CH 3
H CH 3 H H H H H H
CH2CH2CH 3 CH2CH 3 CH2CH 3 CH 3
A B C D
5. (0.5 pt) Which of the following is not true regarding the properties of alkanes?
a. alkanes are nonpolar
b. alkanes burn in air to give H2O and CO2
c. alkanes are highly miscible with water
d. the strongest intermolecular force between alkane molecules are van der Waals
interactions
6. (3 pts) The molecule shown below is known as Pepcid, a drug used to reduce gastric acid
production. State the hybridization, geometry, and approximate bond angles of the
indicated atoms.
NH 2 NH 2
O
H 2N N
S N S NH 2
N
S O
sp2 sp3
trigonal planar tetrahedral
120º 109.5º
BONUS (+1.5 pts)
7. Draw line structures of three tertiary alcohols that have the formula C6H14O.
OH
OH OH
This study source was downloaded by 100000858936669 from CourseHero.com on 02-06-2023 05:22:14 GMT -06:00
https://www.coursehero.com/file/17318675/KEY-2016-Midterm-1A/
