Chem 3BL, Summer 2012
This document should be used only as a reference sheet for assigning spectra in Chemistry 3BL. It may not contain all the mat erial
required for the laboratory exam. Bolded words have showed up in Dr. Wilsons lecture
Impurities and Boiling Points!
Soluble, Non-Volatile !
due to the presence!
of a soluble impurity!
Typical Phase Changes as a Function of Temperature
at a Constant Pressure
BC = melting point(mp)/freezing poin
Terminology of Mixing!
Solution: A homogenous mixture of two or more compounds.!
Solute: The compound in a solution present in lesser amount.!
Solvent: The major component of a solution.!
Miscibility: Two components of a solution are innitely !
F. Dean Toste
Welcome to Chemistry 3AL
The goal of this laboratory course is to introduce you to the theory and techniques of experimental
organic chemistry. Furthermore, through a combination of lecture and laboratory you will be exposed
to a v
Lab Notebook Guidelines
Prelab Preparation (1 point)
Title and introduction statement
Table of chemicals, including structures, physical properties, amounts to be used, etc.
Flow chart/procedure, detailed enough to follow during lab
Complex Coupling !
Successive Application of the N + 1 Rule!
Two different hydrogen atoms coupling to a third hydrogen atom!
JAB = 3 Hz!
JAC = 8
v NMR Spectroscopy!
v Mass Spectrometry!
v X-Ray Crystallography!
Absorption of Electromagnetic Radiation:!
Something Changes from a Lower Energy !
State to a Higher Energy State!
E = h !
E: change in energy
h : Plan
Separation of Different Compounds!
Compounds that have Different Interactions with the Mobile Phase
Versus the Stationary Phase can be Separated !
Step 1: Choosing the right equipment!
Large surface area!
Dr. Tiffany Wilson
Due at beginning of next lab
(Mon, 6/25 or Tue 6/26)
Spectra Worksheet for Experiment 12
On the following 4 pages are provided the 1H and 13C NMR spectra of your starting
1H NMR of biphenyl in CDCl
Note: T he integration for each set of peaks is indicated
with a bracket and number. Given this information,
you can (and should) assign one of the aromatic
protons with complete confidence.
8.25 8.20 8.15 8.10 8.0
In the lab, the Grignard reagent phenyl magnesium bromide was generated from
bromobenzene and magnesium. This reagent was reacted with acetophenone as well as aqueous
NH Cl to produce the final product, 1,1-diphenylethanol. The Grignard reage