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Exp+11+Template v2
Exp+11+Template v2
Exp+11+Template v2
STUDENT ANSWERS
NAME: DATE:
STUDENT NUMBER:
QUESTIONS
1) Assign the data for the IR and 1H NMR spectra for compounds A and B by
filling in the Tables below.
a) IR
1675
A
3100
1690
B
3100
(4)
b) 1
H NMR
3.96
6.30
A 7.03
7.41
9.81
B 3.93
6.85
1
Experiment 11
6.97
7.43
7.81
10.76
(11)
2) Using the above spectroscopic and CHN data, propose structures for A and B.
Give their IUPAC names. Present rational interpretations of the data.
Hint data = A is found in vanilla essence while B is a key component of
the liniment muscle rub “deep heat”.
(10)
Interpretation of the data followed by the structures of A and B:
2
Experiment 11
3) Record the millimoles of both A and B and the recovery masses. Give the yield
of recovery for both A and B, and the melting point of A, i.e., fill in all the blank
spaces.
(5)
Rel. No. of %
mp
Molecular mass (g) millimole recovery
(pure)
Mass s yield
81 to 83 °C;
Compound A 152 0.25 g - bp = 285 °C
Your mp =
Compound A Recovered =
152
product
0.25 mL
Compound B 152 (d = 1.174) - bp = 222 °C
m = 0.293 g
Compound B
152 Recovered = -
product
3
Experiment 11
6) A and B are constitutional isomers. Explain the meaning of this term using A
and B to illustrate your explanation. Propose a structure for a heteroaromatic
constitutional isomer of molecular formula C8H8O3.
(6)
Definition of “constitutional isomer”; A and B to illustrate the term:
4
Experiment 11
TOTAL = [40]