University of Central Oklahoma Alkene Hydration Lab Report

Write a formal lab report on Alkene hydration -2 , the format for the lab report should be 1. purpose of experiment , references , reaction and reaction mechanism , procedure , result observations and calculations , Discussion and conclusion , in the conclusion part make sure to summarize the result . don’t worry about the reaction and reaction mechanism . Answer all the questions on the lab worksheet . Don’t worry about the TLC plate . Below I am attaching all the required documents .

Alkene
->
hydration
2.
–
Reaction.
i
Rhexanol.
↑markovnikov addition.
– hexene.
↓
Reaction
– >
mechanism.
-n
– 1
st
He
..n-r
–
(t]
OH.
H20
12.0
>
–
–
S
2-hexand
H
– –
Eat
attach. IR,
purpose
ofexperiment.
->
I
#questions.
–
.
conclusions.
A
References.
1.
1.
discussion.
Reaction
1.
and
Reaction
Reaction.
HH20
excA
–
a.
–
1
mechanism.
OH
w
the result.
mechanism.
in
I procedure.
Result,observation
RF. CTLC 3.
->
-> meeting
– IR.
NMR.
->
Summarize
point
and
calculations.
On
I
–
On
M-m
=c -Hc c1600cm-1
=
↑Sp2.
I
z
H
↑44
9
*
HNMR
–
mplet
chemical
Shift.
P
Eo
–
c
–
0
Click here to erase all data entry on this page
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2-4: Alkene Hydration – 2
For this assignment, the target compound that you should synthesize is 2-hexanol. Again, this is an electrophilic alkene addition reaction. Examine the
product to determine the location of the new functionality. Keep in mind that different starting materials may give the same product, but not with the
same selectivity. Remember to form the more substituted carbocation intermediate.
Synthesis Procedures
1. To start this activity, click this link for Alkene Hydration – 2 . The lab will load in a new tab. Click back to this tab to read further instructions
and complete the questions below. Use the available reagents in the Alkene Hydration section of the Stockroom tab, identify the appropriate
starting materials required to synthesize the target compound and add them to the round bottom flask. Now add water (H2O) as a solvent and drag
the flask to the stir plate on the lab bench.
2. The round bottom flask containing the starting materials should now be on the stir plate, and the contents of the flask should be visible in Live
Data in the tray. From the group of reagents found on the lab bench, select the correct reagent to synthesize the target compound and add it to the
flask on the stir plate. Now attach the heater, condenser, and N2 gas to the round bottom flask so the reaction mixture can be heated.
3. Start the reaction by clicking on the dials on the front of the stir plate. You should be able to observe the reaction mixture stirring in the flask.
Monitor the progress of the reaction using TLC measurements as necessary until the product has formed and the starting materials have been
consumed (if you have not previously completed the activity Using Thin Layer Chromatography, please see the note at the bottom of that
assignment regarding TLC in Beyond Labz). You can advance the laboratory time using the clock on the wall. You can also save your TLC plates
by clicking Save on the TLC window.
4. When the reaction is complete, “work up” your reaction by doing a separatory funnel extraction. Drag and drop the separatory funnel on the flask
and then add the appropriate solvent to the funnel. Remember that the addition of any aqueous solvent also adds diethyl ether, although this is not
shown (see note at the bottom of the activity Performing a Separatory Funnel Extraction). Either the organic or the aqueous layer can be removed
by clicking and dragging it to the bench. Your target compound should be in one of these layers. The other layer can be discarded into the red bin.
List the starting materials, solvent, reagent, and products formed:
1
–
hexere, water, He son, 2-hexano and
Remember that subscripts (AB) and superscripts (AB) can be included as needed using the _ and ^ characters respectively.
How long did it take to finish the reaction?
hours
What is the TLC value (Rf) for the Starting Materials?
If none are present enter “0”
What is the TLC value (Rf) for the Products?
If none are present enter “0”
diethylether.
Draw a mechanism for this reaction.
Please attach a file containing your drawn reaction diagram.
Choose File
no file selected
FTIR and NMR Spectra
After completing a reaction and working up the products, it is still necessary to confirm that the correct product was formed. The most common tools
used for this analysis are Fourier Transform Infrared (FTIR) and Nuclear Magnetic Resonance (NMR) spectroscopy. In the virtual laboratory, 1H and
13C NMR spectra are available. Details on interpreting FTIR and NMR spectra are found in your textbook. Your instructor may or may not ask you to
perform this section depending on how your class is structured.
5. To collect an FTIR spectrum of your product, click on the FTIR spectrometer located to the right of the lab bench and drag the salt plate icon to
the flask on the lab bench. A window containing the FTIR spectrum for your product should now open. Identify the relevant peaks in the FTIR
spectrum and record the position and associated functional group for each below. The FTIR spectrum can also be saved to the lab book for later
analysis.
When entering values for the FTIR please enter them in order from left to right on the spectrum to ensure they match the grading rubric.
Position (1)
cm-1
Functional Group
Position 2
cm-1
Functional Group 2
Position 3
cm-1
Functional Group 3
6. To collect a 1H NMR spectrum of your product, click on the NMR magnet and drag the NMR sample tube to the flask on the lab bench. A
window containing the NMR spectrum for your product should now open. You can zoom into various portions of the NMR spectrum by clicking
and dragging over the desired area. The Zoom Out button is used to zoom back out to view the full spectrum. Identify all of the peaks in the NMR
spectrum and record the chemical shift, the splitting, and the number of hydrogens for each peak below. The NMR spectrum can also be saved to
the lab book for later analysis. If necessary to confirm the structure of your product, you can measure the 13C NMR for the product and record the
chemical shifts for the peaks. Mass spectrometry is also available if needed.
When entering values for the NMR please enter them in order from left to right on the spectrum to ensure they match the grading rubric.
Peak (1) Chemical Shift
Specify the multiplicity as a singlet (s), doublet (d), triplet (t), quartet (q), or multiplet (m).
Peak (1)
t
q
s
d
m
Specify the number of hydrogens associated with this peak.
Peak (1)
Peak (2) Chemical Shift
Specify the multiplicity as a singlet (s), doublet (d), triplet (t), quartet (q), or multiplet (m).
Peak (2)
q
t
d
s
m
Specify the number of hydrogens associated with this peak.
Peak (2)
Peak (3) Chemical Shift
Specify the multiplicity as a singlet (s), doublet (d), triplet (t), quartet (q), or multiplet (m).
Peak (3)
m
q
s
d
t
Specify the number of hydrogens associated with this peak.
Peak (3)
Peak (4) Chemical Shift
Specify the multiplicity as a singlet (s), doublet (d), triplet (t), quartet (q), or multiplet (m).
Peak (4)
t
d
m
s
q
Specify the number of hydrogens associated with this peak.
Peak (4)
Peak (5) Chemical Shift
Specify the multiplicity as a singlet (s), doublet (d), triplet (t), quartet (q), or multiplet (m).
Peak (5)
s
d
t
m
q
Specify the number of hydrogens associated with this peak.
Peak (5)
Peak (6) Chemical Shift
Specify the multiplicity as a singlet (s), doublet (d), triplet (t), quartet (q), or multiplet (m).
Peak (6)
q
m
t
s
d
Specify the number of hydrogens associated with this peak.
Peak (6)
7.
Do the FTIR and NMR spectra you measured and recorded above confirm that you synthesized the assigned target compound? Explain.
FTIR
H1 NMR
C13 NMR