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2023-1 Ochem Midterm

This document contains a 16 question midterm exam for an organic chemistry course. The exam covers topics such as drawing Lewis structures, identifying molecular shapes and polarity, naming organic compounds, drawing conformations, and comparing acidity.

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koa0505
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65 views

2023-1 Ochem Midterm

This document contains a 16 question midterm exam for an organic chemistry course. The exam covers topics such as drawing Lewis structures, identifying molecular shapes and polarity, naming organic compounds, drawing conformations, and comparing acidity.

Uploaded by

koa0505
Copyright
© © All Rights Reserved
We take content rights seriously. If you suspect this is your content, claim it here.
Available Formats
Download as PDF, TXT or read online on Scribd
You are on page 1/ 3

O-Chem BTE2101 Midterm exam (4/20/23)

Student ID: ______________ Name:___________________


(in Korean if you have)

1-3.
a. H2CO b. CF4
c. H2O d. BeF2

1. Draw the Lewis diagram for the chemicals shown above (5 pt each).
a. b. c. d.

2. What is the shape of these molecules? Please write (not draw) the shape. (5 pt each)
a. b. c. d.

3. Write whether these compounds are polar or non-polar. (5 pt each)


a. b. c. d.

4-6.
It is an inorganic molecule and a pale blue gas with a distinctively pungent smell. It is an
allotrope of oxygen that is much less stable than the diatomic allotrope O2, breaking down
in the lower atmosphere to O2. It is formed from dioxygen by the action of ultraviolet (UV)
light and electrical discharges within the Earth's atmosphere. It is present in very low
concentrations throughout the latter, with its highest concentration high in a layer of the
stratosphere, which absorbs most of the Sun's ultraviolet (UV) radiation. (Wikipedia)
4. What is the name or molecular formula of it? (5 pt)

5. This compound has a resonance structure. Draw its two resonance structures and
their hybrid form. (15 pt, 5 pt each)

6. Indicate whether each statement below is correct or not. (20 pt)


a. This compound has a total of 18 balance electrons. (T or F)
b. The bond angle of this compound is greater than the bond angle of CH4. (T or F)
c. The bond angle of this compound is smaller than the bond angle of BF3. (T or F)
d. Generally, a compound reacted with this compound is getting reduced. (T or F)

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O-Chem BTE2101 Midterm exam (4/20/23)
7. What functional group is present in the terpene camphor? (5 pt)

A) Hydroxy group
B) Carboxy group
C) Carbonyl group
D) Oxy group

8-11

8. Write the IUPAC name of the organic compound shown below. Remember that you need to
indicate whether this compound is a cis or trans isomer. (10 pt)

9. How many stereogenic carbons does this compound have? (5 pt)

10. Assign R or S for each stereogenic center. (5 pt each)

11. Draw the most stable chair conformation of this compound. (15 pt)

12. Rank the compounds in the group shown below in order of increasing boiling point. Put the
molecule that has the lowest boiling point first. (10 pt)

< <

2/3
O-Chem BTE2101 Midterm exam (4/20/23)
13-14.
13. Draw Newman projections for the totally eclipsed, the gauche, and the anti conformations of
2,5-dimethylhexane, relative to the C3-C4 bond. Assume you are viewing it from C3
through C4. You may abbreviate the isopropyl groups attached to C3 and C4 as "i-Pr" for
convenience. (15 pt)

14. Draw the energy diagram of this compound from its anti conformation with rotation by 60o
until it comes back to the original conformation. (20 pt)

15. Discodermolide is a tumor inhibitor isolated from the Caribbean marine sponge
Discodermia dissolute. What is the maximum number of stereoisomers possible for this
compound? (10 pt)

16. List the following compounds in the order of increasing basicity of their conjugate bases.
Put first a compound whose conjugate base is the weakest. (10 pt)

(1) CH3CH2CH3, (2) ClCH2CH2OH, (3) CH3CH2OH, (4) HCl, (5) HI, (6) HF

3/3

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