Molecularity: Who Has the Same Substance?
Work in pairs. Complete a Preparation page before each laboratory
period.
Goals
- To provide a long-term research project involving a number of aspects
of chemical identification, structure, and reactivity
- To enhance observation skills
- To learn fundamental laboratory methods and techniques
- To learn methods for characterizing and identifying an unknown
substance
- To practice experimental design
Background
The purpose of this project is to give you a long-term, research-like
laboratory experience in chemistry. Unlike the 1-period experiments that
you have performed during previous terms, this project will occupy the
entire term, and will be conducted at your pace and according to your
experimental decisions. Instructors will be on hand to provide help and
guidance; however, the responsibility for advancing the project to a
meaningful conclusion will be yours.
Before coming to lab each week, you should complete the appropriate set
of Preparation Questions and hand them in at the beginning of the period,
as usual. We expect that you will maintain your laboratory notebook in
the same manner as in previous terms; however, the notebook will not be
turned in for grading. Instead, you will be expected to submit a formal research report on your findings at
the end of the term. Your laboratory grade will be based on the quality
of this report, and on the Preparation Questions that you answer each
week.
A key activity of the chemist is to establish the structural
personality of a newly synthesized substance by determining an array of
physical and chemical properties of the substance. These properties are
then associated with the substance and can be used to identify it. They
all reflect in some way the structure of the substance at the molecular
level.
With a new substance in hand, the chemist might first establish the
very simple physical properties such as color, crystalline form
(for solids), and melting point (for solids). S/he might then proceed to
explore simple chemical properties. For example, is the substance an acid
(reacts with base, or turns litmus red) or a base (reacts with acid, or
turns litmus blue)? Finally, the modern chemist will elucidate the
spectroscopic properties of a substance by obtaining its infrared spectrum, electronic absorption spectrum, and nuclear magnetic resonance spectrum. These
spectra reflect the manner in which various molecular motions interact
with light, and provide information about the bonding patterns and
arrangements of electrons in molecules.
Description of Project You will work with one or more partners
throughout the term. At the first lab period, you and your partners will
be given a vial containing a small quantity of a pure substance. Your
overall goals are to identify and characterize your substance, and to find
out what other teams in the class have the same substance. You can
accomplish this by addressing, during the successive weeks of the term,
the following project objectives:
- Determine the physical properties of your substance. These include
- Color and crystallinity
- Odor
- Solubility in water (quantitative)
- Solubility in other solvents, such as acetone, ethanol,
dichloromethane, dilute HCl (qualitative)
- Density
- Thermal behavior/Melting point
- Combustibility (consult with the instructor for methods to test this)
- Nature of chemical bonding (ionic or covalent?)
- If ionic, does it contain any of the common ions (Na+, K+, Ca2+,
Mg2+, Cl-, Br-, I-)?
- Rf value under specified thin-layer chromatographic
conditions (Thin-Layer Chromatography (TLC) is a
technique for the separation of substances with similar molecular
structures). Please save ALL of your TLC plates, even those that you think
"didn't work".
- UV-visible spectrum in an appropriate
solvent (can be done no earlier than the second week of the term). You
will run your own UV-visible spectrum. The spectrum must be included in
your final report, so don't abuse it!.
- Infrared spectrum (Can be done no
earlier than the third week of the term). You will run your own IR
spectrum. Your spectrum must be included in your final report.
- Determine the Bronsted-Lowry acid-base properties of your amino acid.
These include
- Acid or base?
- React with acid or base?
- pH of a 0.1 M aqueous solution
Focus Questions
- Who else in the lab has the same substance that we have?
- What is the molecular structure of the substance?
