Preparation of Diphenylacetylene

Preparation of Diphenylacetylene - Audrey Paulzak Pre-LAB...

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Audrey Paulzak Pre-LAB Experiment 6 PREPARATION OF DIPHENYLACETYLENE INTRODUCTION: A standard method for creating a carbon-carbon triple bond is demonstrated in this experiment. Add bromine to the carbon-carbon double bond of an alkene, followed by heating with a strong base to eliminate two molecules of HBr. MECHANISM: But instead of using liquid bromine, WHICH CAN BE QUITE DANGEROUS AND CAUSE SEVERE BURNS, our experiment will use pyridinium hydrobromid perbromide, which is solid, and supplies bromine according to the mechanism below. Mechanism for eliminating HBR from Stilbene Dibromide:
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TABLE OF REAGENTS: Molecular Weight Melting Point 1. trans -Stilbene 180.24 g/mol 125 °C 2. pyridinium hydrobromide perbromide 319.86 3. stilbene dibromide 340.07 238 4. acetic acid 60.05 16.5 5. methanol 32.04 -97 6. sodium bisulfite 104.06 150 7. diphenylacetylene 178.22 61 8. potassium hydroxide 56.11 360 9. ethylene glycol 62.068 -12.9 SAFETY INFORMATION: Liquid bromine can cause severe burns and should not be used in this
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This lab report was uploaded on 04/18/2008 for the course CHEM 238 taught by Professor Nikles during the Spring '08 term at University of Alabama at Birmingham.

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Preparation of Diphenylacetylene - Audrey Paulzak Pre-LAB...

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