ii. What would a silica TLC plate look like after this reaction has gone to ~75% completion?
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consider the reaction above and answer the questions attached

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ii. What would a silica TLC plate look like after this reaction has gone to
~75% completion? Draw spots on the TLC plate to illustrate. Assume 1
is the limiting reagent. Please indicate the relative locations (approximate
Rr values), and intensities of the spots (by shading) on the TLC plate to the
right. (2 points).
iii. Describe (in words) what a silica TLC plate would look like after this
reaction has gone to 100% to completion. (1 point)
-1- -
ABC
Lane A - Starting Material (1)
Lane B - Co-spot
Lane C - Reaction mixture

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doing in lab OR pre-write your procedure in your lab
ch a photocopy/print out of your outline or lab notebook procedure to this prelab
assignment. Often it is very helpful for students to make sticky note reminders for important steps to put on
the hood as you are doing the experiment.
3. Prelab Exercise Questions: (20 points)
a. TLC is vital to monitoring the progress of a reaction. Consider the synthesis shown below and answer the
following THREE questions:
o
Oxone, NaHCO3
RuCl3 (cat.)
HC
2
3-methylcyclohex-2-ene-1-one
5-oxohexanoic acid
i. What would a silica TLC plate look like after this reaction has gone to ~25%
completion? Assume 1 is the limiting reagent. Please indicate the relative
locations (approximate Rf values), and intensities of the spots (by shading) on
the TLC plate. Justify the order and shading in words (4 points):
Starting Material (1):
Product (2):
ABC
Lane A - Starting Material (1)
Lane B - Co-spot
Shading Justification:
Lane C - Reaction mixture

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