Macrocyclic Synthesis Essay

610 Words Mar 28th, 2013 3 Pages
Lab Report
Macrocyclic Synthesis (Heme Analog)

I. Purpose of Experiment and Introduction
The purpose of this lab experiment is to prepare meso-tetraphenylporphin (TPP) and its copper, cobalt or zinc complex by condensing benzaldehyde with pyrrole in boiling propanoic acid.

II. Introduction and Background
There are two types of proteins that function as oxygen carriers: myoglobin (stores the oxygen) and hemoglobin (present in red blood cells and is responsible for oxygen transport). The heme unit is a planar macrocyclic organic molecule that is made of four linked pyrrole rings surrounding an iron atom. These types of macrocyclic, nitrogen-containing molecules are known as porphyrins and are able to complex metal
…show more content…
Cooled the flask in an ice bath for about 15 minutes and diluted with 4.7 mL of distilled water. Collected the product by suction filtration and allowed product to dry for a couple minutes.

V. Results
The TPP product were dark purple/black crystals that resemble eye shadow. The CuTPP product were a light blue/dark purple crystals.

0.060 g m-tetraphenylporphin 0.009 g CuTPP

VI. Data Analysis

4 C4H4NH + 4 C6H5CHO  1 C44H30N4
Step 1:
Theoretical yield 0.7089 g TPP

1 C44H30N4 + Cu(CH3CO2)2  C44H28N4Cu + 2 CH3CO2H

Step 2:
Theoretical yield 0.052 g CuTPP

Percent Yield Step 1:
0.060 / 0.7089 X 100% = 8.46%
Percent Yield Step 2:
0.009 / 0.052 X 100% = 17.31%

VII. Conclusion
This lab was intended to strengthen the concept of synthesizing m-tetraphenylporphin and its complexity of copper. The yield of TPP obtained was 0.060 g as opposed to 0.7089 g that was obtain theoretically; this is equivalent to 8.46%. The yield of CuTPP obtained was 0.009 g as opposed to 0.052 g of CuTPP; this is equivalent to 17.31%. This may have been caused by a number of factors such as the reaction may not have been heated or cooled long enough; product may have dried onto the boiling chips/stones; the product may have been wet adhering to the filter paper . If this lab were to be performed again, more reactants would be used to form TPP and the reaction mixture would be heated and cooled for longer periods of time so that it

Related Documents