Beruflich Dokumente
Kultur Dokumente
Amber Bolden
November 30, 2015
CHEM 2411-002
Introduction
The determination of unknown compounds can be difficult when general physical
characteristics such as melting points, are tested. With a more complex qualitative analysis, such
as an Infrared spectroscopy, which is unique to each compound, or a Proton Magnetic
spectroscopy, similar compounds can be identified. With the use of infrared spectroscopy, the
organic compound will absorb the infrared radiation that corresponds in energy to its own
vibrations. This allows for an induced vibrational excitation of covalently bonded atoms and
group, which is unique to each bond, and able to be identified in a spectra graph. (1) Similarly,
with Proton Magnetic Resonance, protons of the compound are first excited and the light they
emit as they return to their lower energy state indicates the protons specific magnetic field
determined by both its unique magnetic field produced by electrons near the nucleus, and its
magnetic field produced from neighboring nuclei, which correlates to a specific wavelength able
to be analyzed by PMR. The purpose behind the qualitative organic analysis experiment is allow
the chemists to practice multiple methods of technique to determine an unknown compound.
Utilizing these technique allows for the chemist to be firmer in his or her identification of the
unknown; there is specific data for each unknown, and multiple tests, which allow for more
detailed results and elimination of other compounds and more vague results.
Results and Calculations
Melting Point/ Boiling Point:
Melting Point Of Solid Unknown 181
First drop: ~115 C
Solubility test:
Solvent
Ethyl Acetate
Water
5% HCl
10% NaOH
5% NaHCO3
Concentrated Sulfuric
Acid
Solubility of Solid
Unknown 181
Soluble
Not Soluble
Not Soluble
Not Soluble
Not Soluble
Soluble
Beilstein test:
Flame Color of Solid Unknown 181
Orange flames no halogen
Sodium Fusion and Test For Elements:
Experimental Methods
Part I: Melting Point/ Boiling Point Determination
First, the melting point of the solid unknown 181 was recorded. Next, ~1.0-2.0mL of the
unknown liquid 97 was added to a clean test tube along with a boiling stone and a thermometer
stationed ~1.0cm above the liquid, then placed in a heating mantle, where sand was added, and
the boiling point of the liquid unknown 97 was recorded.
Part II: Solubility Tests
~2.0mL of the solvents, ethyl acetate, water, 5% HCL, 10% NaOH, 5% NaHCO3, and
concentrated sulfuric acid, were added to separate test tubes, 1 set for the solid unknown 181 and
1 set for the liquid unknown 97, where ~1 drop of the unknown liquid 97, and ~3-4 small crystals
of the unknown solid 181 were added to each and analyzed.
Part III: Beilstein Test
A piece of copper wire was heated over a Bunsen burner to be cleaned, and once cooled a small
amount of each unknown was added to the wire, under separate trials. With the addition of the
unknowns the wire was then heated and the color of the flame was recorded.
Part IV: Sodium Fusion and Tests for Elements
A small spatula tip of the solid unknown 181 was added to a clean test tube and labeled, then
placed into a 50mL beaker also labeled with name and unknown number. The same procedure
was applied to the liquid unknown 97, with ~2-3 drops. Both samples were submitted to the
teachers assistant (TA) who performed the test. She would obtain a pea sized piece of sodium on
a spatula, rinse it over a beaker with a small amount of hexane, the carefully ad the sodium metal
to the test tube so that it remains stuck to glass near the top of the tube. Next she heated the top
of the test tube using a Bunsen burner so that the sodium melts, into a ball and rlls into the
sample. After allowing the test tube to cool she carefully added methanol. Gently heated the test
tube over a Bunsen burner, and once the reaction was complete she carefully broke the test tube
into its corresponding 50mL beaker, containing 10mL of distilled water. With the new sample,
the nitrogen test, sulfur test, the halide test, and the halogen differentiation of chloride, bromide,
and iodide test were performed.
References
(1) https://www2.chemistry.msu.edu/faculty/reusch/VirtTxtJmL/Spectrpy/InfraRed/infrared.h
tm (accessed 2015)
(2) http://vergil.chemistry.gatech.edu/notes/ir-spectrosc.pdf (accessed 2015)
(3) http://organicsynthesisinternational.blogspot.com/2015/09/green-acetanilidesynthesis.html (accessed 2015)
(4) Pavia, D. L.; Lampman, G. M.; Kriz, G. S.; Engel, R. G. Experiment 55. In Introduction
to organic laboratory techniques: a small-scale approach; Thomson Brooks/Cole:
Belmont, California, 2005; pp 168260.
(5) http://www.chem.ucla.edu/harding/ec_tutorials/tutorial33.pdf (accessed 2015)
(6) http://www.chem.ucla.edu/harding/notes/notes_14C_nmr03.pdf (accessed 2015)
"On my honor, I pledge that I have neither given nor received help on this assignment."
Honor Pledge: _______________________________________________________________
2-n-propylcyclohexanone
1-acetylcyclohexanone
3-(trifluoromethyl)acetophenone
B-Thujone
Acetophenone
2-ethyl-4-methylcyclohexanone
Ethyl levulinate
Structure
4-aminobenzamide
acetanilide
N-benzylcrotonamide
Ethyl oxamate
2-chlorobenzanilide
n-Butyramide
Structure