4/23/13
Quiz 3 A
Name ________________
Chemistry 258 Spring, 2013
The following data was obtained for an unknown liquid. Some of the data may be misleading.
Give the structure of the unknown compound and explain what the data indicates where possible.
Colorless liquid
b.p. 246 - 248 °C
insoluble in water, 5% NaOH and 5% HCl
Soluble in concentrated sulfuric acid, test tube becomes warm and color changes
IR (cm-1): ~3010, 2980, 1695 (vs), 1605 (vs),1380, 1240, 860, 835 (vs).
1H NMR (ppm): 3.73 (s, 3H), 6.96 (d, 2H), 7.70 (d, 2H), 9.87 (s, 1H).
13C NMR (ppm): 191, 166, 131, 129, 115, 56.
MS (m/z): 136, 135, 107, 92, 77.
Silver nitrate test: clear solution with no precipitate
Ferrous hydroxide test: a green solution
2,4-dinitrophenylhydrazine: an orange precipitate.
Chromic acid test: changes from an orange to green and a precipitate forms.
Tollen’s test: a silver mirror forms in test tube.
Iodoform test: a yellow liquid is observed
Structure of Compound
1. Physical Examination
a. Physical state ________ b. Color ________ c. Odor ________
2. Physical Constants
a. M.P. _____________ b. B.P. ____________
3. Solubility Tests
H2O _______, NaOH _______, NaHCO3 ______, HCl ______, H2SO4 _______
In the following sections, more spaces are provided than may be necessary for your report. If
there are not enough spaces, use the special comments section.
4. Spectra
Spectrum Type
Peak (Characteristics)
Inferences
(integration and multiplicity
for NMR where appropriate)
a. ______________________________________________________________
b. ______________________________________________________________
c. ______________________________________________________________
d. ______________________________________________________________
e. ______________________________________________________________
f. ______________________________________________________________
g. ______________________________________________________________
h. ______________________________________________________________
i. ______________________________________________________________
j. ______________________________________________________________
k. ______________________________________________________________
l. ______________________________________________________________
m. ______________________________________________________________
n. ______________________________________________________________
o. ______________________________________________________________
p. ______________________________________________________________
q. ______________________________________________________________
r. ______________________________________________________________
s. ______________________________________________________________
t. ______________________________________________________________
u. ______________________________________________________________
v. ______________________________________________________________
w. ______________________________________________________________
x. ______________________________________________________________
5. Chemical Classification Tests:
Reagent
Results
Inferences
a. _______________________________________________________________
b. _______________________________________________________________
c. _______________________________________________________________
d. _______________________________________________________________
e. _______________________________________________________________
g. _______________________________________________________________
h. _______________________________________________________________
i. _______________________________________________________________
Functional Group(s) indicated by these tests _____________________