Practice First Hour Exam, Chem 2210, Organic Chemistry 1
1. Which of the following bonds is the shortest?
A. C-Ha
B. C-Hb
C. C-Hc
D. C-Hd
2. Which of the following is NOT a valid resonance structure of the others?
3. What functional groups are present in the following molecule?
A. Aromatic, ketone, alcohol
B. Aromatic, carboxylic acid
C. Alkene, ketone, alcohol
D. Alkene, carboxylic acid
4. Rank the following bases in order of decreasing strength (strongest base first)
A. I, II, III, IV
B. II, I, IV, III
C. IV, III, II, I
D. III, IV, I, II
5. Which statement about acid-base reactions best describes the reaction that is most likely to occur
between the compounds shown below?
CH 3CH 2-OH
I
+
BF 3
?
II
A. An acid-base reaction will occur where I acts as a Lewis acid only
B. An acid-base reaction will occur where II acts as a Lewis acid only
C. An acid-base reaction will occur where I acts as both a Lewis and Bronsted-Lowry acid
D. An acid-base reaction will occur where II acts as both a Lewis and Bronsted-Lowry acid
6. omit
7. Which of the following molecules is linear? (Hint: write Lewis structures with all lone pairs
first).
A. OF2
B. H2O
C. CO2
D. SO2
8. Which of the following compounds has the highest boiling point?
A. CH3CH2COOH
B. CH3CH2CH2OH C. CH3COONH4
D. CH3(CH2)4CH3
9. Which of the following reactions will NOT take place as written?
CH
A. NaNH2 + CH3C
B. CH3C
CNa + H2O
C. CH3C
CNa + CH3OH
D. CH3C
CNa + CH3CH3
CH3C
CNa + NH3
CH3C
CH + NaOH
CH3C
CH3C
CH + CH3ONa
CH + CH3CH2Na
10. What is the total charge of the following species?
A. 0
B. +1
C. +2
D. -1
11. What is the hybridization of the indicated atom in the following species?
CH3 CH2 CH2 OH
A. sp3
B. sp2
C. sp
D. not hybridized
12. Which of the following molecules has the lowest number of 2 hydrogens?
a)
b)
c)
d)
OH
13. Which of the following is an isomer of this alcohol?
OH
OH
OH
OH
O
A.
B.
D.
C.
14. Which of the following compounds is a ketone?
O
C.
O
B.
A.
OH
D.
H
O
15. omit
16. Which of the following species has a bond angle of approximately 109.5o?
A. H3O+
B. BH3
D. +CH3
C. AlCl3
17. What is the relationship between the structures shown below?
NH 2
and
NH
A.
Different compounds that are not isomeric
B.
Different compounds that are constitutional isomers
C.
The same compound
D.
resonance contributors
18. Which statement about acid-base reactions best describes the reaction that is most likely to
occur between the compounds shown below?
CH3CH2-OH
+
I
BH3
?
II
A.
A Bronsted-Lowry acid-base reaction will occur in which Compound I is the acid and
Compound II is the base.
B.
A Bronsted-Lowry acid-base reaction will occur in which Compound II is the acid and
Compound I is the base.
C.
A Lewis acid-base reaction will occur in which Compound I is the acid and Compound II
is the base.
D.
A Lewis acid-base reaction will occur in which Compound II is the acid and Compound I
is the base.
19. Which of the following functional groups does not show any absorption bands in the 3300 to
3500 cm-1 region of the infrared spectrum?
A. alcohols
B. primary amines
C. secondary amines
20. omit
21. Which of the following compounds is 5-sec-butyl-3-methylnonane?
A.
B.
C.
D.
D. tertiary amines
22. omit
23. The C-H bonds in HC≡CH are
orbital.
A. sigma, sp3+ s
, and are made by the overlap of an
B. sigma, sp + sp
orbital + an
D. sigma, sp2 + s
C. sigma, sp + s
24. Which of these is the cis isomer?
A.
B.
25. This is an example of a(n)
A. s
B. sigma
C.
D.
orbital. Nuclei are designated with a black dot.
C. sigma*
D. sp2