Equipment and
Materials
- assorted beakers and Erlenmeyer flasks
- Pasteur pipets/bulbs
- assorted watch glasses
- Product vials (1-dram)
- Stirring rods
- 5- and 10-mL volumetric flasks
- 1-, 2-, 5-, and 10-mL graduated pipets
- Syringe pipet pumps
- spatulas
- thermometers
- balances
- aspirator trap
- filtration equipment
- sidearm test tubes
- Buchner funnels
- filter paper
- funnel collars
- Conductivity meter components
- 9-V batteries
- LEDs
- perf-board
- resistors
- Stock NaOH solution (about 6 M)
- Stock HCl solution (about 6 M)
- conc HNO3
- Reagents for flotation
- carbon tetrachloride
- chloroform
- dichloromethane
- 1,2-dichloroethane
- 1,1,2,2-tetrachloroethane
- pH meters
- 25-mL burets
- Melting point capillaries
- Rock salt
- Thin-Layer chromatography equipment
- Silica gel plates
- TLC Spotting capillaries
- Developing chambers (120-mL snaptop vials and/or 100-mL wide-mouth plastic bottles)
- Ink samples
- 0.2% ninhydrin in ethanol
- forceps
- Melting point apparatus
- Infrared spectrometers
- Infrared sample preparation equipment
- agate mortar and pestle
- NaCl plates
- NaCl plate holder
- Sample mount
- Nujol
- flat spatula
- UV-visible spectrometers
- UV-visible sample preparation equipment
- UV-visible cuvets
- 5- and 10-mL volumetric flasks
- 1- and 2-mL graduated pipets
- pH paper
- Flame test equipment
- Spectroscopes
- Pycnometers
- conc HCl
- conc NaOH
- melting point capillaries
- AgNO3 solution
Preparation Questions
- Week 1
- Week 2
- Week 3
- Week 4
- Week 5
Safety
Safety glasses must be worn at all times in the laboratory. You will
use mercury thermometers. Mercury is an extremely toxic substance. Report
thermometer breakage IMMEDIATELY to your instructor, who will take the
necessary steps to clean up the mercury spill. Other safety matters depend
on the design of your experimental procedure. The instructor will discuss
safety with you once your procedure has been approved.
Experimental
Please print and read the documents dealing with fundamental laboratory operations and procedures:
Record all data in your notebook. Express your identification
procedure as a flow chart and discuss it with the instructor. Then carry
out your procedure in the laboratory, and determine who else in the lab
has the same substance that you have. Identify as many structural
features of a molecule of your substance as you can.
As you proceed, post each new property of your substance so that other
students may readily read the posting for comparison. When you believe
you have found at least one other student pair having the same substance,
team up and spectroscopically characterize your two substances.
Design of experiments is up to you. Please keep in mind that we have
available supplies of all the substances used for the unknowns. You are
free to use these for comparison tests if and when you think these would
be useful.
Clean-up. When you have finished all of your work each week:
- Clean glassware by recommended
procedures, shake off excess water, and place in the drying oven.
- Return all borrowed equipment to the instructor before leaving lab.
- Clean up your work area before leaving lab.
Disposal Methods
Dispose of all solids, liquids, and solutions in the appropriately
marked waste bottles.
Some Guidelines and Cautions
Guidelines
- At the beginning of each laboratory session except the 6th one, you
are to turn in your answers to the appropriate set of Preparation
Questions. Each set of Preparation Questions is valued at 8 points, for a
total of 40 points for the 5 sets.
- You have six 3-hour lab periods in which to complete the project.
This is 18 hours, or just a little more than 2 full working days! You
should make an overall plan listing which experiments you will attempt
each week. In addition, you should make a detailed plan for each
laboratory period, designed to make your use of time as efficient as
possible. We will not collect or grade these plans, but unless you
formulate them, you will not make much progress.
We suggest that you plan to complete the experiments up to and
including Thin Layer Chromatography by the end of the second lab
session.
- You TA will maintain a time/activity log during the term. For each
laboratory session, you should enter
- your time of arrival
- your time of departure
- what you accomplished during the session
- problems that you encountered, if any
- Midterm Progress. Using the prescribed
format, you must submit a partial to-date preliminary version of your
Formal Research Report for review following the third lab session. This
preliminary version will not be graded; instead, it will be treated as a
draft and will be critically reviewed and critiqued. The preliminary
version must be submitted NO LATER THAN NOON on the Friday following your
third lab session.
- Your final Formal Research Report is due NO LATER THAN noon on the
Monday of the final week of C term.
Cautions
- Because you will be doing on-going research this term, rather than a
series of 1-week, independent laboratory experiments, it is essential that
you be well-prepared for every lab session and that you keep detailed
records of experimental procedures, observations, and results in your
laboratory notebook. THE NOTEBOOK WILL NOT BE SUBMITTED FOR GRADING. IT IS
STRICTLY FOR YOUR RECORDS; IN IT SHOULD BE ALL OF THE INFORMATION REQUIRED
FOR THE WRITING OF YOUR FINAL REPORT. BE FASTIDIOUS AND THOROUGH IN
MAINTAINING YOUR LAB NOTEBOOK.
- Because you will be working with the same partner(s) for the entire
term, it is important that you not casually miss any laboratory periods.
Doing so has a strong impact on your partner(s).