Guided Inquiry-Based Organic Chemistry … Questions...Guided Inquiry-Based Organic Chemistry...
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Guided Inquiry-Based Organic Chemistry Questions for Classroom Response Systems Dr. Richard W. Morrison University of Georgia December 4, 2009
Transcript of Guided Inquiry-Based Organic Chemistry … Questions...Guided Inquiry-Based Organic Chemistry...
Guided Inquiry-Based Organic Chemistry Questions for Classroom
Response Systems
Dr. Richard W. Morrison
University of Georgia
December 4, 2009
Classroom Response Systems Interactive, problem-solving
(Engage)
Anonymity
“Live” feedback
“Give and take” not limited to first several rows
Guide: Beyond Multiple Choice “Series Response” Applications Nearly free response format
Example Concept TestTraditional MCQ
Q: Which of the following is the major product of the reaction shown?
COCH3
Br2
CCl4?
(a) (b) (c) (d)Br
Br
COCH3
Br
Br
COCH3
Br
Br
COCH3
Br
Br
COCH3
Example Concept TestTraditional MCQ
OUTPUT:
(a) (b) (c) (d)Br
Br
COCH3
Br
Br
COCH3
Br
Br
COCH3
Br
Br
COCH3
Multiple Choice QuestionsLimitations as Assessment Tool
1. “Cueing Effect”‡
2. No distinction between correct answer and guess†
3. “All or nothing” evaluation†
4. Answer recognition
† Denyer, G.; Hancock, D. J. Chem. Ed. 2002, 79 (8), 961-964.‡ Schuwirth, L.W.T.; Van der Vleuten, C.P.M. Medical Education 2004, 38, 974-979.
Example Concept Test“Series Response”: Single Step Reaction
COCH3
H3C
+
(1) (2)
(3) (4)
(5) (6)
(7) (8)
Q: Choose the Diels-Alder diene and dienophile that react to yield the given adduct:
Q: Choose the diene and dienophile Diels Alder reaction partnersthat will form the product shown. Enter the number for the dienefollowed by the number for the dienophile.
15 27 38 47
• Correct Answer: 27
•Diene (1), (3) or (4): regiochemistry of ring substituents and cyclohexene double bond
• Answers 16 or 38: electronic activation of Diels-Alder reaction partners
• Answer 25: stereochemistry of Diels-Alder reaction
What is the electron configuration of phosphorus?
Use the Nobel Gas abbreviation for the core electrons.
Don’t worry about entering spaces, we’ll understand.
What is the electron configuration of chromium?
Most students respond: [Ar] 4s23d4
A few respond: [Ar] 4s13d5
• Leads to discussion of stability of filled and half-filled orbitals.
Example Concept Test“Series Response”: Nomenclature
Q: Using numbers as locators and letters given in the key to identify carbon components, name the following compound.
a.
b.
h.
i.
o.
p.
c.
d.
j .
k.
q.
r.
e.
f .
l.
m.
g. n.
pentane
hexane
heptane
octane
nonane
decane
methyl
ethyl
propyl
(1-methylethyl)
butyl
(1-methylpropyl)
2-methylpropyl)
(1,1-dimethylethyl)
di
tri
tetra
penta
12
3
45
a.
b.
h.
i.
o.
p.
c.
d.
j .
k.
q.
r.
e.
f .
l.
m.
g. n.
pentane
hexane
heptane
octane
nonane
decane
methyl
ethyl
propyl
(1-methylethyl)
butyl
(1-methylpropyl)
2-methylpropyl)
(1,1-dimethylethyl)
di
tri
tetra
penta
a.
b.
h.
i.
o.
p.
c.
d.
j .
k.
q.
r.
e.
f .
l.
m.
g. n.
pentane
hexane
heptane
octane
nonane
decane
methyl
ethyl
propyl
(1-methylethyl)
butyl
(1-methylpropyl)
2-methylpropyl)
(1,1-dimethylethyl)
di
tri
tetra
penta 12
3
45
Example Concept Test“Series Response”: Nomenclature
Q: Using numbers as locators and letters given in the key to identify carbon components, name the following compound.
a.
b.
h.
i.
o.
p.
c.
d.
j .
k.
q.
r.
e.
f .
l.
m.
g. n.
pentane
hexane
heptane
octane
nonane
decane
methyl
ethyl
propyl
(1-methylethyl)
butyl
(1-methylpropyl)
2-methylpropyl)
(1,1-dimethylethyl)
di
tri
tetra
penta
12
34
5
6
7
8
9
a.
b.
h.
i.
o.
p.
c.
d.
j .
k.
q.
r.
e.
f .
l.
m.
g. n.
pentane
hexane
heptane
octane
nonane
decane
methyl
ethyl
propyl
(1-methylethyl)
butyl
(1-methylpropyl)
2-methylpropyl)
(1,1-dimethylethyl)
di
tri
tetra
penta
Student Responses
1
2
3
4
5
1
2
3
4
525341
34521
351
342
45321
Example Concept TestMCQ: Synthesis
Q: Which reaction sequence would accomplish this transformation?
CH2OH CH
CH2OH
CH2CH3
A.
B.
C.
D.
PCCCH2Cl2
1.CH3CH2MgBr2. H3O+
PBr3 MgEt2O
1.H2CO2. H3O+
CrO3H3O+
PBr3 MgEt2O
1.H2CO2. H3O+
1.CH3CH2MgBr2. H3O+
PCCCH2Cl2
1.CH3CH2MgBr2. H3O+
1. CH3MgBr2. H3O+
CrO3H3O+
MgEt2O
1. CH3CH2MgBr2. H3O+
PBr3 H2CO
Example Concept Test“Series Response”: Synthesis Roadmap
Q: From the reagent pool shown, list the series of reagents (in order) that will yield the following transformation.
?OH H
1. CH3CH2Br 5. 1. BH3, THF; 9. Li, NH3(l)2. H2O2, H2O, OH-
2. mCPBA 6. H2, Pd/C 10. 1. O3,2. Zn, H3O+
3. CH3I 7. H2, Lindlar catalyst
4. HgSO4, H2SO4, H2O 8. NaNH2, NH3(l)
?OH H
1. CH3CH2Br 5. 1. BH3, THF; 9. Li, NH3(l)2. H2O2, H2O, OH-
2. mCPBA 6. H2, Pd/C 10. 1. O3,2. Zn, H3O+
3. CH3I 7. H2, Lindlar catalyst
4. HgSO4, H2SO4, H2O 8. NaNH2, NH3(l)
Conclusions― In-lecture guided inquiry feasible for large lecture
courses
― Class Response Systems for guided inquiry― Interactively engage Students
― Immediate feedback and remediation
― Guided: beyond multiple choice for in-class concept tests― “Series response” applications
― Step-wise analysis
― Pin-point student confusion
Acknowledgements
Mr. Joel CaughranDr. Angela Sauers
“Chem Ed Group” Members at UGA
PRISM and NSF for funding This material is based on work supported by the
National Science Foundation under Grant No. EHR-0314953
