The Aryl Cyclopropanation of Para Chloro Styrene

Material Information

Title:
The Aryl Cyclopropanation of Para Chloro Styrene
Series Title:
Student Symposium 2015
Creator:
Wieczerzak, Sam ( Author, Primary )
Ghosh, Phalguni ( Advisor )
Lavey, Brian ( Advisor )
Middlesex College, Department of Natural Sciences ( Sponsor )
Place of Publication:
Edison, NJ
Publisher:
Middlesex College
Publication Date:

Subjects

Subjects / Keywords:
College students -- poster presentations ( lcsh )
Student Works -- Natural Sciences -- poster presentations ( lcsh )
Chemistry ( lcsh )
Biochemistry ( lcsh )
Middlesex College (Edison, NJ) -- Student works
Middlesex County College (Edison, NJ) ( lcsh )
Student Works -- Natural Sciences -- academic theses
Temporal Coverage:
Academic Year 2015-2016 ( 2015 - 2016 )
Spatial Coverage:
New Jersey -- Edison

Notes

Abstract:
I have been exploring the cyclopropanation of chlorinated styrene as a way of extending the metabolism of potential drug candidates. I have been attacking the problem at hand from two directions; both of which being reactions I learned about in Organic Chemistry here at MCC, the Simmons-Smith Reaction, and a Grignard Reaction. In parallel, I have also been working on the integration of electrochemistry into the research lab. We first explored the cyclopropanation of styrene as an indication of the plausibility of the proposed research. Moreover, in the first part of my research, I am employing the principles of the Simmons-Smith Reaction, in which I activate Zinc via sonication and reaction with Copper(I)Chloride1. The procedure is as followed, a 3-neck 50mL round bottom flask is charged with Zinc and Copper(I)Chloride, followed by being capped with a septum, reflux condenser and nitrogen inlet tube. The reaction vessel is dried before and after the addition of Zinc and Copper Chloride via vacuum. Before the addition of DME, the reaction vessel is flushed with nitrogen, DME was added via syringe, sonicator is turned on at RT for 45 mins before the addition of Dibromomethane. The reaction vessel is sonicated at RT for 2 hours before parachlorostyrene was added via syringe. Sonication continued for 3-4 hours, micro TLC's are done on an hourly basis to monitor the tranversion of starting material to product. Additionally, the second route I am taking to cyclopropanation station is via Grignard reaction. Wherein again I have to reproduce the results from the literature2 and then test it on simple styrene as an indication of plausibility.

Record Information

Source Institution:
Middlesex County College Institution
Holding Location:
Middlesex County College Institution
Rights Management:
All applicable rights reserved by the source institution and holding location.

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