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Final

CHM 1321 Study Guide - Final Guide: Ethyl Acetate, Benzophenone, Biphenyl


Department
Chemistry
Course Code
CHM 1321
Professor
William Ogilvie
Study Guide
Final

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Procedure:
Part A:
1) 10ml of a 2:8 mixture of ethyl acetate
(EtOAc) and hexanes was added into an
empty developing jar, and covered with a lid.
2) Two TLC plates were prepared as shown in
Figure 1.
3) An unknown sample #48 at 15.0 mg was
added and dissolved in 2.0 ml of
dichloromethane.
4) Small dots of the solution containing the
dissolved solution were spotted to the co-spot
(middle) and then sample lanes (most right) for both TLC plates using capillary
tubes.
5) 2.0 ml of benzophenone was added into a separate test tube. Small spots of this
solution were then added onto the reference lane (most-left), and then the co-spot
lane on one of the TLC plates.
6) Same as the previous step, 2.0 ml of biphenyl was added into a separate test tube.
Small amount of solutions were spotted onto the reference lane, and then the co-
spot lane on the other TLC plate.
7) Both TLC plates were palced into separate jars, with both of the silica later facing
up. The jars were then covered with lids and the plates were placed in the jars for
about 3-5 minutes, or until the solvent elutes until the solvent fronts are about 1cm
from the top of the plates.
8) The TLC plates were removed and the solvent finish lines were marked lightly
with a pencil. The plates were left to dry for a minute.
9) Both TLC plates were placed under the UV light and the visible spots were gently
circled using a pencil.
Part B:
1) 10.0 ml of ethyl acetate (EtOAc) was added into a clean developing jar. The jar
was covered with a lid.
2) Steps 2-9 from part A were repeated.
3) 10.0 ml of hexanes was added in to a clean developing jar, and the solution in the
jar was covered with a lid.
4) Steps 2-9 from part A were repeated.
Part C:
1) A vial labeled YY was obtained from the demonstrator.
2) Four new TLC plates were prepared (same as in part A), with each of the plates
acting as different reference compounds: bromobenzene, o-bromonitrobenzene, m-
bromonitrobenzene, and p-bromonitrobenzene.
3) Steps 2-8 from part A were repeated.
4) Photos of the TLC plates were taken before the spots were circled with pencil.
Figure'1'

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Co Rxn
SM
Observations:
TLC Plate #1 TLC Plate #2'''
TLC Plate #3 TLC Plate #4
Co Rxn
SM
Co Rxn
SM
Solvent(System:(
EtOAc:Hexanes'2:8'
Solvent(System:(
EtOAc:Hexanes'2:8'
Diol(Product:(
RF='0.89'
Sample:(
#48'with'biphenyl'
'
'
'
Diol(Product:(
RF='0.78'
RF=0.67'
Sample:(
#48'with'benzophenone'
Solvent(System:(
Ethyl'acetate'
Diol(Product:(
RF='0.91'
Sample:(
#48'with'biphenyl'
Co Rxn
SM
Solvent(System:(
Ethyl'acetate'
'
Diol(Product:(
RF='0.89'
Sample:(
#48'with'benzophenone'
'
'
'
SM:(Starting'Material'
Co:'Co'Spot'
Rxn:'Reaction'Mixture'
SM:(Starting'Material'
Co:'Co'Spot'
Rxn:'Reaction'Mixture'
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