It

Post Lab Questions

1. Show how BH3 and THF react reversibly to form a complex that stabilizes BH3.
Label the reactants as either a Lewis acid or a Lewis base.
2. Explain why the diborane solution is added drop-wise to a vial cooled in an ice
bath over a period of 5 minutes.
3. In our experiment, is 1-octene acting as a Lewis acid or a Lewis base.
4. Explain why silica gel loaded with silver nitrate is more effective at retaining
unreacted 1-octene than the more polar 1-octanol product. Is the silver atom a
Lewis acid or a Lewis base?
5. Explain what would happen if a student mistakenly used ordinary silica gel to
remove unreacted 1-octene from the crude mixture?
6. Explain what would happen if the crude product was not sufficiently dried before
running the column?
our
ng
7. What product would potentially be isolated if the oxidation step of the reaction
where mistakenly run under acidic conditions. (see the actual resulting IR
spectrum below)

BEA

E
 I II it
eH
I

b
c
q
Tms

5.0 4.5 4.0 3.5 3.0 2.5 2.0 1.5 1.0 0.5 0.0 ppm

3
6 77.642

t solvent
77.230
76.803
7 5 y 62.946
32.868
65 31.982
29.587
29.44954
25.924
4 22.796
I
2 y 8 It
14.219

cpd

80 70 60 50 40 30 20 ppm
 I
qfkmsmonedesz.be
2501.09
2484.24
2467.04
2456.78
ftp.tejeeis smllcoup Celt

Troms
cis
an

u'sb
c
5.0 4.9
ppm eltels TMS

13 12 11 10 9 8 7 6 5 4 3 2 1 0 -1 ppm

139.447

I
114.297
77.482
S 77.230
76.978
F 8 34.084
32.001
29.179
29.087
I 22.877
14.303

end

140 130 120 110 100 90 80 70 60 50 40 30 20 10 ppm

Plotname: --Not assigned--