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Exam-CHEM3201-2005February.pdf
Exam-CHEM3201-2005February.pdf
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Exam-CHEM3201-2005February.pdf-W? Carleton '{lP'uN...
Exam-CHEM3201-2005February.pdf-W? Carleton '{lP'uNrvERstTY u&l'te o -'EXAMtNarl^N
Exam-CHEM3201-2005February.pdf-W? C...
Exam-CHEM3201-2005February.pdf-W? Carleton '{lP'uNrvERstTY u&l'te o -'EXAMtNarl^N
Page 8
12 5. Describe
in asmuch
detailaspossible,
theaPpeamnce
of theUV
spectra
of the compounds
shown
below.
Include
calculations
of the
positions
of themaximum
absorption
(
I max),
where
appropriate
aswell assome
indication
of therelative
intensities
of theexpected
absorptions.
D€€€88€
O
CHEM
3201 FinalExamination
(iv)
(v)
A^
pase
B.
1*&
(vi)
(iii)
(ii)
tl
*'ort
4
qe
Stco-''
rI
?
(,
a4e
leL
*
(. (tg
P"r
1
/Lta-rt c)
Page 9
CHEi\,I
i r;;ile
o
3201 final examination
page
1.
1'^
,
A compound
"f" with molecular
formulaCAHtZOehas
the300
MHz
lH
Nlv{R.
spectmm
shown
below,
recorded
in Dzo sorvent.
Thetriplet
(a)
at 4.04
ppm
has
integral
lH and
J=2.8H2.
Thesecond
order
triplet
(b) at 3.61
ppmhas
integralzHand
J=9.6H2.
The second
order
doublet
of doublers
(c) at3.52ppm
has
integral
2H
and
J=9.6
and
2.8Hz.
The triplet
(d) at 3.26ppmhas
integral
lH and
J=9.6H2.
In the
13C
NntR spectrum,
there
areonly four resonances,
in the
chemical
shiftrangeof
7l to74 ppnr
The DEPT-135
spectrum
shows
all four
l3c
p.ut s to bepositive.
Usetheabove
information
to deduce
thestructure
of I, including
relative
stereochemis
try.
ll
ill
llll
l\,l ll
ll/|]l
)V\
ffi
I
I
tl
ll
nllil
luul
It
tl
_)L
ffi
.2aautautrSo
Total Marks
=100
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