CHY254 Organic Laboratory II
COMMUNICATIONS:
Here are some of my comments on the notes for the first laboratory experiment. I have made these comments many, many, times in my teaching career. In no particular order...
Learn how to write superscripts and subscripts. (It seems google sites doesn't allow for superscripts and subscripts, but all word processing programs do!)
When typing a measurement, leave a space between the number and the unit.
When referring to an accepted value, we call that the literature value.
Avoid personalizing: refer to the reaction, not my reaction. We are attempting to be objective as scientists.
Spectra: For the 1H NMR spectra that you record, you must type your name in as the user. Please "peak pick" TMS in your spectra and set it to 0.0 ppm. When you report integration values, do so from left to right unless you specify otherwise. Downfield (deshielded) is to the left and upfield (shielded) is to the right. The units of chemical shift are ppm. For the IR spectra that you record, annotate only bands that you can make assignments for. In the default mode, the resolution of the instrument is set at +/- 4 cm-1: Do not annotate past the ones place, i.e., report 1678 cm-1 not 1678.11 cm-1. Absorption bands to the left are high energy or higher wavenumbers, to the right, the bands are lower energy/lower wavenumbers.
You are required to record data into your laboratory notebook - it's a legal document. That means the mass of the empty vial that you intend to place the crude product into, needs to be recorded in your laboratory notes.
Please review the requirements for documenting your TLC procedures. There are 4 requirements, 1.) state the eluent, 2.) draw a diagram of the TLC results (not the initial spotting), 3.) provide a legend with Rf's claculated to 2 significant figures, and 4.) include your explanation of the TLC results.
When recording a melting point, it's a melting point range - record the temperature of the start of the melting and record the end temperature. You are seeking a range of less than 4 degrees Celsius.
There are certain apparati that are named after their inventor - those are capitalized. So Erlenmeyer, Claisen , Hirsch, ...
syllabus - Tracy (pdf)
schedule (pdf)
which includes;
links to laboratory techniques
links to spectroscopic techniques
guidelines for the laboratory notebook and
guidelines for written reports
SDBS: Intgreated Spectral Data Base System for Organic Compounds
Handouts and Assignments
SciFinder Project/Literature Assignment
Introduction to Searching the Chemical Literature (pdf)
SciFinder/Literature Assignment post-lab (pdf)
Unit 1 Preparation of Chalcone Dibromide
U1 procedure (pdf) U1pre-lab (pdf) U1post-lab (pdf)
13C NMR spectrum of chalcone dibromide (pdf)
Unit 2 Williamson Ether Synthesis
U2 procedure (pdf) U2pre-lab (pdf) U2post-lab (pdf)
Unit 3 Hydride Reduction
U3 procedure (pdf) U3pre-lab (pdf) U3post-lab (pdf)
Unit 5 Wittig Exploration
U5 general procedure (pdf) U5pre-lab (pdf) U5post-lab (pdf)
specific procedure (pdf) nBuLi procedure (pdf)
Wittig OPA Mechanism (pdf)
Unit 6 Isolation of a Natural Product
U6pre-lab (pdf) U6post-lab (pdf)
Unit 7 Fischer Esterification