Example 1.14. A compound having the molecular formula C10 H 4 gave the following
(a) Singlet, 9-12 (80-88), 9H.
(6Singlet, +2:72 (87-28), 5H.
Assign a structure to the compound on the basis of the above data.
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Explanation:
Find ratio of atoms, empirical formula, n and molecular formula.
Given, C:H:N=9:1:3.5 (ratio of weights)
Mol.wt.=108
Element Ratio of wt. Ratio of atoms Simplest ratio
C 9 9/12=0.75 0.75/0.25=3
H 1 1/1=1 1/0.25=4
N 3.5 3.5/14=0.25 0.25/0.25=1
∴ Empirical formula =C
3
H
4
N
Empirical formula wt.
=12×3+1×4+14=54
n=
empirical formula wt.
mol.wt.
=
54
108
=2
Molecular formula = empirical formula ×n
=2(C
3
H
4
N)
=C
6
H
8
N
2
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